Top Hilton Head Island Private and Luxury

End your day in Hilton Head aboard a relaxing sunset cruise around the island and waterways. Board your private vessel and enjoy a calm ride on Calibogue Sound with views of Harbour Town and the area is awash in golden light. While you sail, keep your eyes peeled for several species of wildlife including the playful Atlantic bottlenose dolphin.

Set out on a cruise from Hilton Head Island, South Carolina in search of Atlantic bottlenose dolphins. Board your private vessel and cruise past the Harbour Town Lighthouse and Daufuskie Island. While you sail, keep your eyes peeled for the playful dolphins as well as other local wildlife like bald eagles.

Chase after a mermaid and look for dolphins in the wild on this fun-filled boat tour from Hilton Head. Mermaid Nina swims right up to your boat and shares tons of information about marine life and ocean conservation in a light-hearted way that kids are sure to love—you can ask her about life as a mermaid, too.

Over 24 Hollywood films have been shot in the historic town of Beaufort, South Carolina. Explore Beaufort without the hassle of navigating on a tour of the area’s highlights, from scenic film locations to historic homes. Your small group size ensures the full attention of your guide, who navigates for you and provides little–known stories about Beaufort’s past. Morning and afternoon departure times are available for your convenience.

Discover the charming southern city of Beaufort on a walking tour through the historic district. Join a small group and explore the antebellum streets while listening to your guide regale you with the city’s 500-year history. Learn about Native Americans, pirates, the Revolutionary War, the Civil War, and more as you visit monuments, churches, and statues.

Remote Daufuskie Island is accessible only by boat and remains largely undeveloped, despite its fame as the setting of Pat Conroy’s novel “The Water is Wide.” A guided tour makes the trip a cinch—this package includes round-trip ferry tickets, plus transportation between island attractions such as the First African Baptist Church and Mary Fields School, all visited with the benefit of commentary from your guide.

Cruise from Hilton Head to Savannah on this Lowcountry day trip that’s packed with views. Relax on the open-air upper deck or air-conditioned lower cabin as you cruise through the Intracoastal Waterway, drink in hand from the onboard bar (own price). Then, dock in Savannah and spend a few hours of free time shopping, dining, and sightseeing before sailing back to Hilton Head.

Enjoy sunset views and scan the water for Atlantic bottlenose dolphins on this dolphin-watching cruise off the coast of South Carolina. The frequency of dolphin sightings makes this cruise ideal for those hoping to catch photos of the majestic sea creatures. Plus, throughout the cruise, you can learn about dolphins and your surroundings from an on-board naturalist.

A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America’s Cup—head through quiet waters and past gorgeous scenery without the roar of a motor. You can even try your hand on deck and help out with the sails.

Go sailing at sunset in Hilton Head Island with this private dolphin-watching tour. Climb aboard a sailboat and cruise out into Port Royal Sound during this tour. Keep an eye out for wildlife including dolphins, manatees, sting rays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

On this dolphin watching cruise from Hilton Head, you have the chance to see wildlife, check out local landmarks, and admire the coastline as you cruise out on the Calibogue Sound and Atlantic Ocean. Your guide narrates the entire trip as you sail past Bull Island, the Haig Point Lighthouse, and more, all while looking out for dolphins, egrets, herons, and other animals in the wild.

Go sailing in Hilton Head Island with this private dolphin-watching tour. Motor out to Port Royal Sound and then put up the sails for a true sailing adventure. Keep an eye out for a variety of wildlife including birds, dolphins, manatees, and sting rays during this boat tour. Maximize time with a private tour and learn about sailing from your guide.

See Hilton Head Island from a fresh perspective with this private sunset dolphin tour. Meet your boat captain at Palmetto Bay Marina for a private tour that can accommodate up to six people. Keep an eye out for Atlantic bottlenose dolphins as you learn about their feeding patterns, social behavior, and more. Admire sunset views from the deck of the boat.

Learn about the marine life populating the waters off the coast of Hilton Head Island on this dolphin watching cruise. Up your chances of spotting dolphins and other marine animals with the help of your professional guide, who will also provide information about the ecosystem as you go.

Discover the natural beauty of Hilton Head Island with a guided kayaking tour. Meet your guide for a quick safety tutorial and then paddle out into the Broad Creek Wildlife Area. Keep an eye out for birds and dolphins as you explore salt marshes, tidal rivers, and creeks. Learn about the local ecosystem and history from your naturalist guide. No prior kayaking experience is necessary.

Eat and drink your way through Hilton Head with this small-group mixology and tapas tour. Meet your guide for an insider’s experience and sample several snacks, or tapas, at each location. Learn about local food culture and maximize time with a guided tour. Get recommendations for where to eat and drink in Hilton Head after the tour. Alcoholic drinks are included.

Skip the hassle of renting a car and explore the islands near Beaufort from the comfort of an air-conditioned coach during this sightseeing tour. See the Gullah plantation house, cemetery, and church ruins, and visit the praise house, which still hosts meetings for families on the island. Learn about Gullah heritage with commentary from your guide and experience island life in the South Carolina Lowcountry.

Explore Hilton Head Island by Segway with this small-group tour. Meet your guide for a quick safety tutorial and then head out to cruise through Shelter Cove and the Veteran’s Memorial. Learn about local history as you cover ground quickly on the Segway. Stop for photographs and to admire the landscape during the tour.