Top Hilton Head Island Outdoor Activities - page 2
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53 results | All Hilton Head Island Tours
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Private Half-Day Hilton Head Island Fishing Charter
1
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!
…More
From
$475.00
per group
From
$475.00
per group
Transportation vehicles regularly sanitized
Learn More

Hilton Head Guided Pedego Electric Bike Tour
3
There is no better way to experience Hilton Head than on a comfortable seat of a Pedego Electric Bike. Hilton Head is simply a Pedego Paradise and these state of the art bikes allow riders to travel further, faster and breeze through the bikes trails.
…More
From
$85.00
From
$85.00

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

2-Hour Private Hilton Head Dolphin Watching Cruise
105
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.
…More
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

2.5-Hour Private Hilton Head Afternoon Dolphin Watching Sail
48
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 High Ropes Aerial Adventure Admission
109
Create your own adventure in Hilton Head as you test your limits and step up to the challenge at our aerial adventure park! You guide yourself, harnessed and helmeted, through the different challenge activities.
This challenge course is fun for the whole family and takes your Hilton Head vacation activities to new heights. You decide which exciting elements you conquer as you navigate the course, and with challenges for all ability levels, everyone can join in on the fun. Discover why our elevated challenge course is a fantastic family-friendly thing to do in Hilton Head!
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From
$52.68
From
$52.68
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

Hilton Head Crabbing Expedition Boat Cruise
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
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 Kayaking & Coffee
3
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!
…More
From
$49.00
From
$49.00
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

Pat Conroy's Beaufort Tour by Golf Cart
12
Pat Conroy fans can’t miss this tour of Pat Conroy’s Beaufort. Travel aboard an air-conditioned bus to the places where the famous author lived, prayed, and ate. Along the way, you see locations that inspired some of his most popular works, such as The Prince of Tides and The Great Santini, and get a better sense of Beaufort’s rich culture.
…More
From
$41.19
From
$41.19

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
117
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
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

Dolphins & Donuts Cruise
6
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

Private Hilton Head Sunset Sailing Tour with Dolphin Watching
28
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.
…More
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

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.
…More
From
$461.54
per group
From
$461.54
per group

History and Movie Tour of Beaufort by Golf Cart
58
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.
…More
From
$30.00
From
$30.00

Daufuskie Island Guided History Tour from Hilton Head
132
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
From
$95.00
From
$95.00
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

Hilton Head Guided Stand Up Paddleboard Tour
2
Stand up paddle boarding focuses on creating core strength and stability as you float on top of the pristine water. Come walk on water with our experienced and knowledgeable stand-up paddle board guides. Learn the basic paddle techniques as we explore the beautiful calm waterways of Skull Creek.
Navigate through the serene Low country marsh-ways as you encounter endless species of indigenous wildlife, including our Atlantic bottlenose dolphin and many types of birds! Whether you are a beginner or an advanced paddler, this tour is for you! Bring the whole family for a gorgeous day of Island Head water sports.
…More
From
$40.00
From
$40.00

Coastal Discovery Museum "Marsh Tacky Horse" Tour in Hilton Head
2
The Lowcountry Sea Islands are famous for their rare horses, but it’s hard to catch them in the wild. This tour at the Coastal Discovery Museum lets you learn all about marsh tacky horses—directly descended from horses brought to the Lowcountry more than 500 years ago—and even meet two of them for yourself at a historic barn. Plus, you get access to the gorgeous grounds and exhibits at the museum to explore after the tour.
…More
From
$12.00
From
$12.00

Hilton Head Segway Tropical Pathway Ride (90 minutes)
14
Travel along a forested bike trail without breaking a sweat on this Hilton Head Segway tour. Admire the scenery and the ride as you glide among live oaks, Spanish moss, and saw palmettos at a leisurely pace that’s ideal for teens and families. This fun ride doesn’t include any narration—just get rolling and enjoy the views.
…More
From
$95.00
From
$95.00

Hilton Head Private Sunset Cruise for up to 14 Passengers
1
Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. This cruise if private to your party and the captain will customize the cruise to suit you and your group. Feel free to bring snacks and drinks as we enjoy a low country sunset from the water. Our boat holds up to 14 passengers. This is perfect for a romantic evening, bachelor parties, bachelorette parties, and a family and friends cruise. Book your evening with Island Head!
…More
From
$450.00
per group
From
$450.00
per group
Transportation vehicles regularly sanitized
Learn More

6-Hour Private Hilton Head Pontoon Boat Rental
1
Come enjoy our brand new pontoon boats. 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
$589.75
per group
From
$589.75
per group

Beaufort Scavenger Hunt: If the Walls Could Talk in Beaufort
1
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
…More
From
$12.31
From
$12.31

Family Pontoon Boat Rental
Rent your own pontoon boat for a fun family day out on the water! Relax, take vacation in, and explore the beautiful island of HHI by water! Our guides will instruct you on the waterways, where you can go, and be available at all times if you have questions!
…More
From
$285.00
per group
From
$285.00
per group
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

8-Hour Private Hilton Head Pontoon Boat Rental
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
$717.95
per group
From
$717.95
per group

3-Hour Private Hilton Head Pontoon Boat Rental
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
$364.11
per group
From
$364.11
per group