Top Hilton Head Island Tours, Sightseeing & Cruises
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48 results | All Hilton Head Island Tours
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America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
114
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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From
$52.95
From
$52.95
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Learn More

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
296
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.
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From
$35.90
From
$35.90

Hilton Head Sunset Dolphin Watching Cruise
95
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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From
$42.35
From
$42.35
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Learn More

2-Hour Private Hilton Head Sunset Cruise
82
Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. Premium private tour accommodations are provided on board our brand new 2019 23' Key West - you won't find a newer or nicer charter boat available on the island. On your cruise you will take in breathtaking views of Harbour Town and the Calibogue Sound, encounter some of our resident Atlantic Bottlenose Dolphin, and drink in the spectacular sunset - all in two hours.
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From
$325.00
per group
From
$325.00
per group
Hand sanitizer available to travelers and staff
Guides required to regularly wash hands
Learn More

Creek Cat Tour
171
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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From
$119.00
From
$119.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

2-Hour Private Hilton Head Dolphin Watching Cruise
91
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.
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From
$299.00
per group
From
$299.00
per group
Hand sanitizer available to travelers and staff
Guides required to regularly wash hands
Learn More

Hilton Head Island Dolphin Boat Cruise
305
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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From
$35.00
From
$35.00
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Learn More

Hilton Head Island Dolphin Watching Nature Cruise
176
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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From
$35.83
From
$35.83
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Learn More

Private Hilton Head Sunset Sailing Tour with Dolphin Watching
27
This 2.5 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some good sailing. Perfect way to wind down and enjoy the ending of a great day. We will take the sails down to peacefully enjoy the beautiful show of an amazing Hilton Head Sunset. After the sun sets, we motor back to the marina and usually dock right around last light for the day. Sunset tours are usually full of wildlife such as dolphins, birds, sting ray and manatee which are some of the great wildlife that are often very prevalent in the evening. You will also have some great scenic views of Hilton Head, Pickney island and Parris island to mention a few.
All of our sail trips we encourage our guests to be as involved in the sailing process as they would like. If you would instead like a relaxing trip, we then encourage you to relax and let the crew do the work.
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From
$375.00
per group
From
$375.00
per group
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Hilton Head Segway Ultimate Discovery Tour (2 hours)
15
Travelers of all ages can see more of the lush Honey Horn landscapes in less time with this Hilton Head Island Segway adventure. Meet-up with your group, and follow your guide to explore this 70-acre (28.3-hectare) preserve. Marvel at meadows, glide along the trails and boardwalks, and check out the oldest tree in South Carolina. Along the way, you might even spot a few alligators lounging in the sunshine.
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From
$120.00
From
$120.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

2.5-Hour Private Hilton Head Afternoon Dolphin Watching Sail
43
This 2.5 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for great sailing along with the beautiful scenery and wildlife such as dolphins, birds, sting ray and Manatee are some of the great things we get to see on a very regular basis. This is a Monohull Sailboat which means it will heal over (completely normal but very exciting - designed not to tip over!). All this without the noise of the motor in the back ground - we like to sail not motor sail!!!
We want our guest to be very comfortable on board our vessel known as "Knot the Office" and therefore if anyone is uncomfortable with the healing we can significantly reduce the healing to ensure everyone is comfortable.
This is a fun and exciting activity but yet very relaxing and rewarding at the same time.
Please call us directly to discuss other sail trip options
…More
From
$355.00
per group
From
$355.00
per group
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Hilton Head to Savannah Round-Trip Ferry Ticket
69
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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From
$70.62
From
$70.62
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Learn More

Hilton Head Shrimp Trawling Boat Cruise
92
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.
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From
$43.44
From
$43.44
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Learn More

Hilton Head Segway Shelter Cove-Veterans Memorial Tour (2 hours)
8
Our extended tour takes you through the Shelter Cove and Veterans Memorial areas and for addition fun riding.
You must book for at least 2 guests. Tours booked with less than two must unfortunately be cancelled.
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From
$115.00
From
$115.00

4-Hour Private Hilton Head Pontoon Boat Rental
9
We have brand new pontoon boats located at Hilton Head Harbor. Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time of four hours through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff. You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water. Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience. Bring your friends and family along for an awesome day on the water!
…More
From
$435.90
per group
From
$435.90
per group

Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)
7
The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water were you can see the broad spectrum of colors such as vibrant oranges, reds, and multiple shades of pink. This sunset cruise is perfect for a romantic evening, family time, friends gathering, bachelor or bachelorette parties, team bonding, the possibilities are endless. The boat holds up to 14 passengers.. The captain will show you what the low country has to offer on this 2 hours private cruise.
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From
$461.54
per group
From
$461.54
per group

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail
11
This 2.5 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions for sailing). During the MORNING, this is generally a calm - light wind relaxing sail, a great way to start off the morning or a great day of vacation. The morning tours are usually full with wildlife such as dolphins, birds, sting ray and Manatee which are some of the great wildlife that are often very prevalent in the morning. You will also have some great scenic views of Hilton head, Pickney island, Paris island, Lady's island and Bay island to mention a few.
This sail trip is typically more on the calm side of things and would recommend for individuals that don't know how they would handle the more adventurous and exciting winds of the afternoon sail trips. This is also a great opportunity to anchor and swim off the boat if your group would like.
Please call us directly to discuss other sail trip options such as Half Day trips / Sunset
…More
From
$324.00
per group
From
$324.00
per group
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Private Hilton Head Dolphin Watching Tour with Waterfront Dining Stops
3
This tour will be the family memory you’ll always remember! You’ll depart from Palmetto Bay Marina and enjoy this fully narrated tour by our licensed captains explaining the ecosystem, wildlife, and Hilton Head in general! We’ll show you the beloved Atlantic Bottlenose Dolphins in their natural environment! Along the way, we will make 2-3 stops at exclusive waterfront restaurants! You will have time to sample local Hilton Head/Daufuskie Island cuisine!
…More
From
$413.02
per group
From
$413.02
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

2-Hour Private Hilton Head Pontoon Boat Rental
12
Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff.
You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water.
Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license.
Bring your friends and family along for an awesome day on the water!
…More
From
$245.00
per group
From
$245.00
per group

Private Sunset Dolphin Tour
3
This private sunset tour will be an activity your family will always remember! Up to 6 people will enjoy this 1.5 hour tour complete with a licensed captain, eco narration, dolphin sightings, picturesque sunset views, water/soda, snacks, and pictures of your family.
Meet us at Palmetto Bay Marina for your Private Sunset Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the extremely friendly Atlantic Bottlenose dolphin. Your small group will see these splendid Atlantic bottlenose dolphins feeding, playing, and simply cruising around the waters in their natural habitat as you learn about their social behavior, feeding habits, and much more.
…More
From
$329.00
per group
From
$329.00
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Dolphins & Donuts Cruise
5
Sunrise is the calmest, quietest time on the Hilton Head waterways! We will enjoy donuts/juice/water as we cruise and observe the Atlantic bottlenose dolphin in its natural habitat! Watch as they play, eat, or simply swim. This will surely be an event your family won't forget!
…More
From
$59.00
From
$59.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Guided Mini Boat Dolphin Tour
32
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!
…More
From
$250.00
per group
From
$250.00
per group
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Gear/equipment sanitized between use
Learn More

Hilton Head Pirate Ship Adventure Cruise aboard the Black Sparrow
16
On this Hilton Head pirate cruise, let your inner buccaneer out to play as you set sail off the coast of Hilton Head Island. This cruise was specifically created for kids and includes fun details such as face paint, pirate gear, and fake tattoos so you can look the part, plus water cannons for a blast of entertainment.
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From
$30.77
From
$30.77

5-Hour Private Hilton Head Pontoon Boat Rental
6
Take in all the gorgeous sights as we offer one of the largest riding areas on the island. Enjoy a short idle time through the beautiful waters of Skull Creek, while keeping an eye out for our famous Atlantic bottlenose dolphins. From there on, it is smooth sailing, as we allow you to travel to the mouth of the Atlantic Ocean, behind Daufuskie Island, through the Cooper River, or up the May River to check out the sand bar and Palmetto Bluff.
You will receive a professional orientation on navigating Hilton Head Island’s waterways, and don’t be afraid to ask for some superb lunch recommendations on the water.
Pontoon boats have a capacity of 10 people, and the captain must be 18 years or older with a valid driver’s license and prior boating experience.
Bring your friends and family along for an awesome day on the water!
…More
From
$512.83
per group
From
$512.83
per group