Top Hilton Head Island Outdoor Activities

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.

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.

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.

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.

Zoom around Hilton Head Island on a small, motorized "creek cat" boat during this guided tour. Get views of all the quintessential sights, as well as access to some smaller marshes and wildlife-rich areas. Enjoy the opportunity to operate your own creek cat under the supervision of a guide; multiple departure times available.

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.

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.

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.

Explore Hilton Head Island at your own pace with a private pontoon boat rental. Go sightseeing on the beautiful waters of Skull Creek and keep an eye out for bottlenose dolphins. Travel toward the mouth of the Atlantic Ocean and see Daufuskie Island and Palmetto Bluff. Get tips from a local on where to go and personalize this boating adventure according to your interests.

Explore the southern city of Beaufort aboard a horse and carriage during this small-group excursion. Enjoy a relaxing ride around the historic district while your guide regales you of stories from the Antebellum South. See Civil War sites, historic churches, and even movie sites as you tour the city.

Drive your own mini boat while our experienced guide leads you to the best places for spotting dolphin! These super fun and comfortable mini boats are easy to drive and can fit up to 4 adults! This tour is designed to show you lots of dolphin while you have a blast driving your own mini boat!

Whether your tour is a family vacation activity, experienced fishermen planned event, or the nights dinner, Captain Steve with Always Angling Charters will provide a memorable and safe experience!

Experience the Atlantic Bottlenose Dolphin of Hilton Head up close and personal on your own premium private boat tour. We have the newest boat you will find in the charter fleet (2019 Key West 23' DFS with hard top) that will protect you from all the elements Boat tours are limited to up to 6 guests total.

Cruise around Hilton Head Island on an incredibly fun, 2-hour, guided adventure. The focus is on dolphins and nature and there's no better way to see more amazing sights and wildlife than on these amazing boats. A professional guide will lead the way, explain the ecosystem, and navigate toward beautiful Atlantic Bottlenose Dolphin while you operate your own Creek Cat! Sights to see include Harbourtown, South Beach, Daufuskie Island, and more!

Come aboard Island Head's state of the art fishing boat and enjoy 3 hours or the entire day fishing the low country with an experienced USCG captain. The waterways surrounding Hilton Head give our captains endless options to fish. Depending on the time of year there are always fish to find around Hilton Head Island. Come enjoy the beauty of the low country as we get you hooked on some fish. Fun for all levels, no experience needed!

Embark on a nautical adventure aboard the Black Dagger pirate ship, which transforms kids into little pirates for a treasure hunt on the waters of Hilton Head. The crew provides kids with pirate costumes and pirate lessons before setting sail in search of treasure. This family-friendly cruise has a choice of several departures in the morning and afternoon, making it easy to fit into your schedule.

Soar over Hilton Head Island with a parasailing adventure. Get a bird’s eye view of Calibogue Sound, Harbour Town Lighthouse, and Daufuskie Island during the flight. Keep an eye out for local wildlife, including bottlenose dolphins. Take-off and land on the back of a custom parasail boat, or choose to cool off and get wet. Tandem and triple flights are also available for couples or small groups.

Take part in an authentic Lowcountry travel experience with this shrimping tour from Hilton Head Island. Join a crew on board a fishing boat and head out on the salt marshes for a chance to catch shrimp and fish, and learn about the environment and wildlife as you go. After the trip, hang out and enjoy a day pass to the Sea Pines Resort.

Hop on a Jet Ski and explore Hilton Head Island on this scenic tour. Leave from Palmetto Bay Marina, past gorgeous mansions, until you reach the designated area where you can zoom around as you like. Enjoy the beautiful surroundings and get the chance to observe birds, dolphins, and maybe even a sea turtle in their natural habitat.

Discover Beaufort’s historic district without the hassle of navigating a tour that highlights the town’s Hollywood past. In addition to telling little–known stories about the town’s 300–year history, your guide brings you to landmarks often missed by visitors, from unmarked Forrest Gump film locations to the cemetery used in The Great Santini.

Discover Beaufort’s old southern charm on a horse-drawn carriage tour around the historic center. Join a small group for a narrated tour of Old Beaufort and pass by the area’s key landmarks. Listen to your guide retell the history of the city from its early Colonial period to the American Revolution and Civil War eras up to the present day.

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.

Take a break from the beaches and entertainment of Hilton Head and get closer to nature on a guided kayak tours. In a small group of no more than 15, glide through the waters of Skull Creek, paddle through the rich ecosystem of the saltwater marshlands, and spot such wildlife as brown pelicans, egrets, herons, osprey, bald eagles, and Atlantic bottlenose dolphins.