When's the best time to book a boat rental here?

April through October sees the warmest water and calmest conditions, though summer (June-August) gets crowded. Winter is quieter and mild enough for a day on the water. Book popular 7 and 8-hour rentals at least 2-3 weeks ahead during peak season.

Should I go with a private rental or a guided tour?

Private pontoon rentals give you total freedom to fish, anchor wherever you want, and set your own pace-that's why most people choose them here. Guided lowcountry day trips work better if you want someone explaining the marshlands and wildlife, or if you're new to boating and prefer not to captain yourself.

What's usually included in a boat rental?

Check before you go, but most private rentals supply the boat and fuel. Ask whether fishing rods, coolers, and captain services (if you don't want to drive) are included or cost extra.

How do I get around the island itself?

You'll want a car or rental car to reach the boat launches and explore beyond the waterfront. Hilton Head's spread out enough that walking isn't practical for most visits.

Can kids handle a half-day fishing trip?

Yes-the 3 and 4-hour family fishing excursions are designed for younger anglers, and the shallow Lowcountry waters mean calmer seas than open ocean. Bring sunscreen, hats, and snacks; most kids do fine with short outings.

Is this destination accessible for people with mobility issues?

Private boat rentals depend on the dock setup and your boat captain's help boarding-check with the operator about accessibility before booking. Some newer docks are more accommodating than others.

What should I bring or wear?

Sunscreen (essential), a hat, polarized sunglasses, and non-slip shoes. Bring layers even in warm months-the breeze on the water cools things down. A small cooler and light snacks keep energy up on longer outings.

Tours and activities in Hilton Head Island, United States

SimilarTours

Tours and activities in Hilton Head Island, United States | SimilarTours

Skip-the-line tickets in Hilton Head Island

Major attractions with reserved entry - skip the queue, walk straight in

See all

Viator
Vanishing Mile Isle Beachcomber Tour
Enjoy a two-and-a-half-hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the isle. This mile long sandbar is exposed for only a couple of hours per day, allowing beachcombers the chance to collect sand dollars, seashells and the occasional shark's tooth. We’ll stop along the way to look for wild dolphins playing in the sound. We’ll share information about the island, the salt marsh and the surrounding ecosystem. Your Captain is also a Lowcountry Master Naturalist, and will assist you in identifying the various shells, mollusks and other invertebrates to be found on this tour! This is an ideal outing for families and small groups. With up to 6 passengers, there’s plenty of room onboard and a comfortable seat for everyone.
5.0(124)
2 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$399
No similar experiences found
Viator
90-Minute Private Dolphin Tour in Hilton Head Island
Guaranteed dolphins! Enjoy a PRIVATE Dolphin Watching Tour on Hilton Head! This is your private boat taking you on an exclusive tour to see dolphins in the wild! We go to places the big boats can't or won't. It'll be just your group, max 6 passengers, cruising the waters, watching dolphins eating, playing, and socializing. As a Lowcountry Master Naturalist, your Captain will provide an in-depth narration of the ecology around you detailing what makes Hilton Head so unique. A dog friendly boat, get all the time you need watching dolphins as they spend their days cruising the waters. See Hilton Head’s storied landmark, the Harbourtown Lighthouse from the water. Cross over to the other side of the Sound and see Daufuskie Island. You'll have a chance to see other creatures that call the Lowcountry home; mobula rays jumping, sharks and manatees making cameos, sea turtles coming up for a breath of air. Hundreds of species of birds that make their way through their migratory periods.
5.0(573)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$289
No similar experiences found
Viator
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some good sailing. Perfect way to wind down and enjoy the ending of a great day. We will take the sails down to peacefully enjoy the beautiful show of an amazing Hilton Head Sunset. After the sun sets, we motor back to the marina and usually dock right around last light for the day. Sunset tours are usually full of wildlife such as dolphins, birds, sting ray and manatee which are some of the great wildlife that are often very prevalent in the evening. You will also have some great scenic views of Hilton Head, Pickney island and Parris island to mention a few. All of our sail trips we encourage our guests to be as involved in the sailing process as they would like. If you would instead like a relaxing trip, we then encourage you to relax and let the crew do the work.
5.0(125)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$525
No similar experiences found
Viator
2-Hour Private Hilton Head Dolphin Watching Cruise
Enjoy a two-hour private dolphin tour built just for your family. Guaranteed dolphin sightings, comfortable boats, and flexible itineraries mean everyone leaves smiling. With 900+ five-star reviews, this is the Hilton Head experience your crew will never forget. Learn more about our Hilton Head dolphin tours and private dolphin cruises here: https://hhiboatcharters.com/dolphin-tours-hilton-head-sc-dolphin-cruises-near-me/
5.0(316)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Special offer
From
$348
No similar experiences found
Viator
Hilton Head Segway Tropical Pathway Ride (90 minutes)
Travel through winding pathways, Life Oak forest as a group. Regardless of age or endurance, guests travel together at the same speed. Fun on a Segway. You must book for at least 2 guests. Tours booked with less than two must unfortunately be cancelled.
5.0(50)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$95
No similar experiences found
Viator
Hilton Head Segway Ultimate Discovery Tour (2 hours)
Our Ultimate Tour is a combination of a tranquil, relaxed-pace ride at the pristine 70-acre nature preserve followed by a faster paced Alligator Hunt. Begin with a relaxed-paced, stop and go, narrated tour including riding the boardwalk over the salt marsh to see and learn about the tidal change. Winding through secluded Live-Oaks draped in Spanish Moss and one of the top Camellia Gardens in the country with 131 varieties on display. Also learn about and see an endangered Marsh Tacky Horse, Butterfly House and many other amazing sites. Followed by a faster paced ride around a lake where some of the largest gators are often spotted along with egret, herons, cormorant, anhinga and other area birds.
5.0(45)
2 hours
Hilton Head Island, United States
Free cancellation
From
$120
No similar experiences found
Viator
2 - Hour Private Hilton Head Morning Dolphin Watching / Sail
This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions for sailing). During the MORNING, this is generally a calm - light wind relaxing sail, a great way to start off the morning or a great day of vacation. The morning tours are usually full with wildlife such as dolphins, birds, sting ray and Manatee which are some of the great wildlife that are often very prevalent in the morning. You will also have some great scenic views of Hilton head, Pickney island, Paris island, Lady's island and Bay island to mention a few. This sail trip is typically more on the calm side of things and would recommend for individuals that don't know how they would handle the more adventurous and exciting winds of the afternoon sail trips. This is also a great opportunity to anchor and swim off the boat if your group would like. Please call us directly to discuss other sail trip options such as Half Day trips / Sunset
5.0(34)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$465
No similar experiences found
Viator
Hilton Head Luxury Pontoon Rental for 2 to 8 hours
22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor: FUEL Included Get ready for the ultimate adventure with Outside Hilton Head! Take the helm and captain your very own pontoon boat as you set sail with up to 11 friends. Accommodating up to 12 passengers, this pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Whether you're exploring scenic waters or simply enjoying the ride, this is your chance to create unforgettable memories on the water!
5.0(23)
2 hours - 8 hours
Hilton Head Island, United States
Free cancellation
From
$323
No similar experiences found

Viator

Vanishing Mile Isle Beachcomber Tour

5.0(124)

2 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$399

Viator

90-Minute Private Dolphin Tour in Hilton Head Island

5.0(573)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$289

Viator

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

5.0(125)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$525

Viator

2-Hour Private Hilton Head Dolphin Watching Cruise

5.0(316)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Special offer

From

$348

Viator

Hilton Head Segway Tropical Pathway Ride (90 minutes)

5.0(50)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$95

Viator

Hilton Head Segway Ultimate Discovery Tour (2 hours)

5.0(45)

2 hours

Hilton Head Island, United States

Free cancellation

From

$120

Viator

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

5.0(34)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$465

Viator

Hilton Head Luxury Pontoon Rental for 2 to 8 hours

5.0(23)

2 hours - 8 hours

Hilton Head Island, United States

Free cancellation

From

$323

Guided walking tours in Hilton Head Island

Small-group + private walking tours with a local guide

See all

Viator
Historic Golf Cart Tour in Beaufort, SC
Explore the rich history of Beaufort, South Carolina, on a captivating golf cart tour. This one-hour journey offers a unique blend of local lore and architectural beauty and many film spots that were filmed here, showcasing the stunning Antebellum homes and live oaks draped in Spanish moss. Knowledgeable guides share insights into the town's 300-year-old past, making history come alive. Perfect for families, history buffs, and travelers seeking an authentic Lowcountry experience. - Enjoy a one-hour guided golf cart tour in Beaufort's historic district - Learn about Beaufort's culture, architecture, and fascinating stories - Tours available daily, departing from Emma's Earth Shop in downtown Beaufort - Eco-friendly 8-man golf carts provide a comfortable, engaging ride
5.0(28)
1 hour
Hilton Head Island, United States
Free cancellation
New
From
$36
No similar experiences found
Viator
Private Daufuskie Island History and Artisian Tour
Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This private 4.5 hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit local artisans and learn the rich history of the Native Americans, European settlers, the cotton trade, and the Gullah culture. We encourage you to wear weather-appropriate clothing and bring water, snacks, and sunscreen.
5.0(6)
4 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
From
$585
No similar experiences found
Viator
Hilton Head Photo Expeditions by CoastalVistas
Photograph Hilton Head Island in a way most visitors never experience — on a guided, small-group photo expedition shaped by light, timing, and the quiet moments that define the Lowcountry. This experience is designed for anyone — whether you’re using a professional camera or simply your phone. No experience required. During this experience, you’ll: *Visit carefully selected locations for the best light and conditions *Learn simple techniques to improve composition and use natural light *Capture meaningful images and have the option to be photographed with your own camera or phone This isn’t a scripted tour or rushed photo stop. Each experience is shaped in real time based on light, weather, and timing — creating a personal experience. With an easy pace and small group, you’ll discover a quieter, more reflective side of Hilton Head Island that most visitors never see. And when your visit is over, your images allow you to return — to this place, this light, this exact moment.
5.0(3)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
New
From
$387
No similar experiences found
Viator
4 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.
5.0(2)
4 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$675
No similar experiences found
Viator
Guided Stand Up Paddleboarding Activity in Hilton Head Island
Take a naturalist guided stand up paddle tour of the coastal salt marsh, an unbelievable perspective of Hilton Head's beautiful waterways! This is a perfect tour for guests with experience paddle boarding. Join us in Shelter Cove Marina for an experience unlike any other.
5.0(1)
2 hours
Hilton Head Island, United States
Free cancellation
From
$57
No similar experiences found
Viator
Family Intro to Stand Up Paddleboarding
This family-friendly SUP intro in Hilton Head is the perfect way to get started on the water together. You'll learn the basics—equipment, safety, and paddling techniques—before setting off as a group to explore the creek. It’s a fun and relaxed way to kick off your Lowcountry adventure!
5.0(1)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
From
$57
No similar experiences found
Viator
Beaufort Horse Drawn History Tour
Explore the captivating history of Beaufort on a charming 50-55 minute horse-drawn carriage tour. Discover the elegance of the past as you glide past moss-covered Live Oaks, stunning Antebellum homes, historic churches, and iconic movie sites, all narrated by a knowledgeable guide. This fully narrated experience provides insight into Beaufort's unique charm and rich history, making it an excellent choice for families and history buffs alike. - Duration: 50-55 minutes of narrated history - Family-friendly; children under 3 ride for free - Reservations recommended for this unique journey
5.0(1)
1 hour
Hilton Head Island, United States
Free cancellation
New
Likely to sell out
From
$38
No similar experiences found
Viator
Beaufort City Minibus Tour
Beaufort town located on Port Royal Island remains the Queen of South Carolina Sea Islands with its charm, natural beauty, fascinating history and rich, diverse cultural heritage. On this 1.15 hour driving tour, we'll explore the historic district of Beaufort, including the famous Old Point area and The Bluff with its antebellum houses and churches, all from the comfort of our air-conditioned vehicle. As we drive around town, your guide will introduce you to some of these beautiful and historic sites: See historic townhouses up close and learn about the architecture and the folks who built them. Discover what happened to the houses and people of Beaufort during the Civil War Union Occupation. See the movie sites made famous by over 24 Hollywood films that were shot in Beaufort and the surrounding areas. Join us for an adventure through the Nation Historic Landmark District of Beaufort, South Carolina's second oldest city!
4.9(581)
1 hr 15 min
Hilton Head Island, United States
Free cancellation
From
$37
No similar experiences found

Viator

Historic Golf Cart Tour in Beaufort, SC

5.0(28)

1 hour

Hilton Head Island, United States

Free cancellation
New

From

$36

Viator

Private Daufuskie Island History and Artisian Tour

5.0(6)

4 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour

From

$585

Viator

Hilton Head Photo Expeditions by CoastalVistas

5.0(3)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
New

From

$387

Viator

4 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

5.0(2)

4 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$675

Viator

Guided Stand Up Paddleboarding Activity in Hilton Head Island

5.0(1)

2 hours

Hilton Head Island, United States

Free cancellation

From

$57

Viator

Family Intro to Stand Up Paddleboarding

5.0(1)

1 hr 30 min

Hilton Head Island, United States

Free cancellation

From

$57

Viator

Beaufort Horse Drawn History Tour

5.0(1)

1 hour

Hilton Head Island, United States

Free cancellation
New
Likely to sell out

From

$38

Viator

Beaufort City Minibus Tour

4.9(581)

1 hr 15 min

Hilton Head Island, United States

Free cancellation

From

$37

Food & drink experiences in Hilton Head Island

Food tours, market walks, wine tastings, cocktail experiences

See all

Viator
Morning Dolphin and Donut Cruise (Up to 6 Passengers)
Start your morning with an unforgettable adventure on the waters of Hilton Head Island! Our Dolphins & Donuts Tour combines two of the best things in life, delicious, fresh donuts and the chance to see playful dolphins in their natural habitat. Perfect for families, couples, and nature lovers, Dolphins & Donuts is the ideal way to start your day on Hilton Head Island. Book your spot today and treat yourself to a morning of sweetness and adventure!
5.0(18)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
From
$55
No similar experiences found
Viator
High Cross Bar Bike Ride Experience with Free Delivery
Rent bikes for the whole family with Island Cruisers on Hilton Head Island. Choose from a variety of bikes, including beach cruisers, ebikes, and tandem options, all delivered right to your door. Enjoy the flexibility of exploring the island at your own pace with quality bikes in great condition. Each rental includes a lock, a basket, and a local map to enhance your adventure. - Convenient delivery and pickup service available - Options for adults and children, including specialized bikes - Enjoy a local map featuring must-visit spots - Reliable customer support for any issues during your rental
5.0(2)
2 days
Hilton Head Island, United States
Free cancellation
New
From
$55
No similar experiences found
Viator
Hilton Head Morning Dolphins & Donuts Cruise
This is a Dynamite combo - Dolphin & Donuts! This 1.5 hour tour will depart from Palmetto Bay Marina. Our local guides will tell you all about the local ecosystem, history & wildlife while keeping it fun for all! We will enjoy Donuts/juice/water as we cruise and observe the Atlantic bottlenose dolphin in its natural habitat! Watch as they play, eat, or simply swim. This tour is perfect for families, friends or couples!
4.9(87)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$55
No similar experiences found
Viator
Hilton Head Morning Kayaking & Coffee Guided Tour
This morning kayak tour is the perfect time to get on the water - quiet, calm, less boat traffic, coffee and picturesque views! Upon check in, our staff will hook you up with a speciality brewed coffee - a portion of the proceeds benefit the manatee population. Our trained guides will do a short "paddle clinic" to make sure you feel comfortable and confident while kayaking! They will lead you along the route while telling you more about the Hilton Head ecosystem, history & wildlife! There are also chances of seeing many species of bird & the local Atlantic Bottlenose Dolphins. This tour is perfect for couples, families, friends, etc!
4.7(45)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
From
$49
No similar experiences found
Viator
Sip & Sunset - BYOB Adults Only Dolphin Cruise
Experience the magic of a Sip & Sunset - BYOB Adults only Dolphin Cruise on Hilton Head Island, where breathtaking coastal views meet great music for an unforgettable evening on the water. As the sun dips below the horizon, casting vibrant hues across the sky, relax aboard this fun and comfortable cruise while enjoying a curated music list. Glide through the scenic waterways of the Lowcountry, spotting playful dolphins and taking in panoramic views of the island’s pristine coastline. Whether you’re celebrating a special occasion or simply unwinding after a day of exploring, this Hilton Head sunset cruise offers the perfect blend of relaxation, fun & coastal charm.
4.6(8)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$50
No similar experiences found
Viator
Hilton Head Sunset Dinner Cruise
Come aboard the Spirit of Harbour Town for a 3 course dinner cruise prepared by the chefs of Sea Pines Resort SHARE YOUR MEAL PREFERENCES AT CHECKOUT IN THE SPECIAL REQUIREMENTS SECTION APPS Heirloom Tomato Panzanella Salad - Greens, Tomatoes, Mozzarella, Cucumbers, Focaccia, Basil, Apple Cider Vinaigrette ENTREE (Select 1) 1. Roasted Pork Loin - Buttermilk Whipped Potatoes, Peppercorn Sauce, Shaved Fennel Slaw 2. Blackened Mahi Mahi -Buttermilk Whipped Potatoes, Pineapple Salsa, Shaved Fennel Slaw 3. Roasted Chicken Breast - Buttermilk Whipped Potatoes, Chimichurri, Shaved Fennel Slaw 4. Pasta Primavera - Fresh Vegetables, Olive oil, Garlic, White Wine, Herbs DESSERT (Select 1) 1. Sunset Key Lime Pie - Raspberry Coulis, whipped cream 2. Chocolate Torte - Raspberry Coulis, whipped cream KIDS (3-12) 1. Chicken Tenders - Mashed Potatoes and Fresh Vegetables 2. Chicken Alfredo pasta - Parmesan Cream, Roasted chicken Children's Menu comes with salad & dessert choice
4.4(217)
2 hours
Hilton Head Island, United States
Free cancellation
From
$109
No similar experiences found
Viator
Lowcountry Boil Sunset Cruise
Climb aboard at Palmetto Bay Marina and kick off your evening Lowcountry-style. This two-hour Sunset Lowcountry Boil Cruise mixes everything Hilton Head does best—good food, good views, and that salty “I’m on vacation” feeling. As we drift through the calm waters, your crew will serve up a classic Lowcountry boil piled high with shrimp, sausage, corn, and potatoes —fresh and flavorful served with specialty butters and seasoning. While you feast, you’ll cruise past local wildlife, beautiful waterways, and the hidden corners of Hilton Head that look their best from the water. Then comes the main event: sunset. Watch the sky flip through golds, pinks, and fire-orange as we cruise back toward the marina. Food, views, and a true Lowcountry evening—served hot and on the water.
2 hours
Hilton Head Island, United States
Free cancellation
New
Likely to sell out
From
$110
No similar experiences found
Viator
Mid Cross Bar Bike Rental with Free Delivery
Explore Hilton Head in style with the 26” Mid Cross Bar Beach Cruiser, perfect for leisurely rides along the beach and town. This comfortable unisex bicycle is designed for easy mounting and dismounting, accommodating riders from 5’2” to 6’2” and a maximum weight of 250 lbs. Ideal for paved paths, the cruiser features smooth-rolling tires and a comfy saddle for a relaxed ride. Each rental includes a lock for security, and while baskets are not included by default, they can be added for convenience. - Enjoy a stable and easy-to-ride cruiser for all skill levels - Perfect for casual beach and town exploration - Includes a lock for added security with rentals - Optional baskets available for carrying personal items or beach gear
2 days
Hilton Head Island, United States
Free cancellation
New
From
$55
No similar experiences found

Viator

Morning Dolphin and Donut Cruise (Up to 6 Passengers)

5.0(18)

1 hr 30 min

Hilton Head Island, United States

Free cancellation

From

$55

Viator

High Cross Bar Bike Ride Experience with Free Delivery

5.0(2)

2 days

Hilton Head Island, United States

Free cancellation
New

From

$55

Viator

Hilton Head Morning Dolphins & Donuts Cruise

4.9(87)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$55

Viator

Hilton Head Morning Kayaking & Coffee Guided Tour

4.7(45)

1 hr 30 min

Hilton Head Island, United States

Free cancellation

From

$49

Viator

Sip & Sunset - BYOB Adults Only Dolphin Cruise

4.6(8)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$50

Viator

Hilton Head Sunset Dinner Cruise

4.4(217)

2 hours

Hilton Head Island, United States

Free cancellation

From

$109

Viator

Lowcountry Boil Sunset Cruise

2 hours

Hilton Head Island, United States

Free cancellation
New
Likely to sell out

From

$110

Viator

Mid Cross Bar Bike Rental with Free Delivery

2 days

Hilton Head Island, United States

Free cancellation
New

From

$55

Cooking classes & workshops in Hilton Head Island

Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

See all

Viator
Hilton Head Sunday Brunch Buffet Cruise
What sets the Sunday Brunch Cruise apart is the unique opportunity to enjoy a relaxing meal while cruising through the scenic waterways of Hilton Head Island. With stunning views, the chance to spot dolphins, and a laid-back atmosphere, it’s a perfect way to unwind and enjoy the beauty of the Lowcountry. Reserved seating, both indoor and shaded outdoor, ensures comfort for everyone, and $10 bottomless mimosas make it an extra special way to start your Sunday.
4.4(14)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
From
$83
No similar experiences found
Viator
Sunset Hibachi Dinner Cruise
Experience an unforgettable dining experience on a 2-hour sunset Hibachi Dinner Cruise in Hilton Head Island. Imagine indulging in delicious hibachi-style cuisine while enjoying the stunning views of the Lowcountry’s waterways, and a breathtaking sunset as the backdrop. Our skilled chefs will dazzle you with their culinary prowess as they prepare your meal right before your eyes on the onboard hibachi grill. Sit back, relax, and soak in the beauty of Hilton Head Island while savoring every bite of your meal. The food will be served food truck style in a relax setting aboard our custom catamaran boat. We have a bar on board that will offer local beers and wines. Don’t miss this chance to create unforgettable memories with your loved ones on our Sunset Hibachi Dinner Cruise.This is unique experience is perfect for all ages!
4.2(81)
2 hours
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$128
No similar experiences found
Viator
Early Bird Latin Inspired Dinner Cruise
Enjoy a delicious Latin-inspired menu freshly prepared by the award-winning chefs of the Sea Pines Resort, featuring bold flavors and coastal flair. Think zesty, savory, and perfect for pairing with your favorite drink—and speaking of drinks, enjoy happy hour pricing on cocktails, wine, and beer throughout the entire cruise! As we cruise through the beautiful intracoastal waterways, you’ll be treated to stunning Lowcountry views, sightings of playful Atlantic bottlenose dolphins, and a narrated tour highlighting the rich history of Hilton Head and nearby Daufuskie Island—all with a refreshing drink in hand. Whether you’re celebrating a birthday, date night, or just want to unwind, this early evening cruise offers a laid-back vibe with gorgeous daylight views from start to finish.
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Special offer
From
$69
No similar experiences found

Viator

Hilton Head Sunday Brunch Buffet Cruise

4.4(14)

1 hr 30 min

Hilton Head Island, United States

Free cancellation

From

$83

Viator

Sunset Hibachi Dinner Cruise

4.2(81)

2 hours

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$128

Viator

Early Bird Latin Inspired Dinner Cruise

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Special offer

From

$69

Boat & water experiences in Hilton Head Island

River cruises, sailing, sunset boats, harbour tours

See all

Viator
Private Hilton Head Sunset Dolphin Cruise Tour – Groups (7–15)
Skip crowded tour boats and enjoy a private Hilton Head sunset cruise for groups of 7–15, often about the same per-person cost as shared tours. Our extra-wide boat offers 30–40% more space, giving your group room to relax, play your music on the island’s best Bluetooth sound system, and enjoy sunset together on the water. Watch Atlantic bottlenose dolphins surface as golden light reflects across Calibogue Sound and Hilton Head marshes. With over 160 5-star reviews, our sunset cruises are among Hilton Head’s most loved experiences. Why travelers choose our large private sunset cruise: • Private boat for your group only (7–15) • 30–40% more space than most tour boats • Bring your music on our Bluetooth stereo • Plenty of room for photos and relaxing • Flexible routes based on dolphins and sunset • Perfect for birthdays, bachelorette parties, and families Enjoy the sunset the way it should be experienced — open water, dolphins nearby, music playing, and the people you came with.
5.0(17)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Special offer
From
$539
No similar experiences found
Viator
Dolphin Viewing Sunset Cruise
This tour is the best as you get everything all in one! You will see local wildlife, beautiful stately waterfront homes, breathtaking water views and end the evening with a wonderful sunset. The local wildlife you will see are Atlantic bottlenose dolphin and a variety of shorebirds. What better way to spend the evening?
5.0(4)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
New
From
$46
No similar experiences found
Viator
Hilton Head Sunset Dolphin and Sightseeing Tour via Mini Boat
Discover the ultimate Hilton Head Island experience with our Sunset Mini Boat Dolphin Tour! Glide across the sparkling waters on a thrilling mini boat, perfect for an up-close and personal dolphin encounter. As the sun dips below the horizon, witness the breathtaking hues of orange, pink, and purple painting the sky, while playful dolphins leap and swim alongside you. Our expert guides provide fascinating insights about the local ecosystem, making it both educational and enchanting. Ideal for families, couples, and photographers, this tour offers small-group intimacy, ensuring every guest enjoys spectacular views.
5.0(4)
2 hours
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$249
No similar experiences found
Viator
Hilton Head Vanishing Island & Beachcombing Cruise
Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin watchers alike to explore its pristine shores. Enjoy the thrill of spotting dolphins in their natural habitat while collecting shells and observing diverse marine life. Perfect for families and nature enthusiasts, this adventure promises a memorable experience in a stunning coastal environment. - 3-hour cruise to the Vanishing Island sandbar - Ideal for families and nature lovers seeking adventure - Opportunity to spot dolphins and collect shells - Explore a unique marine environment at low tide
5.0(3)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
From
$77
No similar experiences found
Viator
Private Water Ski Adventure Day (2 Hours)
Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard, and knee board will be on board for your group to enjoy. This tour is private and custom to your group! The activities can be split up however you choose. Feel free to pack a lunch and drinks or we can pull off at a low country favorite (Old Daufuskie Crab Co. to grab lunch on the water. Our Parker ski boat maxes at 6 passengers. All skill levels welcome!
5.0(1)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$408
No similar experiences found
Viator
Private Dolphin and Nature Tour of Hilton Head
This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing opportunities year-round! Join Outside Hilton Head for a PRIVATE 90-minute cruise in one of our stable and comfortable powerboats. We will explore the Broad Creek Wildlife Area, Calibogue Sound and nearby marshes. Your Captain will guide you to points of interest, while explaining the unique connections between history, culture and nature in the Lowcountry. This tour is great for families!
5.0(1)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
From
$293
No similar experiences found
Viator
Private Hilton Head Dolphin Tour (Up to 6 Passengers)
Meet us at Palmetto Bay Marina for your Private Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the extremely friendly Atlantic Bottlenose dolphin. Your small group will see these splendid Atlantic bottlenose dolphins feeding, playing, and simply cruising around the waters in their natural habitat as you learn about their social behavior, feeding habits, and much more. As the cruise travels around Hilton Head Island not only will you see Dolphins but you may catch a glimpse of other sea-life such as manatees, egrets, herons,sea turtles, roseate spoonbills, and osprey plus beautiful mansions along the coast, working shrimp boats, and incredible luxury yachts. The captain will provide snacks, water, and soda for your enjoyment. He will also take pictures of your family together! Maximum of 6 passengers.
5.0(25)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
From
$329
No similar experiences found
Viator
Private Dolphin Boat Tour in Hilton Head Island
We will get you up close and personal with our aquatic friends. Our goal is to educate you while creating a fun and funny atmosphere.
4.9(17)
1 hour
Hilton Head Island, United States
Free cancellation
Private tour
From
$400
No similar experiences found

Viator

Private Hilton Head Sunset Dolphin Cruise Tour – Groups (7–15)

5.0(17)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Special offer

From

$539

Viator

Dolphin Viewing Sunset Cruise

5.0(4)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
New

From

$46

Viator

Hilton Head Sunset Dolphin and Sightseeing Tour via Mini Boat

5.0(4)

2 hours

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$249

Viator

Hilton Head Vanishing Island & Beachcombing Cruise

5.0(3)

1 hr 30 min

Hilton Head Island, United States

Free cancellation

From

$77

Viator

Private Water Ski Adventure Day (2 Hours)

5.0(1)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$408

Viator

Private Dolphin and Nature Tour of Hilton Head

5.0(1)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour

From

$293

Viator

Private Hilton Head Dolphin Tour (Up to 6 Passengers)

5.0(25)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour

From

$329

Viator

Private Dolphin Boat Tour in Hilton Head Island

4.9(17)

1 hour

Hilton Head Island, United States

Free cancellation
Private tour

From

$400

Cultural & historical in Hilton Head Island

Museums, ruins, art collections, religious sites with expert guides

See all

Viator
Two Hour Large Group Dolphin Tour
Make this the family memory everyone talks about. Our private large-group dolphin tours are designed for multi-generational families of up to 20 passengers, giving you the space to relax together without the stress of crowded boats. In just two hours, you’ll enjoy guaranteed dolphin sightings, shaded seating, and plenty of room so kids, parents, and grandparents all feel comfortable. Every trip is flexible — spend more time with dolphins, visit a quiet sandbar, or simply enjoy cruising the Lowcountry waterways. Guided by friendly, USCG-certified captains who know how to keep all ages engaged, this is the rare activity that makes three generations smile at once. With over 900 five-star reviews, families say this is the highlight of their Hilton Head vacation — the kind of bonding experience you’ll remember for years.
5.0(13)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Special offer
From
$533
No similar experiences found
Viator
Guided Sunset Kayak Nature Adventure
Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 2-hour guided sunset kayak tour! Led by expert naturalist guides, you’ll explore the rich wildlife, learn about the island’s history, and discover hidden gems along the way. Perfect for nature lovers and adventure seekers alike!
5.0(6)
2 hours
Hilton Head Island, United States
Free cancellation
New
From
$53
No similar experiences found
Viator
Hilton Head Island Sunset Jet Ski Adventure
Drivers must be 21 years old + with a driver's license Discover the magic of Hilton Head Island with a sunset jet ski tour like no other! As the sun sets behind the horizon, you’ll ride along serene waters, surrounded by the island's pristine beauty and coastal wildlife. Glide past hidden coves and scenic shorelines while soaking in the golden glow of the evening sky. Once in the designated area, get ready to unleash your thrill-seeking side and zoom across the water on your Jet Ski! Whether you're a seasoned jet skier or a first-time rider, our expert guides will ensure an unforgettable adventure filled with excitement and awe-inspiring views. Don't miss the chance to make memories that will last a lifetime!
5.0(2)
1 hr 40 min
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$84
No similar experiences found
Viator
Public Sunset Sail with only 6 people
Enjoy an intimate sunset sailing experience aboard a cozy vessel with only six guests. Glide through the picturesque waters of Port Royal Sound as the sun dips below the horizon, painting the sky with brilliant colors. Keep an eye out for dolphins and coastal birds while feeling the gentle evening breeze fill the sails. Whether you prefer to take the helm and learn the basics of sailing or simply unwind with a drink, this serene sail is perfect for friends and couples alike, offering a unique way to experience Hilton Head Island's beauty. - 2-hour sunset sail with a maximum of six guests - Watch the sunset over Port Royal Sound - Spot dolphins and coastal wildlife - Hands-on sailing or relax on deck - Ideal for all skill levels and special occasions
5.0(2)
2 hours
Hilton Head Island, United States
Free cancellation
New
Likely to sell out
From
$141
No similar experiences found
Viator
3 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental
Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.
5.0(2)
3 hours
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$700
No similar experiences found
Viator
Hilton Head Island Crabbing Experience
Fun experience for all ages! Learn about our local low country eco system and out local star of the show, the Blue Crab!
5.0(1)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
New
From
$40
No similar experiences found
Viator
Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)
The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water were you can see the broad spectrum of colors such as vibrant oranges, reds, and multiple shades of pink. This sunset cruise is perfect for a romantic evening, family time, friends gathering, bachelor or bachelorette parties, team bonding, the possibilities are endless. The boat holds up to 14 passengers.. The captain will show you what the low country has to offer on this 2 hours private cruise.
5.0(66)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$596
No similar experiences found
Viator
2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for great sailing along with the beautiful scenery and wildlife such as dolphins, birds, sting ray and Manatee are some of the great things we get to see on a very regular basis. This is a Monohull Sailboat which means it will heal over (completely normal but very exciting - designed not to tip over!). All this without the noise of the motor in the back ground - we like to sail not motor sail!!! We want our guest to be very comfortable on board our vessel known as "Knot the Office" and therefore if anyone is uncomfortable with the healing we can significantly reduce the healing to ensure everyone is comfortable. This is a fun and exciting activity but yet very relaxing and rewarding at the same time. Please call us directly to discuss other sail trip options
5.0(124)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$485
No similar experiences found

Viator

Two Hour Large Group Dolphin Tour

5.0(13)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Special offer

From

$533

Viator

Guided Sunset Kayak Nature Adventure

5.0(6)

2 hours

Hilton Head Island, United States

Free cancellation
New

From

$53

Viator

Hilton Head Island Sunset Jet Ski Adventure

5.0(2)

1 hr 40 min

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$84

Viator

Public Sunset Sail with only 6 people

5.0(2)

2 hours

Hilton Head Island, United States

Free cancellation
New
Likely to sell out

From

$141

Viator

3 Hour 25 ft. Luxury Pontoon Private Hilton Head Boat Rental

5.0(2)

3 hours

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$700

Viator

Hilton Head Island Crabbing Experience

5.0(1)

1 hr 30 min

Hilton Head Island, United States

Free cancellation
New

From

$40

Viator

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

5.0(66)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$596

Viator

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

5.0(124)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$485

Outdoor & adventure in Hilton Head Island

Bike tours, e-bikes, kayaking, rafting, anything outside

See all

Viator
1 Hour Private Tubing Trip
Come experience tubing on the waters surrounding Hilton Head Island! This is fun for everyone. Our captain will be there to show your group a great time tubing behind our brand new custom boat. This boat holds up to 12 passenger and is private to your group. Book your tubing trip today!
5.0(29)
1 hour
Hilton Head Island, United States
Free cancellation
Private tour
From
$272
No similar experiences found
Viator
2 Hour Private Charter (up to 14 passengers)
This is a great way to explore the water ways of Hilton Head. Our custom 25ft boat comes with an experienced captain to operate and show you around the waterways. Sit back and enjoy your custom trip on the water with Island Head!
5.0(12)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$477
No similar experiences found
Viator
4 Hour Hilton Head Boat Rental With VIP Fireworks Viewing
Be your own captain, cruising the beautiful lowcountry waterways! Book for Front-row seats to the fireworks display over the salt marsh of Broad Creek. - 22' Bentley Luxury Pontoon with 115HP 4-Stroke Motor This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating, and enhanced style. Can accommodate up to 12 passengers!
5.0(10)
4 hours
Hilton Head Island, United States
Free cancellation
From
$645
No similar experiences found
Viator
2 1/4 Hour Private Kayak Hilton Head Dolphin Nature Experience
Our nature activities are a great way to experience Hilton Head Island by water. We get up close and personal with the salt marsh, oysters, and, by far, the vast number of our tours will see bottlenose dolphins. The dolphins are, of course, wild animals, so they come and go as they please. But in the summer months, the experiences run at nearly 90% seeing dolphins, and even in the off-season, the percentages are very high as the bottlenose dolphin population lives in the area year-round. We occasionally see manatees in the warmer months and, on occasion, get lucky and see a loggerhead turtle, mink, otter, or bald eagle. It's a great experience for all ages, and as Trip Advisor shows, we have nearly all five stars and do our very best to show each and every guest a great time! All ages are welcome, as generally, we will do our best to split into multiple groups based on groups with or without kids, as well as different experience levels. Come join the fun!
5.0(9)
2 hr 15 min
Hilton Head Island, United States
Free cancellation
Private tour
From
$450
No similar experiences found
Viator
3 Hours Private Family Fishing Excursion Up to 6 Guests
Spend an unforgettable day out on the water with Outside Hilton Head. A private charter that’s the ideal fishing experience for beginners and families with children. This includes: -bait and tackle, -U.S. Coast Guard licensed captain and fishing guide -Licensing and an Iced cooler with bottled water
5.0(5)
3 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$795
No similar experiences found
Viator
Tubing and Dolphins Up to 6 Guests
This private excursion combines the thrill of adventure with the natural beauty of the Lowcountry. Great for the whole family, our tubing adventure is safe and fun - the perfect combination! We recommend wearing clothing appropriate for water activities and bringing water, snacks, and sunscreen.
5.0(3)
2 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
From
$508
No similar experiences found
Viator
Rent Kayaks in Hilton Head Island
Do it on your own! For those with kayaking experience and wanting to go explore with friends and family without a guide, a kayak rental may be what you are looking for. Paddle through the tranquil waters of the Broad Creek Estuary in hopes of encounters with Hilton Head's playful bottlenose dolphins. Our staff with spend time with you before your departure going over the area with you, pointing you to the best spots for finding dolphins and other wildlife, and answering any questions you have before your departure. Along with the dolphins there's also the possibility of seeing manatee, otter, and a variety of beautiful bird species. If you do not have experience doing it on your own it might be best to join on of Kayak Hilton Head Inc's guided tours as kayak rentals are for those that do have kayaking experience. Guided tours or kayak rentals are both a great way to enjoy a relaxing experience with a high likelihood of seeing dolphins and other fun wildlife!
5.0(3)
2 hours
Hilton Head Island, United States
Free cancellation
From
$40
No similar experiences found
Viator
Private Hilton Head Guided Kayak Nature Tour
Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting PRIVATE 2-hour guided kayak tour! Led by expert naturalist guides, you’ll explore the rich wildlife, learn about the island’s history, and discover hidden gems along the way. Perfect for nature lovers and adventure seekers alike!
5.0(2)
2 hours
Hilton Head Island, United States
Free cancellation
From
$225
No similar experiences found

Viator

1 Hour Private Tubing Trip

5.0(29)

1 hour

Hilton Head Island, United States

Free cancellation
Private tour

From

$272

Viator

2 Hour Private Charter (up to 14 passengers)

5.0(12)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$477

Viator

4 Hour Hilton Head Boat Rental With VIP Fireworks Viewing

5.0(10)

4 hours

Hilton Head Island, United States

Free cancellation

From

$645

Viator

2 1/4 Hour Private Kayak Hilton Head Dolphin Nature Experience

5.0(9)

2 hr 15 min

Hilton Head Island, United States

Free cancellation
Private tour

From

$450

Viator

3 Hours Private Family Fishing Excursion Up to 6 Guests

5.0(5)

3 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$795

Viator

Tubing and Dolphins Up to 6 Guests

5.0(3)

2 hr 30 min

Hilton Head Island, United States

Free cancellation
Private tour

From

$508

Viator

Rent Kayaks in Hilton Head Island

5.0(3)

2 hours

Hilton Head Island, United States

Free cancellation

From

$40

Viator

Private Hilton Head Guided Kayak Nature Tour

5.0(2)

2 hours

Hilton Head Island, United States

Free cancellation

From

$225

Day trips & excursions in Hilton Head Island

Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

See all

Viator
5 Hour Ultimate Lowcountry Day: Up To 6 Guests
This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.
5.0(1)
5 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$815
No similar experiences found
Viator
8 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, we welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.
5.0(1)
8 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$950
No similar experiences found
Viator
7 Hour Ultimate Lowcountry Day Up to 6 Guests
This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG licensed Captains, is dedicated to providing exceptional experiences. From kayaking and paddleboarding to dolphin tours and custom watersport adventures, we offer something for everyone.
5.0(1)
7 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$1,092
No similar experiences found
Viator
Mini Boat Tour with stop at Disappearing Island
Embark on the extraordinary Mini Boat Disappearing Island Tour on Hilton Head Island, SC, and unlock a hidden paradise that only reveals itself at low tide. This one-of-a-kind adventure takes you on a thrilling boat ride to a secluded island that vanishes beneath the waves as the tide rises. Explore pristine beaches, observe unique wildlife, and enjoy unparalleled views of the Lowcountry coastline. Perfect for nature lovers, adventure seekers, and those looking to experience the magic of the ocean in an entirely new way, this tour offers a rare opportunity to witness one of Hilton Head’s most fascinating natural wonders.
4.6(13)
2 hours
Hilton Head Island, United States
Free cancellation
Likely to sell out
From
$249
No similar experiences found
Viator
Hilton Head to Savannah Round-Trip Ferry Ticket
Leave the driving to us! Cruise from Hilton Head Island to Savannah, Georgia (1hr 45-min each way), for a day trip that will allow you to spend four hours in the city as we dock directly on River Street, right in the heart of all the action. The Spirit of Harbour Town will travel through the intra-coastal waterways with plenty of sights to see along the way. Cruise in comfort aboard Hilton Head Island’s only air-conditioned and heated passenger vessel. The Spirit features comfortable seating inside the island’s only enclosed cabin as well as out on our covered open-air deck. Enjoy coffee, hot chocolate, or your favorite beverage from our full service snack bar. The Spirit makes 23 knots providing a fast, stable ride without the worries of driving and parking in Savannah’s historic district.
4.4(548)
8 hours
Hilton Head Island, United States
Free cancellation
From
$80
No similar experiences found
Viator
Private Disappearing Island Dolphin Tour (Up to 6 Passengers)
Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors, and playful habits. Our expert captains and guides will keep you entertained with fascinating stories, lively music, and plenty of laughter. And for the little ones? Expect a day full of surprises and delights! But the adventure doesn’t stop there. Our boat will gently glide right on the sands of the Disappearing Island, giving you the chance to step off and explore its natural wonders. Wander through a treasure trove of shells, including delicate sand dollars and vibrant starfish. Don’t worry, you’ll have the chance to learn about every fascinating discovery along the way. Staying true to our eco friendly values, we always leave living creatures undisturbed in their natural habitat.
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$379
No similar experiences found
Viator
Half Day Beaufort Small Group Nature and History Tour
Uncover the hidden gems of Beaufort on this immersive 5-6 hour tour led by a native guide. Visit breathtaking sites including Frampton Plantation House, The Sands beach, the historic Old Sheldon Church ruins and more. Enjoy captivating stories about the area's history and wildlife, with opportunities to spot local plants, birds, and even collect shark teeth. This excursion is perfect for families and nature lovers alike, offering a unique glimpse into the Lowcountry's beauty. - 5-6 hour guided excursion exploring Beaufort's natural wonders - Visit iconic locations like Downtown Beaufort’s Historic District and Frampton Plantation House - All admission fees, water, sunscreen, and bug spray included - Optional snacks or lunch available for purchase
5 hours - 6 hours
Hilton Head Island, United States
Free cancellation
New
From
$85
No similar experiences found
Viator
7 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.
7 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$900
No similar experiences found

Viator

5 Hour Ultimate Lowcountry Day: Up To 6 Guests

5.0(1)

5 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$815

Viator

8 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

5.0(1)

8 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$950

Viator

7 Hour Ultimate Lowcountry Day Up to 6 Guests

5.0(1)

7 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$1,092

Viator

Mini Boat Tour with stop at Disappearing Island

4.6(13)

2 hours

Hilton Head Island, United States

Free cancellation
Likely to sell out

From

$249

Viator

Hilton Head to Savannah Round-Trip Ferry Ticket

4.4(548)

8 hours

Hilton Head Island, United States

Free cancellation

From

$80

Viator

Private Disappearing Island Dolphin Tour (Up to 6 Passengers)

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
Likely to sell out

From

$379

Viator

Half Day Beaufort Small Group Nature and History Tour

5 hours - 6 hours

Hilton Head Island, United States

Free cancellation
New

From

$85

Viator

7 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

7 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$900

Transportation & transfers in Hilton Head Island

Airport pickups, point-to-point transfers, and city transport

See all

Viator
6-Hour Private Hilton Head Pontoon Boat Rental
Come enjoy our brand new pontoon boats. Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff. You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water. Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience. Bring your friends and family along for an awesome day on the water!
5.0(1)
6 hours
Hilton Head Island, United States
Free cancellation
From
$752
No similar experiences found
Viator
4-Hour Private Hilton Head Pontoon Boat Rental
We have brand new pontoon boats located at Hilton Head Harbor. Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time of four hours through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff. You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water. Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience. Bring your friends and family along for an awesome day on the water!
4.6(17)
4 hours
Hilton Head Island, United States
Free cancellation
From
$550
No similar experiences found
Viator
Hilton Head to Daufuskie Island Ferry Round Trip
Your comfortable passenger ferry offers the shortest route from Hilton Head to Daufuskie, with a smooth 30-minute ride dock to dock. No long crossings. No complicated transfers. Just a quick, scenic trip across the water that gets you to the island faster — and gives you more time to explore. Designed with families in mind, our boat features spacious seating, shade, and a stable ride that’s comfortable for all ages. Whether you're traveling with young kids, grandparents, or a group of friends, our crew makes boarding simple and stress-free. Choose the most convenient departure point, the fastest crossing, and a family-friendly experience that makes your day seamless from start to finish.
4.5(13)
4 hours
Hilton Head Island, United States
Free cancellation
New
From
$44
No similar experiences found
Viator
5-Hour Private Hilton Head Pontoon Boat Rental
Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff. You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water. Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience. Bring your friends and family along for an awesome day on the water!
4.5(11)
5 hours
Hilton Head Island, United States
Free cancellation
From
$636
No similar experiences found
Viator
Daufuskie Island Daily Round Trip Ferry Tickets
This is a round trip ticket for a DAY TRIP on Daufuskie Island. Spending the day or evening on Daufuskie Island is a must! We take you into the most popular location of Daufuskie Island, Freeport Marina home of the famous Old Daufuskie Crab Company. We will set you up with a golf cart rental (if you choose to add this option) to explore the beauty of Daufuskie Island.
4.2(153)
6 hours - 8 hours
Hilton Head Island, United States
Free cancellation
From
$60
No similar experiences found
Viator
Private Transportation to Hilton Head Airport
Travel comfortably and stress-free with Island Head Transportation’s private one-way airport transfer service. Our spacious transportation vehicle accommodates up to 14 passengers and includes dedicated luggage storage, making it the perfect option for families, vacation groups, wedding parties, golf trips, and corporate travelers. Avoid the hassle of coordinating multiple rideshares or waiting for unreliable transportation services and enjoy convenient door-to-door service with professional local drivers familiar with the Hilton Head and Savannah areas. Guests can relax in a clean, comfortable vehicle while traveling directly to the airport with their group together. Island Head Transportation provides a reliable, efficient, and elevated travel experience designed to make airport transportation simple and seamless from start to finish.
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
New
From
$380
No similar experiences found
Viator
Private Transportation to Savannah Airport
Travel comfortably and stress-free with the company transportation’s private one-way airport transfer service to Savannah/Hilton Head International Airport (SAV). Your spacious transportation vehicle accommodates up to 14 passengers and includes dedicated luggage storage, making it the perfect option for families, vacation groups, wedding parties, golf trips, and corporate travelers. Avoid the hassle of coordinating multiple rideshares or waiting for unreliable transportation services and enjoy convenient door-to-door service with professional local drivers familiar with the Hilton Head and Savannah areas. Guests can relax in a clean, comfortable vehicle while traveling directly to the airport with their group together. The company's transportation provides a reliable, efficient, and elevated travel experience designed to make airport transportation simple and seamless from start to finish.
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
New
From
$380
No similar experiences found
Viator
Hilton Head Island to Savannah Airport
Our commitment is to get passengers where they need to be 100% of the time. We will work with changes in flight schedules to ensure our customer gets to their destination. We offer comfortable, clean and reliable rides. For a small fee, we can accommodate your needs if you need to add a stop for ice-cream or to shop. We offer infant and toddler car seats. Although we operate Open 24hrs, we ask that reservations be made 24 hours in advance or by 10pm the day prior. Our drivers have CDL school bus driver experience and retired FEDEX drivers you are in good hands with a knowledgeable and experienced staff. We have experience with bridal showers, Girl scout groups, Golfing groups, individuals and families. We also offer group shuttles for weddings, concerts and outings on an hourly basis. Whether you are an individual on business, leisure or both we got you covered. Our services are designed to be customized to your needs. Give us a try and we will not disappoint!
1 hour - 2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$170
No similar experiences found

Viator

6-Hour Private Hilton Head Pontoon Boat Rental

5.0(1)

6 hours

Hilton Head Island, United States

Free cancellation

From

$752

Viator

4-Hour Private Hilton Head Pontoon Boat Rental

4.6(17)

4 hours

Hilton Head Island, United States

Free cancellation

From

$550

Viator

Hilton Head to Daufuskie Island Ferry Round Trip

4.5(13)

4 hours

Hilton Head Island, United States

Free cancellation
New

From

$44

Viator

5-Hour Private Hilton Head Pontoon Boat Rental

4.5(11)

5 hours

Hilton Head Island, United States

Free cancellation

From

$636

Viator

Daufuskie Island Daily Round Trip Ferry Tickets

4.2(153)

6 hours - 8 hours

Hilton Head Island, United States

Free cancellation

From

$60

Viator

Private Transportation to Hilton Head Airport

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
New

From

$380

Viator

Private Transportation to Savannah Airport

2 hours

Hilton Head Island, United States

Free cancellation
Private tour
New

From

$380

Viator

Hilton Head Island to Savannah Airport

1 hour - 2 hours

Hilton Head Island, United States

Free cancellation
Private tour

From

$170

Private & luxury experiences in Hilton Head Island

Private guides, VIP access, after-hours tours, premium small-group

See all

Viator
2 Hour Private Hilton Head Boat Rental by 22 ft. Luxury Pontoon
This rental is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.
5.0(6)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$375
No similar experiences found
Viator
3 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new Luxury Group Pontoon is recommended for parties of 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington scream luxury! We guarantee enjoyment for everyone, combining comfort, style, and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet area or see the sites, this boat is perfect for your group. The destinations pre-marked include Daufuskie Island, Harbourtown Lighthouse, Sandbar, Skull Creek Boathouse, and Fishing Holes.
5.0(3)
3 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$525
No similar experiences found
Viator
Private Water Ski Adventure Day (3 Hours)
Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your group can sit back and enjoy the day hassle free. This is your charter to customize from water ski, tubing, wake boarding, and kneeboarding! This is fun for all ages, no experience required. Book your custom experience with Island Head today!
5.0(3)
3 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$542
No similar experiences found
Viator
5 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, Hilton Head Island Boat Rentals welcomes you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftsmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown LightHouse, Sandbar, Skull Creek BoatHouse and Fishing Holes.
5.0(1)
5 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$775
No similar experiences found
Viator
6 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon
Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended for parties 8 or more. It is without a doubt the best rental boat on Hilton Head Island for large groups. The quality and craftmanship of this Bennington screams luxury! We guarantee enjoyment for everyone, combining comfort, style and function to create the perfect atmosphere for a great experience on the water. This luxury group pontoon rental allows you to see Hilton Head by water. Whether you want to anchor in a quiet cover or see the sites this boat is perfect for your group. The destinations pre-marked includes Daufuskie Island, Harbourtown Light House, Sandbar, Skull Creek Boat House and Fishing Holes.
5.0(1)
6 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$850
No similar experiences found
Viator
Private Hilton Head Sunset Dolphin Cruise - Up to 6 Guests
Skip the crowded tour boats and enjoy a private sunset dolphin cruise just for your group of up to 6 guests. Cruise Hilton Head’s calm coastal waters at golden hour as Atlantic bottlenose dolphins surface nearby and the island glows in sunset light. With over 160+ five-star reviews, this private sunset cruise is one of Hilton Head’s most loved boating experiences. With space for up to 6 guests, your group enjoys the entire boat privately for about the same per-person cost as shared tours. Why travelers choose our private sunset cruise: • Private boat for your group only (up to 6 guests) • No crowded tour boats or mixed groups • Plenty of space for photos and relaxing views • Flexible routes based on dolphins, wildlife, and sunset conditions • Perfect for couples, families, and small groups Instead of watching the sunset from the back of a crowded boat, experience Hilton Head the way it was meant to be seen — quiet water, open views, dolphins nearby, and the people you came with.
5.0(273)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
Special offer
From
$338
No similar experiences found
Viator
Private Hilton Head Sunset Dolphin Tour (Up to 6 Passengers)
This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain, full eco narration, up close dolphin sightings, picturesque sunset views, water/soda, snacks, and Pictures of your family. Meet us at Palmetto Bay Marina for your Private Sunset Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the local friendly Atlantic Bottlenose dolphin. Your small group will see these splendid Atlantic bottlenose dolphins feeding, playing, and simply cruising around the waters in their natural habitat as you learn about their social behavior, feeding habits, and much more. Maximum passengers is 6 people.
5.0(20)
1 hr 30 min
Hilton Head Island, United States
Free cancellation
Private tour
Likely to sell out
From
$379
No similar experiences found
Viator
Hilton Head Private Sunset Cruise for up to 14 Passengers
Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. This cruise if private to your party and the captain will customize the cruise to suit you and your group. Feel free to bring snacks and drinks as we enjoy a low country sunset from the water. Our boat holds up to 14 passengers. This is perfect for a romantic evening, bachelor parties, bachelorette parties, and a family and friends cruise. Book your evening with Island Head!
4.9(16)
2 hours
Hilton Head Island, United States
Free cancellation
Private tour
From
$529
No similar experiences found