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Watersports Hero

Cruises and Watersports

Adventure on the Water

From tranquil salt marshes to winding tidal creeks, the Harbour Town Yacht Basin is the starting point for every kind of water adventure. Set out and explore the Calibogue Sound and the water surrounding Hilton Head Island with fishing charters, eco adventures, boat rentals and more. 


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Waverunner Rentals

Adventures out on the water

Rent a waverunner from H2O Sports and experience the thrill of going fast, or relax and take in the sights as you cruise at your own pace in the largest riding area on Hilton Head, which is free from no wake zones. H2O Sports also offers a waverunner safari, which is your ticket out of the riding area and enables you to follow a guide on a fast-paced tour through the creeks and marshes of Hilton Head and surrounding islands.


Panoramic Lowcountry views

Experience the greatest views on Hilton Head Island and all the amazing panoramic sights of the Lowcountry coastline during an exciting parasailing adventure with your favorite H2O Sports co-pilot. The USCG-licensed captain and crew will ensure your safety and fun, and take-offs and landings are gentle and easy for nearly all ages (minimum recommended age is six years).

Kayak Tours

Kayak where the dolphins play

Embark on a one-and-a-half-hour guided nature tour in the calm waters of Calibogue Sound, sightseeing and observing a variety of wildlife as you paddle. Kayak tours are appropriate for both small and large groups of all ages, and tours for kids and teens are also available. For an extra-special experience, book a sunset kayak excursion. A paddle clinic is included with each tour, as are life jackets and paddles.

Power Boat Rentals

Rent a boat for the day

H2O Sports offers well-maintained 20-foot deck boats and pontoon boats, along with professional instruction, so you can rent a boat and spend the day conveniently exploring the Lowcountry waterways at your own pace. In addition to instruction, H2O Sports provides charts, coolers and Bimini tops for shade. Be your own captain for two-, four- and six-hour rentals.

Sailing Charters

Private tours around Hilton Head Island

Sailing Charters description update: Watch the dolphins play while you sail faster than the wind on our 38-foot trimaran SUMO. All trips are private and can accommodate up to six passengers. Choose from a 90-minute day sail or two-hour sunset sail.

Stand-Up Paddleboarding

Fun for the whole family

Fun, stable and easy to use, H2O Sports’ stand-up paddle boards are a great way to tour Calibogue Sound and Broad Creek, and also provide an excellent workout. Enjoy walking on the water, take in the wonderful sights and soak in the sun. Rentals are available with prior experience, and lessons are available for all skill levels.

Private Fishing Charters

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Izzy A Fishing Charter

Nearshore, deep sea and shark fishing

This 25-foot Sea Cat carries up to four passengers for offshore, inshore, deep sea and shark fishing expeditions. Each charter sets out from the Harbour Town Yacht Basin. Bait, tackle, licenses, coolers and ice are provided, and catch will be cleaned at the docks.

Black Skimmer Fishing Charter

Nearshore, deep sea and shark fishing

This 31-foot Black Fin carries up to six passengers for offshore, deep sea and shark fishing expeditions. Each charter sets out from the Harbour Town Yacht Basin. Bait, tackle, licenses, coolers and ice are provided, and catch will be cleaned at the docks.

Southern Roots Fishing Charter


This 24-foot Sportsman Masters 247 carries up to four passengers for inshore fishing expeditions. Each charter sets out from the Harbour Town Yacht Basin. Bait, tackle, licenses, coolers and ice are provided, and catch will be cleaned at the docks.

Boat Tours

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Solaris Luxury Private Charter

Come aboard the Solaris, a premier luxury charter vessel poised to redefine your coastal experience. Embark on a journey of elegance and exploration as you step onto this exquisite 32-Launch Chris Craft, operated exclusively by Vagabond Cruise departing from Harbour Town in the iconic Sea Pines Resort.

H2O Dolphin Tours (15-passenger boat)

Adventures out on the water

Explore Calibogue Sound with H2O Sports and learn about Hilton Head’s marine wildlife, salt marshes and tidal creeks. You’ll observe Atlantic Bottlenose dolphins in their natural habitat, as well as a variety of shore birds, such as egrets, herons, pelicans and others. Hour-long day tours and one-and-a-half-hour sunset tours are available. Tours take place on a center console C-Hawk boat, which can carry up to 15 passengers.

Vagabond Dolphin Cruises (multi-passenger vessel)

Board the Vagabond and cruise through Calibogue Sound in search of Atlantic bottlenose dolphins. All trips are narrated by a naturalist captain and dolphin sightings are guaranteed!

Dinner Cruises and Historic Boat Tour

Explore on the Spirit of Harbour Town

Enjoy the Island’s best sunset and finest dinner buffet aboard the million-dollar Spirit of Harbour Town, the only air-conditioned and heated multi-passenger yacht on Hilton Head. All menu items are freshly prepared daily, and the full-service bar is sure to have your favorite libation. Sunset dinner cruises, dinner with the dolphins and a historic cruise to Savannah are all available on this luxury boat.

Pirates of Hilton Head Island Boat Tour

Be a pirate for the day

Come aboard a custom pirate ship in Harbour Town. Whether searching for treasures or using the ship’s water cannons to fend off invading pirates, the action is nonstop. This hour-plus boat trip is ideally suited for children ages 3-10, and will be an adventure they’ll talk about for a long time to come.

America’s Cup Sailboat Tour

Sail on Dennis Conner’s Stars & Stripes

Only in Harbour Town can you experience the Stars & Stripes, a real 12-meter America’s Cup yacht once skippered by Dennis Conner. Enjoy gorgeous surroundings, learn to sail and take your turn at the helm during this once-in-a-lifetime opportunity! All trips take place under full sail, and afternoon and sunset sails are available.

Alligator and Wildlife Boat Tour

Explore freshwater lakes

Enjoy a one-hour guided boat tour through the freshwater lakes of the Sea Pines Forest Preserve and get an up-close view of Hilton Head Island’s indigenous plant and animal life, including the American alligator.

Shrimping Boat Tour

Shrimp trawling tours on the Tammy Jane

Explore Hilton Head’s healthy salt marsh environment and creatures during a two-hour trip aboard the Tammy Jane, a magnet for wildlife, including playful dolphins. You’ll trawl for shrimp, discuss the shrimper’s lifestyle and our Lowcountry waters, and review everything you catch. Suitable for all ages.

Salty Dog Charter Cruise

Our 54-foot Salty Dog Viking departs Harbour Town Yacht Basin and is available for charter exclusively for registered guests on The Sea Pines Resort, The Inn & Club at Harbour Town and the Harbour Town Yacht Basin. A private luxury cruise for up to 6 passengers. We navigate the waters of the Calibogue Sound, sail over by Daufuskie Island and beyond. Custom trips and menu available. Menu favorites include your choice of a fruit and cheese platter, Charcuterie board, or a sushi boat – all created to your exact specifications plus a wide selection of craft beer and wines. Trips are limited to those 21 years of age and over.