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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
45
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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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$375.00
per group
From
$375.00
per group
Taking safety measures

Daufuskie Island Guided History Tour from Hilton Head
Likely to Sell OutLikely to Sell Out

Daufuskie Island Guided History Tour from Hilton Head

star-5
207
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
  • Taking safety measures
From
$95.00
From
$95.00
Taking safety measures

Hilton Head to Savannah Round-Trip Ferry Ticket

Hilton Head to Savannah Round-Trip Ferry Ticket

star-4.5
132
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
  • Taking safety measures
From
$84.75
From
$84.75
Taking safety measures

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
158
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
  • Taking safety measures
From
$52.95
From
$52.95
Taking safety measures

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

Hilton Head Sunset Dolphin Watching Cruise

star-4.5
156
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
  • Taking safety measures
From
$47.65
From
$47.65
Taking safety measures

Hilton Head Creek Cat Tour

Hilton Head Creek Cat Tour

star-5
264
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
  • Taking safety measures
From
$119.00
From
$119.00
Taking safety measures

2-Hour Guided Kayak Nature Tour of Hilton Head

2-Hour Guided Kayak Nature Tour of Hilton Head

star-5
495
Explore Hilton Head Island's beautiful coastal habitat in the seat of a comfortable and stable kayak. A trained interpretive naturalist will lead you through the ever-changing tidal creeks and salt marsh estuaries so you can witness it for yourself. Observe herons and osprey flying gracefully above the sea grasses...perhaps some dolphin dining on menhaden in the shallows...fiddler crabs scurrying in unison across the glistening mud flats. NO EXPERIENCE IS NECESSARY to enjoy a kayak tour with us! Tours depart daily from Shelter Cove Marina, conveniently located mid-island. We also offer full and half-day tours.
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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
229
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
  • Taking safety measures
From
$42.35
From
$42.35
Taking safety measures

Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

star-5
469
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
  • Taking safety measures
From
$35.00
From
$35.00
Taking safety measures

2-Hour Private Hilton Head Pontoon Boat Rental

2-Hour Private Hilton Head Pontoon Boat Rental

star-4.5
18
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!
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  • 2 hours
  • Free Cancellation
From
$275.00
per group
From
$275.00
per group

Beaufort’s #1 Horse & Carriage History Tour
Likely to Sell OutLikely to Sell Out

Beaufort’s #1 Horse & Carriage History Tour

star-5
464
Enjoy South Carolina’s second oldest city from our beautiful RED horse drawn-carriages. Our certificated guides will tell you all about Beaufort's amazing History, from the Civil War to "Forrest Gump" running around town! Our tours last approximately 50-55 minutes and stroll through the HEART of Historic Beaufort S.C. You’ll see breath taking Antebellum homes, Historic Churches, movie sites and MUCH more! Sea Island Carriage Company has been Voted #1. Don’t miss out on Beaufort’s number 1 outdoor activity! Look for the RED ROCKING CHAIRS!!
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  • 50 to 55 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Guided Mini Boat Dolphin Tour

Guided Mini Boat Dolphin Tour

star-5
84
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!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$250.00
per group
From
$250.00
per group
Taking safety measures

3-hour Private group tour with Fishing and Dolphin Watching
Likely to Sell OutLikely to Sell Out

3-hour Private group tour with Fishing and Dolphin Watching

star-5
7
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!
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  • 3 hours
  • Free Cancellation
From
$497.44
per group
From
$497.44
per group

Hilton Head Kayaking & Coffee

Hilton Head Kayaking & Coffee

star-5
5
This early morning paddle tour is the perfect time to get on the water - quiet, calm, less boat traffic, and picturesque! Our trained guides will lead you while telling you more about the Hilton Head area and guiding you into calm marshes!
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

2-Hour Private Hilton Head Dolphin Watching Cruise

2-Hour Private Hilton Head Dolphin Watching Cruise

star-5
226
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$320.00
per group
From
$320.00
per group
Taking safety measures

Hilton Head Guided Creek Cat Dolphin Eco Tour

Hilton Head Guided Creek Cat Dolphin Eco Tour

star-4.5
15
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!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$145.00
From
$145.00
Taking safety measures

Private 4 Hour Hilton Head Island Fishing Charter

Private 4 Hour Hilton Head Island Fishing Charter

star-5
5
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!
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$530.00
per group
From
$530.00
per group
Taking safety measures

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

star-5
430
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$35.00
From
$35.00
Taking safety measures

Parasailing Adventure at the Hilton Head Island

Parasailing Adventure at the Hilton Head Island

star-5
168
Enjoy the beautiful views of Daufuskie Island, Calibogue Sound, Harbour Town Lighthouse, Harbour Town Yacht Basin, South Beach Marina, and all the other breathtaking views the Lowcountry has to offer. Don’t forget to keep your eyes open for Hilton Head Island’s famous bottlenose dolphins. Flyers get to take off and land on the flight deck of our 31′ Ocean Pro parasail boat powered by a diesel Volvo Penta engine. Tandem and triple flights are available based on weather conditions. Flyers also have the option to stay dry or get wet – will you make a splash? Time on board is approximately one hour and 30 minutes with a full boat of 12 passengers. Each flight lasts between 8-10 minutes.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$91.29
From
$91.29
Taking safety measures

Hilton Head Shrimp Trawling Boat Cruise

Hilton Head Shrimp Trawling Boat Cruise

star-4.5
139
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$43.44
From
$43.44
Taking safety measures

Hilton Head Jet Ski Adventure

Hilton Head Jet Ski Adventure

star-4.5
112
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.
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  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$119.00
per group
From
$119.00
per group
Taking safety measures

#1 Historical Horse Drawn Carriage Tour
Likely to Sell OutLikely to Sell Out

#1 Historical Horse Drawn Carriage Tour

star-5
96
Come relax & enjoy Beaufort the way it was meant to be seen, listen to the Clippity-Clop of our gentle horses while our tour guides share their love of Beaufort & its History with you. * Completely Narrated Tour of Old Beaufort SC *55 min duration *Horse drawn Carriage Tour *Passes by all major historical sites in Old Beaufort. *Voted # 1 Historical Tour *Voted # 1 Favorite Tour
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  • 55 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

History and Movie Tour of Beaufort by Golf Cart
Likely to Sell OutLikely to Sell Out

History and Movie Tour of Beaufort by Golf Cart

star-5
101
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.
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  • 1 hour
  • Free Cancellation
From
$30.00
From
$30.00

2.5-Hour Private Hilton Head Afternoon Dolphin Watching Sail

2.5-Hour Private Hilton Head Afternoon Dolphin Watching Sail

star-5
68
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
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$375.00
per group
From
$375.00
per group
Taking safety measures

Filters

What people are saying about Outdoor Activities in Hilton Head Island

star-5
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
"We had an amazing experience. The boat was beautiful and so were the views. Capitan Paul and Kevin made sure everyone had a great time! This is a must do activity when you come to Hilton Head."..."
star-5
Daufuskie Island Guided History Tour from Hilton Head
"I felt like we saw the “real” island. Loved seeing the school from the book “the water is wide” by Pat Conroy. Dafuskie Blues was wonderful and so very interesting. I loved seeing the house of one of Pat Conroys students who still lives there today and has a business on the island. Loved the story of the praise house as well."..."
star-5
Hilton Head to Savannah Round-Trip Ferry Ticket
"A great way to see beautiful views of the low country en route to Savannah. The vessel was clean, the departure and arrival times prompt, and the crew professional. I would highly recommend this day trip to anyone."..."
star-5
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
"Very relaxing. Enjoyed the crew and how they took care of their guess. I recommend this outing for anyone who is looking for a relaxing afternoon with the family."..."
star-5
Hilton Head Sunset Dolphin Watching Cruise
"We had a pod of dolphins as soon as we left the dock. They were all around the boat along with babies! The captain was very knowledgeable and gave a lot of information."..."
star-5
Hilton Head Creek Cat Tour
"Great time. Jack was a great tour guide. Learned stuff and saw dolphins. Got soaked On our way back. Would do it again and again!"..."
star-5
2-Hour Guided Kayak Nature Tour of Hilton Head
"So fun , learned a ton about the water ways in the area. Even saw a Bald Eagle hunting , plus a few Dolphins and Manatees !"..."
star-5
Hilton Head Island Dolphin Watching Nature Cruise
"Crew was great and we saw lots of dolphins. It was nice having parts of boat shaded. Would try another vahabond cruise"..."
star-5
Hilton Head Island Dolphin Boat Cruise
"A perfect day on the water and dolphins as promised! Brought my wife for a surprise dolphin cruise for her birthday and a day of being tourists in our own backyard. We live in Bluffton and saw things we hadn't discovered before."..."
star-5
2-Hour Private Hilton Head Pontoon Boat Rental
"We received good and friendly assistance prior to the boat ride and the trip itself was enjoyful and relaxing. Will definetaly do it again."..."
star-5
Beaufort’s #1 Horse & Carriage History Tour
"Wonderful afternoon carriage tour with a knowledgeable docent. Highly recommend! Our whole family booked reservations for this experience. Great for families!"..."
star-5
Guided Mini Boat Dolphin Tour
"Had so much fun! Our guide was amazing and patient with first time boat drivers! Highly recommend took my 2 daughters age 12 and 9 they had a blast!"..."
star-5
3-hour Private group tour with Fishing and Dolphin Watching
"We all had a great experience with Capt Steve on his boat. We went deep sea fishing and he took us to a loaction that was guaranteed good fishing. Got a lot of bites and plenty of keepers. Capt Steve was very helpful for us beginners and very flexible. Absolutely recommend for any group."..."
star-5
Hilton Head Kayaking & Coffee
"Cindy was an awesome guide. She made sure to engage personally with all participants. We really enjoyed talking to her about our shared bird wildlife experiences - and of course, the Starbucks coffee delivered to us before the trip made it perfect! Highly recommend!"..."
star-5
2-Hour Private Hilton Head Dolphin Watching Cruise
"Beautiful comfortable boat and knowledgeable friendly Captain! We saw an abundance amount of dolphins & were educated on their behaviors and species. Saw lots of wildlife and learned about the areas history. Endless photo opportunities! Absolutely, beautiful views, relaxing ride and lifelong memories made! 💯 worth doing!"..."
star-5
Hilton Head Guided Creek Cat Dolphin Eco Tour
"very good time fun to go out in to the water and look at parts of the island that you wouldn't think of"..."
star-5
Private 4 Hour Hilton Head Island Fishing Charter
"John was great - we had the best time ever!! We cannot wait to come back to Hilton Head and get back on the boat and 🐠!"..."
star-5
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
"A must do! The kids had a great time and so did all of the adults. They keep the kids active and involved from check-in all the way until returning. It was very entertaining and they are enthusiastic. They paid special attention to a few kids that just weren't having a good day which helped the parents with the situation at hand."..."
star-5
Parasailing Adventure at the Hilton Head Island
"This is amazing. This is the first time we have tried the parasailing. I should say that is fantastic. The people are super friendly, professional and funny. We had a great conversation during our adventure and I highly recommend this!"..."
star-5
Hilton Head Shrimp Trawling Boat Cruise
"Captain Spike was Great, Skyy Was Very Informative, they explained everything very clearly. All the different sea life that came up Captain Spike knew and described them all"..."
star-5
Hilton Head Jet Ski Adventure
"Instructors good. Trouble with jet ski for awhile but tour guides gave extra time. Loved the speed, loved the tour. If we vacation here again we will definitely come back."..."
star-5
#1 Historical Horse Drawn Carriage Tour
"I loved Fillipe. He was truly a southern gentleman!! Even though he was a horse he wore his American colors proudly."..."
star-5
History and Movie Tour of Beaufort by Golf Cart
"Janet was extremely informative, made the trip very enjoyable, was so well versed on the history. Especially enjoyed the National Cemetery and her knowledge of all the movies which were made in Beaufort"..."
star-5
2.5-Hour Private Hilton Head Afternoon Dolphin Watching Sail
"Sailing the afternoon away on “Knot the Office” was such a beautiful and fun experience!! Thank you!"..."

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 Outdoor Activities in Hilton Head Island?
Q:
What Outdoor Activities in Hilton Head Island are taking additional safety precautions?
Q:
What Outdoor Activities in Hilton Head Island are good for avoiding crowds?