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Top Hilton Head Island Private Sightseeing Tours

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2-Hour Private Hilton Head Sunset Cruise
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2-Hour Private Hilton Head Sunset Cruise

star-5
198
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.
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  • 2 hours
  • Free Cancellation
From
$399.00
per group
From
$399.00
per group

2-Hour Private Hilton Head Dolphin Watching Cruise
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2-Hour Private Hilton Head Dolphin Watching Cruise

star-5
247
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.
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  • 2 hours
  • Free Cancellation
From
$359.00
per group
From
$359.00
per group

90-Minute Private Dolphin Tour in Hilton Head Island
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90-Minute Private Dolphin Tour in Hilton Head Island

star-5
82
Hilton Head Island is known as one of North America’s best spots for watching dolphins in the wild. Get out on the water and take in amazing views of these intelligent, playful creatures during this private boat tour. With a Lowcountry Master Naturalist as your captain and guide, you’ll learn all about the ecology of Hilton Head while watching the dolphins along with other wildlife including rays, sharks, and sea turtles.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$269.00
per group
From
$269.00
per group

Vanishing Mile Isle Beachcomber Tour
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Vanishing Mile Isle Beachcomber Tour

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39
Enjoy a two and a half hour adventure on your own private boat. Your Master Captain will guide you safely through the Calibogue on a falling tide to the Mile Isle. This mile long sandbar is exposed for only a couple of hours per day, allowing beachcombers the chance to collect sand dollars, sea shells and the occasional sharks tooth. We’ll stop along the way to look for wild dolphins playing in the sound. We’ll share information about the island, the salt marsh and the surrounding ecosystem. Your Captain is also a Low Country Master Naturalist, and will assist you in identifying the various shells, mollusks and other invertebrates to be found on this tour! This is an ideal outing for families and small groups. With up to 6 passengers, there’s plenty of room onboard and a comfortable seat for everyone.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$369.00
per group
From
$369.00
per group

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

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34
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.
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  • 2 hours
  • Free Cancellation
From
$529.00
per group
From
$529.00
per group

Hilton Head to Savannah Round-Trip Ferry Ticket
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Hilton Head to Savannah Round-Trip Ferry Ticket

star-4.5
216
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.
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  • 8 hours
  • Free Cancellation
From
$84.75
From
$84.75

Private Hilton Head Sunset Sailing Tour with Dolphin Watching
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Private Hilton Head Sunset Sailing Tour with Dolphin Watching

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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.
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  • 2 hours
  • Free Cancellation
From
$495.00
per group
From
$495.00
per group

Hilton Head Sunset Dolphin Watching Cruise
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Hilton Head Sunset Dolphin Watching Cruise

star-4.5
221
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$47.65
From
$47.65

Daufuskie Island Guided History Tour from Hilton Head
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Daufuskie Island Guided History Tour from Hilton Head

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409
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.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$115.00
From
$115.00

Hilton Head Island Daytime or Sunset Creek Cat Boat Tour

Hilton Head Island Daytime or Sunset Creek Cat Boat Tour

star-5
317
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.
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  • 2 hours
  • Free Cancellation
From
$145.00
From
$145.00

2-Hour Guided Kayak Nature Tour of Hilton Head

2-Hour Guided Kayak Nature Tour of Hilton Head

star-5
747
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.
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  • 2 hours
  • Free Cancellation
From
$45.00
From
$45.00

Hilton Head Island Dolphin Watching Nature Cruise

Hilton Head Island Dolphin Watching Nature Cruise

star-4.5
265
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$42.35
From
$42.35

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

star-5
614
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
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2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

star-5
83
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.
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  • 2 hours
  • Free Cancellation
From
$465.00
per group
From
$465.00
per group

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

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

star-4.5
223
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$52.95
From
$52.95

Private Hilton Head Dolphin Tour

Private Hilton Head Dolphin Tour

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16
Combine an excursion to see Atlantic bottlenose dolphins in their natural environment with personalized attention on this private tour. Depart from the Palmetto Bay Marina in a boat headed for the dolphins' swimming and hunting grounds with a guide, who will teach you all about their biology and behavior. Having a dedicated guide means you can ask plenty of questions as you travel.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$349.00
per group
From
$349.00
per group

Private Dolphin Boat Tour in Hilton Head Island

Private Dolphin Boat Tour in Hilton Head Island

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11
We will get you up close and personal with our aquatic friends. Our goal is to educate you while creating a fun and funny atmosphere.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$250.00
per group
From
$250.00
per group

Hilton Head Private Sunset Cruise for up to 14 Passengers
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Hilton Head Private Sunset Cruise for up to 14 Passengers

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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.
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  • 2 hours
  • Free Cancellation
From
$529.00
per group
From
$529.00
per group

Large Group (7-15 people) Private Hilton Head Sunset Tour
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Large Group (7-15 people) Private Hilton Head Sunset Tour

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6
Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. We can accommodate in between 7 - 20 people total on our brand new boat. She's built to entertain, and fantastic for family get togethers, anniversaries, friendsaversaries, bachelorette parties, or any type of other group gathering occasion that you can dream up. On your cruise you will take in breathtaking views of Pinckney Island, Mackey Creek, Skull Creek, Harbour Town and the Calibogue Sound. While on your sunset tour, you will not only drink in the spectacular water views that Hilton Head is know for, but you will also encounter some of our resident Atlantic Bottlenose Dolphin as well. Please join us for your special occasion - and we'll be sure to help you create vacation memories that will last a lifetime!
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  • 2 hours
  • Free Cancellation
From
$69.00
Price varies by group size
From
$69.00
Price varies by group size

Private Hilton Head Dolphin Watching Tour with Waterfront Dining Stops

Private Hilton Head Dolphin Watching Tour with Waterfront Dining Stops

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5
Hilton Head Private Dolphin-Watching Tour with Dining Stop
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  • 2 hours 30 minutes
  • Free Cancellation
From
$413.02
per group
From
$413.02
per group

Private Water Ski Adventure Day (3 Hours)

Private Water Ski Adventure Day (3 Hours)

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1
Come aboard our custom ski boat rated for 6 passengers. This charter comes with a USCG captain to drive the boat so you and your group can sit back and enjoy the day hassle free. This is your charter to customize from water ski, tubing, wake boarding, and kneeboarding! This is fun for all ages, no experience required. Book your custom experience with Island Head today!
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  • 3 hours
  • Free Cancellation
From
$492.90
per group
From
$492.90
per group

Two Hour Large Group Dolphin Tour

Special Offer

Two Hour Large Group Dolphin Tour

While on your Large Group Dolphin Tour - you will get to experience first hand: Skull Creek, Mackey Creek, Pinckney Island Wildlife Refuge, Dolphin Head, the Port Royal Sound, "Cocktail Cove", and the Intracoastal Waterway. On your tour you will also experience our local wildlife - especially our local resident Atlantic Bottlenose Dolphin. Every tour is flexible - so we can customize our trip to meet whatever your needs may be within that two-hour span. In town with friends or family and celebrating something special? We can absolutely make sure that you have an amazing time. Just let us know what the occasion is and we will be sure to take care of you.
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  • 2 hours
  • Free Cancellation
From
$498.75
per group
$525.00
$26.25 savings
From
$498.75
per group
$525.00
$26.25 savings

Private Water Ski Adventure Day (2 Hours)

Private Water Ski Adventure Day (2 Hours)

View the Shelter Cove fireworks from the water with this sightseeing boat tour. Climb aboard a boat right before sunset and cruise out into Broad Creek to see wildlife and beautiful homes. After the colors of sunset fade and darkness sets in, watch the fireworks show from the deck of the boat. Keep an eye out for dolphins during the trip.
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  • 2 hours
  • Free Cancellation
From
$408.10
per group
From
$408.10
per group

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What are the best Private Sightseeing Tours in Hilton Head Island?
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What Private Sightseeing Tours in Hilton Head Island are good for avoiding crowds?