Hilton Head Island
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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(119)
2h 30m
Hilton Head Island
- Free cancellation
- Private tour
- Likely to sell out
From
$399
No similar experiences found
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
- Free cancellation
- Private tour
From
$599
No similar experiences found
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
- Free cancellation
- Private tour
From
$599
No similar experiences found
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
- Free cancellation
- Private tour
From
$375
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(5)
4h 30m
Hilton Head Island
- Free cancellation
- Private tour
From
$585
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
- Free cancellation
- Private tour
From
$542
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
- Free cancellation
- Private tour
From
$675
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(2)
3 Hours
Hilton Head Island
- Free cancellation
- Private tour
From
$525
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
- 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
- Free cancellation
- Private tour
From
$850
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
- Free cancellation
- Private tour
From
$950
No similar experiences found
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
- Free cancellation
- Private tour
From
$815
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
- Free cancellation
- Private tour
From
$1,092
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)
1h 30m
Hilton Head Island
- Free cancellation
- Private tour
From
$293
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
- Free cancellation
- Private tour
From
$408
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(550)
1h 30m
Hilton Head Island
- Free cancellation
- Private tour
- Likely to sell out
From
$289
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(312)
2 Hours
Hilton Head Island
- Free cancellation
- Private tour
From
$395
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(269)
2 Hours
Hilton Head Island
- Free cancellation
- Private tour
- Likely to sell out
From
$375
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(64)
2 Hours
Hilton Head Island
- Free cancellation
- Private tour
- Likely to sell out
From
$596
No similar experiences found
