Recent Searches
Clear

Top Hilton Head Island Cruises & Sailing

Saved to wishlist!
Dates
Select Dates
Sunset Cruises
Sunset Cruises
Sailing
Sailing
On the Water
On the Water
Sightseeing Tours
Sightseeing Tours
Shore Excursions
Shore Excursions
Boat Rentals
Boat Rentals
Private and Luxury
Private and Luxury
Dolphin Watching
Dolphin Watching
Water Tours
Water Tours
Historical Tours
Historical Tours
Ports of Call Tours
Ports of Call Tours
Rentals
Rentals
Day Cruises
Day Cruises
Private Sightseeing Tours
Private Sightseeing Tours
Sightseeing Cruises
Sightseeing Cruises
Wildlife Watching
Wildlife Watching
Transportation Services
Transportation Services
Self-guided Tours
Self-guided Tours
Whale Watching
Whale Watching
Ferry Services
Ferry Services
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Hilton Head Island. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Revenue may affect this sort orderWhy you are seeing these results Sort by: Featured

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

star-5
609
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00

Hilton Head Sunset Dolphin Watching Cruise
Likely to Sell OutLikely to Sell Out

Hilton Head Sunset Dolphin Watching Cruise

star-4.5
218
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$47.65
From
$47.65

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
Likely to Sell OutLikely to Sell Out

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

star-4.5
222
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$52.95
From
$52.95

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
Likely to Sell OutLikely to Sell Out

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

star-5
501
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$40.95
From
$40.95

Hilton Head Island Dolphin Watching Nature Cruise

Hilton Head Island Dolphin Watching Nature Cruise

star-4.5
261
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$42.35
From
$42.35

Hilton Head to Savannah Round-Trip Ferry Ticket
Likely to Sell OutLikely to Sell Out

Hilton Head to Savannah Round-Trip Ferry Ticket

star-4.5
214
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.
More
  • 8 hours
  • Free Cancellation
From
$84.75
From
$84.75

Hilton Head Shrimp Trawling Boat Cruise
Likely to Sell OutLikely to Sell Out

Hilton Head Shrimp Trawling Boat Cruise

star-4.5
164
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.
More
  • 2 hours
  • Free Cancellation
From
$47.65
From
$47.65

Daufuskie Island Guided History Tour from Hilton Head

Daufuskie Island Guided History Tour from Hilton Head

star-5
407
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.
More
  • 4 hours 30 minutes
  • Free Cancellation
From
$115.00
From
$115.00

Daufuskie Island Round Trip Ferry

Daufuskie Island Round Trip Ferry

star-4
44
If you’re keen to spend some time exploring Daufuskie Island independently, then this is an easy and stress-free option. A great alternative to sightseeing tours, this transport package gives you the freedom to plan your own itinerary. Simply travel on a ferry from Hilton Head to Daufuskie Island, then choose how you spend your day. Possibilities include golf cart rental, or visiting the favorite foodie hotspot of Daufuskie Crab Company.
More
  • 7 hours
  • Free Cancellation
From
$52.99
From
$52.99

Hilton Head Disappearing Island Dolphin Tour

Hilton Head Disappearing Island Dolphin Tour

star-4.5
65
Increase your odds of seeing dolphins in the wild on this dolphin watching cruise from Hilton Head. Sail out from easy-to-find Palmetto Bay Marina at your selected departure time: admire views of the shore, look for wildlife, and learn about the local ecosystem. Plus, take a quick stop to look for shells, starfish, and sand dollars at “Disappearing Island,” a strip of land only accessible at low tide.
More
  • 2 hours
  • Free Cancellation
From
$55.00
From
$55.00

2-Hour Private Hilton Head Sunset Cruise
Likely to Sell OutLikely to Sell Out

2-Hour Private Hilton Head Sunset Cruise

star-5
197
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.
More
  • 2 hours
  • Free Cancellation
From
$399.00
per group
From
$399.00
per group

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
Likely to Sell OutLikely to Sell Out

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

star-5
82
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.
More
  • 2 hours
  • Free Cancellation
From
$465.00
per group
From
$465.00
per group

Private Hilton Head Sunset Sailing Tour with Dolphin Watching
Likely to Sell OutLikely to Sell Out

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

star-5
64
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.
More
  • 2 hours
  • Free Cancellation
From
$495.00
per group
From
$495.00
per group

Hilton Head Dolphin Watching Cruise with Fireworks Display

Hilton Head Dolphin Watching Cruise with Fireworks Display

star-5
13
See the sunset, watch fireworks, and look out for dolphins swimming in the wild on this Hilton Head sailing tour. The boat comfortably holds up to 22 passengers for a not-too-crowded experience, and a guide helps you spot dolphins swimming through the waves as you go.
More
  • 2 hours
  • Free Cancellation
From
$69.00
From
$69.00

Hilton Head to Daufuskie Island Round-Trip Ferry Ticket

Hilton Head to Daufuskie Island Round-Trip Ferry Ticket

star-4.5
38
Explore beyond Hilton Head with a half-day excursion to Daufuskie Island. Climb aboard a ferry for a scenic ride with this round-trip ticket. Learn about local wildlife from a naturalist boat captain during the trip. On Daufuskie Island, choose between a relaxed lunch, a golf cart rental, or a scenic stroll. After a few hours, board the ferry again for the return journey.
More
  • 30 minutes
  • Free Cancellation
From
$42.35
From
$42.35

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)
Likely to Sell OutLikely to Sell Out

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

star-5
33
Cruise along the coastal waterways of Hilton Head Island aboard a private boat during this sunset cruise. Board your vessel and see as the sky changes from blue to shades of orange and pink as the sun begins to set. While you sail, keep your eyes peeled for local wildlife like dolphins, turtles, and even otters.
More
  • 2 hours
  • Free Cancellation
From
$529.00
per group
From
$529.00
per group

Private Hilton Head Sunset Dolphin Tour

Private Hilton Head Sunset Dolphin Tour

star-5
13
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$399.00
per group
From
$399.00
per group

Hilton Head Crabbing Expedition Boat Cruise

Hilton Head Crabbing Expedition Boat Cruise

star-5
1
Search for crabs alongside marine science students on this Lowcountry crabbing tour from Hilton Head. As you sail out on the Lowcountry’s famous salt marshes, your knowledgeable guides share tons of information about the rich local ecosystem and the wildlife that calls it home—see some of it for yourself, including whatever you pull up in your crabbing pots. Take home some of your catch if you get any.
More
  • 2 hours
  • Free Cancellation
From
$47.64
From
$47.64

2 Hour Private Sunset and Dolphin Watch Powerboat
Likely to Sell OutLikely to Sell Out

2 Hour Private Sunset and Dolphin Watch Powerboat

star-5
8
Hilton Head Island features beautiful landscapes and great wildlife viewing. Embark on a private boat tour at sunset and enjoy a relaxing sail through the waters. Sail around Pickney Island and keep your eyes peeled for several native species including playful dolphins, stingrays, sharks, and birds. See the area awash with golden light all while sipping on your favorite drink.
More
  • 2 hours
  • Free Cancellation
From
$445.00
per group
From
$445.00
per group

Hilton Head Private Sunset Cruise for up to 14 Passengers
Likely to Sell OutLikely to Sell Out

Hilton Head Private Sunset Cruise for up to 14 Passengers

star-5
8
End another wonderful day on Hilton Head Island with a sunset cruise around its waterways. Board your private vessel at Broad Creek Marina and enjoy a relaxing cruise that has been customized to your group's interests. Sail along Calibogue Sound and see the Harbour Town Lighthouse all while keeping your eyes peeled for local wildlife.
More
  • 2 hours
  • Free Cancellation
From
$529.00
per group
From
$529.00
per group

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail
Likely to Sell OutLikely to Sell Out

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

star-5
20
Explore the waters around Hilton Head, South Carolina aboard your own vessel during this morning excursion. Meet your dedicated captain and sail to Port Royal Sound to begin your tour. Take in the views of Hilton Head, Pickney Island, Paris Island, and many other landmarks while you keep your eyes peeled for playful dolphins that play in the wake of the boat.
More
  • 2 hours
  • Free Cancellation
From
$425.00
per group
From
$425.00
per group

2-Hour Private Nature Cruise around Pickney Island
Likely to Sell OutLikely to Sell Out

2-Hour Private Nature Cruise around Pickney Island

star-5
5
Explore the vibrant natural world of the Pinckney Island Natural Wildlife Refuge and spot the area’s wide variety of marine life up close with this private boat tour. Glimpse Atlantic bottlenose dolphins, otters, manta rays, sea turtles, and a wide variety of water birds as you cruise around the island, stopping to swim in the pristine waters or relax on board as you admire the coastline.
More
  • 2 hours
  • Free Cancellation
From
$395.00
per group
From
$395.00
per group

Ohana Sunset Dolphin Cruise

Ohana Sunset Dolphin Cruise

star-5
3
Explore the salt marsh and take in views of the incredible Lowcountry sunset! On this 90-minute tour, learn about the salt marsh and search for local dolphins aboard the luxury catamaran, Ohana! Guests are welcome to bring snacks and beverages on board for their party. Don't forget to bring your camera for photos of the most incredible view of the Lowcountry sunset. This experience is one-of-a-kind and unforgettable for the whole family!
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$55.00
From
$55.00

4-Hour Private Hilton Head Pontoon Boat Rental

4-Hour Private Hilton Head Pontoon Boat Rental

star-5
12
See Hilton Head from a fresh perspective with this half-day private pontoon boat rental. Set out on the scenic waters of Skull Creek and keep an eye out for Atlantic bottlenose dolphins. Personalize the itinerary according to your interests and check out Cooper River, Daufuskie Island, or Palmetto Bluff. Pontoon boats can accommodate up to 10 people in your private party.
More
  • 4 hours
  • Free Cancellation
From
$553.71
per group
From
$553.71
per group

Filters

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Cruises & Sailing in Hilton Head Island?
Q:
What Cruises & Sailing in Hilton Head Island are taking additional safety precautions?
Q:
What Cruises & Sailing in Hilton Head Island are good for avoiding crowds?