Hilton Head Island Sightseeing cruises

Our most recommended Hilton Head Island Sightseeing cruises

Hilton Head Island: Round-Trip Ferry Ticket to Savannah

1. Hilton Head Island: Round-Trip Ferry Ticket to Savannah

Cruise through stunning intracoastal waterways from Hilton Head Island to Savannah with this round-trip express ferry ticket. Board from inside the Sea Pines Resort, then travel to the city in a comfortable air-conditioned boat. Sit back and admire the view as you sail through old shipping channels. Enjoy over 4 hour in Savannah to explore the city, before heading back to the ferry. On the return trip, benefit from happy hour pricing on selected drinks.

Hilton Head Island: America’s Cup Sailing Yacht Cruise

2. Hilton Head Island: America’s Cup Sailing Yacht Cruise

Step aboard a former America’s Cup sailing yacht for an afternoon cruise. Discover what it takes to sail a racing yacht as you help the crew, or simply sit back and enjoy the ride. See the sights of the Calibogue Sound and learn about the history of these waters. Have your camera ready as you keep an eye out for dolphins. Drinks and merchandise are available for purchase on board.

Hilton Head Island: Round-Trip Daufuskie Island Ferry

3. Hilton Head Island: Round-Trip Daufuskie Island Ferry

Step back in time with a trip to Daufuskie Island and get a feel for the Low Country. This express ferry service departs from the Sea Pines Resort and arrives in Daufuskie just 30 minutes later, giving you more time to explore. Learn the island’s history from your captain and hear about interesting landmarks and sights to see. Bring your bike on board the ferry at no extra cost, or rent a golf cart on arrival. After exploring the island, hop back on the ferry to return to Hilton Head.

Hilton Head Island: Pirate Cruise on the Black Dagger

4. Hilton Head Island: Pirate Cruise on the Black Dagger

Treat your little ones to the adventure of a lifetime aboard an activity-packed pirate cruise on Hilton Head Island. Allow your child to live out their craziest fantasies by turning into a pirate with the help of face paint and temporary tattoos. Help find a sunken treasure and defeat Stinky Pete. Head to the docks to get a new pirate name and learn how to speak like a real pirate. Board the legendary Black Dagger and set sail in search of a treasure. Join in on a race to find Stinky Pete, the island’s smelliest pirate who knows about the treasure map and has stolen the key Locate Stinky Pete before he gets to the treasure first. Watch the crew man the water cannons and blast Stinky Pete until he gives back the key. Enjoy singing and dancing throughout your journey, as you navigate across the ocean before heading back to the starting point.

Hilton Head Island: Shrimp Trawling Boat Tour

5. Hilton Head Island: Shrimp Trawling Boat Tour

Join the friendly crew aboard the Shrimp Trawler Tammy Jane and see what daily life is like for local shrimpers. Start off with an introduction to the boat and the shrimping gear aboard. Then the boat will make its way to the shrimping waters off the coast of Daufuskie Island. Watch as the nets drag across the seafloor. After this comes the real fun as you help the crew sort through the day's catch on the sorting table. There will be a lot of bi-catch or other fish, sharks, and even stingrays that get caught in the net. The crew will go over what type of by-catch you should look out for, and will safely return these sea creatures to the waters. You get to take the freshest locally caught Carolina shrimp home with you to cook. The amount of shrimp isn't guaranteed as this is fishing, but it will be divided evenly among the parties aboard.

Hilton Head: Private 2-hour Sunset Cruise

6. Hilton Head: Private 2-hour Sunset Cruise

The private sunset cruise is the perfect way to end a day on Hilton Head Island. Enjoy 2-hours sailing around the ocean front surrounding Hilton Head as you marvel at the color drenched sunset sky.  As you sail into the ocean enjoying the scenic waterfront views and marine life from afar, there is nothing quite like a low country sunset. You will enjoy the vibrant oranges, reds, and multiple shades of pink from the boats deck.  This private sunset cruise holds up to 14 passengers making it great for any occasion. It is perfect for a romantic evening, family time, friends gathering, bachelor or bachelorette parties, and team bonding.

Hilton Head: Private Sunset Cruise

7. Hilton Head: Private Sunset Cruise

Enjoy a tranquil Low Country sunset off the coast of Hilton Head with a private cruise. Relax onboard with a loved one, family, or friends for a perfect end to the day. Admire the broad spectrum of colors as the sun sets. Be amazed by shades of vibrant orange, red, and multiple shades of pink. Enjoy a perfect finale to your day whether with your partner, the whole family, or colleagues. Your captain will provide the best vantage point for your group to enjoy the sunset. Feel free to pack a cooler and your own alcohol and snacks onboard.

Hilton Head Island: Crabbing Expedition Boat Tour

8. Hilton Head Island: Crabbing Expedition Boat Tour

Depart from just below the iconic Lighthouse in Harbour Town. As the boat makes its way towards Crabbing waters, learn what it takes to bring these tasty treats from the sea to the table. Hear about the inner workings of a commercial crabbing vessel, and about the daily life of local "crabbers". Arriving at the crabbing waters, you will learn how to properly bait a crab pot, and see how the crabs get caught inside. After a few baited pots are put in position, the crew will start bringing in pots that have already been pre-baited the day before. The crew will then pull the pots up with a winch to lay the catch out on the sorting table. At this point, the crew will be going over the different types of crabs or by-catch pulled up that day. They will teach you about what's legal to keep, along with the different species of crabs that can be found in the area. Any guests aboard that would like to keep the day's catch are welcome to, as it will be divided up evenly between the parties aboard. Make sure to ask your captain for some delicious crab-based recipes.

Other Sightseeing Options in Hilton Head Island

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What people are saying about Hilton Head Island

Hitched a ride on the ferry with family of five and our own bicycles. Pleasant morning boat ride - 45-50 min - to Freeport. Upon disembarking, we rode along Old Haig Point Road (paved, level and pleasant), left onto Church Road to First Union African Baptist Church onto a dirt road. Right onto School Road - another dirt road, but a bit tricky riding in the sand there, made golf carts look tempting - quick stop at the school house (where Pat Conroy taught for a year and wrote about in the Water is Wide) which is now a coffee shop, then left onto Beach Road past the Silver Dew Winery/Bloody Point lighthouse, to the beach itself. Right onto Pappy's Landing/Oak Grove - paved all the way back, so much less sand riding than we thought (a plus). Got back with just enough time to get bikes on the boat and to get ice cream. Were it just me and my wife, all day on the island would have been great, but it was just the right length of ride/touring with three kids ages 14, 11 and 8.

The trip was informative and relaxing. The Captain was amazing and gave us a history lesson on the area. Dolphins were swimming close by. Some of our group took the helm and assisted with raising the sails. A must during your stay in Hilton Head!

It was a very relaxing enjoyable trip to Savannah and back. I highly recommend the trolley tour around the city. Our tour guide was very knowledgeable and obviously loves his city.

Our cruise was outstanding. Captain Steve timed the sunset perfectly. We highly recommend.

Every one was so friendly and answered any questions we had.