Cruises and Watersports

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 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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.