70 results (filtered from 157)

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!
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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!
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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!
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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
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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!
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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!
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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.
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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
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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
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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.
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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!
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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!
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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!
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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!
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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!
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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.
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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
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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 over the last 25 years! 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!
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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!
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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
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Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 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!
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Explore the salt marsh and take in views of the incredible Lowcountry sunset! On this 90-minute tour, learn about the salt marsh and try to spot local dolphins! Guests are welcome to bring snacks and beverages on board. Don't forget to bring your camera for photos of the most incredible view of the lowcountry sunset. This tour is one-of-a-kind and memorable for all ages!
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The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Sparrow and set sail in search of treasure! But wait it's not that easy - You'll need to man the water cannons along the way and defeat Stinky Pete. This experience is sure to be a vacation highlight.
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- Experience dolphins up close and in their natural environment - Fun for Families & Educational - Comfortable and completely shaded boat - Passionate local guides - Make memories with us
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