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2025 Activities Guide

Luxury villa with pool & tennis court - ...

Beckenham 107Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 207 is a two-bedroom, two-bath luxury villa with a granite kitchen, just steps from the...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
The 10 Best Beach Canopies & Umbrellas for 2025

Beach canopies and umbrellas create shade, lower ambient temperatures and block UV rays on hot, sunny Summer days. Sitting under the canopy of a quality beach umbrella can make the difference between comfort and sweltering. When choosing an...

The 11 Best Beach Toys for Summer 2025

Here is a list of some of our favorite beach toys for kiddos. We gravitate to unique, high-quality toys that inspire creativity. Some of these toys are classics, and some add a twist.

Waterfront, dog-friendly condo at Shelte...

Harbourside 7127Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Striking vistas of the water fill nearly every window at this two-story villa, enviably...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Condo with Coligny Beach views, outdoor ...

Breakers 237Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ocean breeze on your face from the comfort of a comfortable condo in Hilton Head Island...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Palmetto Bluff Biking The Bluff

*Palmetto Bluff is a bicyclists paradise!* --- Description Take a bike tour through Palmetto Bluff’s 20,000 acres, which include historic architecture, wildlife and views of the May River. The interpretive tour departs from Wilson Landing...

Private Sunset Cruise

Seaglass Charters LLC

Book online
$750.00

*Enjoy a Beautiful Sunset Cruise!* Duration 2 Hours About Seaglass Charters will provide bottled water and soda. You and your guests are welcome and encouraged to bring on board your own food and adult beverages (for those 21 and up) for...

PB Private Outback Excursion - 16 passenger

The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote location. A favorite of locals and visitors alike, this...

Morning 2 Hour Wambaw Creek Wilderness Area Tour
Book online
$52.00 - $104.00

About This is a "Nationally Recognized and Designated Trail" located in the heart of a Protected Wilderness area in the Francis Marion National Forest. This beautiful Blackwater Creek is a tributary to the Santee River and was paddled by the...

Coligny Food Tour

Food Tours Hilton Head

Book online
$64.95

Explore Coligny and its culinary offerings! Duration 2 hours and 30 minutes What's Included: - All tastings (amounts to a whole meal) - A fun and informative tour of the Coligny area About We will meet at our first location in Coligny...

Intro to Stand Up Paddleboarding

*Stand-Up Paddleboarding is easy to learn, a fantastic workout, and lots of fun!* --- Description Launch your Stand-Up Paddle Boarding career with this intro to SUP lesson in Hilton Head! This introductory program familiarizes you with...

Private Water Ski Adventure Day (1-6 Passengers)

Island Head- Hilton Head Harbor

Book online
$399.00 - $799.00

Come enjoy a day on the water with Island Head! About Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard...

Marriott Vacation Club Dolphin Eco

Outside Hilton Head’s Dolphin Eco Tour is one of the most popular tours on Hilton Head Island, providing an unforgettable experience for nature lovers, families, and anyone looking for a fun and educational adventure on the water

PB Intro to Stand Up Paddleboarding

*This introductory program will familiarize you with equipment, safety and paddle strokes. You'll be cruising down the creek in no time!* _____________ *(includes all equipment and Instructor/Guide)* Meeting Location - This activity will meet...

PB Freshwater Kayak Fishing

*We have pioneered kayak fishing on the east coast!* ___________ About This is one of the fastest growing sports and is offered in the Inland Waterway Trails at Palmetto Bluff. The Hobie Pro Angler kayaks allow access to areas where powers...

Women's Association of Hilton Head Vanishing Island Beachcombing Cruise

*Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise incorporates a two-hour Hilton Head dolphin tour with the...

July 4th Fireworks Cruise
Book online
$65.00 - $95.00

*Get the best seat in the house for the Independence Day fireworks!* --- > Prices >- **Adults:** $75 >- ** All Children:** $75 (12 and under) --- Description Book this cruise early, it is extremely popular! Incorporates a 2 hour Dolphin...

Private Sunset & Fireworks Cruise - 6p

This 3+ hour private excursions departs from Shelter Cove Marina where your captain will give you a tour and educate you of the salt marsh ecosystem. Bring your camera and take in the sights of a beautiful Lowcountry sunset! After the sun goes...

Ultimate Adventure

Hilton Head Helicopter Tours

Book online
$189.00

The Ultimate Adventure is an amazing flight over the entire island of Hilton Head and the eastern shores of Daufuskie Island! Duration - **20 minutes** About - You will see awesome sights including Harbour Town Lighthouse, Port Royal Sound...

PB Private Freshwater Kayak Fishing

*We have pioneered kayak fishing on the east coast!* ___________ About This is one of the fastest growing sports and is offered in the Inland Waterway Trails at Palmetto Bluff. The Hobie Pro Angler kayaks allow access to areas where powers...

2 Hour May River Kayak Nature & History Paddle

On this casual tour, you'll explore the local creeks with a naturalist guide. No kayak experience is necessary. Duration 2 hours Meeting Location - This activity will meet at the Paddle House which is located underneath the Canoe Club...

The Standard

Island Segway

Book online
$79.00

Explore Hilton Head Island by Land! Duration 1.5 Hours About Explore Hilton Head Island in style with this Island Segway tour! This 1.5 hour tour cruises down charming bike paths and boardwalks through Three beautiful parks to Hilton...

Old Town Bluffton

Hilton Head Helicopter Tours

Book online
$229.00

Duration - **25 minutes** About At last we have built a tour of all the local favorites and it's quickly becoming the most popular! We will begin by flying right over Pinckney Island in search of Bald Eagles and hawks as we head towards the...

Palmetto Bluff Daufuskie Island History Tour

*Catch a glimpse into a fascinating chapter of Lowcountry history* _____________ About Tucked between Hilton Head Island and the mainland - accessible only by boat – the island on ‘the other side of the river’ is a real gem - a trip back...

Sunset Dolphin Cruise
Book online
$45.00 - $55.00

On this 90-minute tour, discover the salt marsh and watch for local dolphins! Bring along snacks and beverages to enjoy on board while you take in the gorgeous Lowcountry sunset. This experience is one-of -a-kind!

Private Dolphin Tour

Lowcountry Watersports

Book online
$329.00

Join Lowcountry Watersports for this one of a kind Private Dolphin Experience! Duration 1.5 Hours Fun included - Explore the beautiful Lowcountry with a licensed Local Captain dedicated to fun and marine education - Observe the Atlantic...

Daufuskie Island History & Artisans Excursion

*Catch a glimpse into Lowcountry history!* --- Description This 4.5-hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit several one-of-a-kind places...

PB Family Fishing - 6 Passenger
Book online
$695.00 - $795.00

Fishing Fun for the Whole Family! _____________ This trip includes everything you need: Bait and tackle U.S. Coast Guard licensed captain and fishing guide Licensing Iced cooler ___ This trip accommodates up to 6 passengers. Bring the family...

Outside DMC Partner Outing - Palmetto Bluff Departure

*MUSIC | FOOD | FUN | & MORE* Outside DMC invites our partners to showcase Outside's OHANA & PAGE ISLAND! Join us for music, food, games, and more, and learn about the ultimate destination experience for your clients! Check-in begins at 1pm at...

Eco Tour

Hilton Head Helicopter Tours

Book online
$269.00

This amazing flight follows some the most beautiful and remote beaches on the east coast Duration - **30 minutes** About - Along the way you will see shipwrecks, a deserted lighthouse, and old fishing cabins. - This tour also provides a...

PB Charter Fishing
Book online
$795.00 - $1,350.00

Description We offer a variety of fishing charters including inshore & near-shore. Our USCG licensed Captains will customize the trip for families and experienced anglers. Our fleet will take you to local hot-spots targeting a variety of inshore...

PB Private Outback Excursion - 12 passenger

The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote location. A favorite of locals and visitors alike, this...

Family Fishing

Outside

Book online
$495.00 - $595.00

Family, Fishing, Fun! This 3-hour private Hilton Head Island fishing charter is great for families with kids and beginners! Catch and release only. Our family fishing charters include boat, bait, tackle, USCG Captain, license, and an iced cooler...

2 Hour Guided Kayak Nature Tour

*Explore Hilton Head's waterways by kayak with an interpretive naturalist guide* --- Description Discover the Hilton Head tidal marsh by kayak… Bring the family kayaking through the tidal creeks and salt marshes that surround Hilton Head...

Guided Paddleboard Tour

Island Head- Hilton Head Harbor

Book online
$40.00

*Be one with the water* ___________________________________ Rates **Person:** $40 *Ages 12+* ___________________________________ Duration 1 hour ___________________________________ About Stand Up Paddleboarding focuses on creating core...

Private Disappearing Island Dolphin Tour
Book online
$379.00

Join Lowcountry Watersports for this Private Disappearing Island Dolphin Experience! Duration 2 Hours Fun included - Explore the beautiful Lowcountry with our crew of locals who are dedicated to fun and education - Observe the Atlantic...

Segways & Smoothies Tour

Island Segway

Book online
$109.00

A Smoothie hits the spot! Duration 1.5 Hours About 50% Ride, 50% Smoothie, 100% Fun Segways are for every day of the week and Smoothies and Boba Tea is refreshing on a HOT day. This Segway tour takes you all around the south end to find an...

Women's Association of Hilton Head 2 Hour Guided Kayak Tour

*Explore Hilton Head's waterways by kayak with an interpretive naturalist guide* --- Description Discover the Hilton Head tidal marsh by kayak… Kayak through the tidal creeks and salt marshes that surround Hilton Head Island. The two-hour...

Charter Fishing

Outside

Book online
$150.00 - $1,195.00

*Inshore & Nearshore Charter Fishing* --- Description Join one of our experienced fishing guides for an outing in the rich Lowcountry waters. For much of the year, inshore fishing focuses on the local Redfish (also known as Red Drum or Spot...

Kayaking & Coffee

Lowcountry Watersports

Book online
$49.00 - $98.00

Join Lowcounty Watersports for this unique Kayak & Coffee Tour! Duration 1 hour 30 minutes Fun included: -Experienced guide/naturalist to guide you through HHI waterways -Glide through marsh areas/Broad Creek -Enjoy a coffee, tea, or hot...

Private Sunset & Fireworks Dolphin Tour
Book online
$599.00

Join Lowcountry Watersports for a Private fun-filled Sunset Fireworks Dolphin Experience! Duration 2 Hours Fun included - Explore the beautiful Lowcountry with a licensed Captain who is dedicated to fun and marine education - Observe...

Hilton Head Taco Tour

Island Segway

Book online
$119.99

Tacos and Segways! What an amazing combination. Duration 2.5 Hours About 50% Ride, 50% Taco, 100% Fun Segways are for every day of the week and Tacos are for more than just Tuesday! This Segway tour takes you all around the south end to...

Mixology and Tapas Tour

Food Tours Hilton Head

Book online
$79.95

*The Island's Tastiest Experience!* Duration 2 hours and 30 minutes What's Included: - All drinks at each stop - Tasty tapas at each stop About Take a bite out of the island! Do something new, fun and exciting! If you haven't been on a...

PB Private Kayak Tours & Instruction

*Get on the water with one of our custom kayak tours & classes* About If you can dream it, we can do it! Outside Palmetto Bluff private kayak tours and instruction programs are designed around your groups goals and desires. Using our network of...

Outside DMC Partner Outing - Hilton Head Departure

*MUSIC | FOOD | FUN | & MORE* Outside DMC invites our partners to showcase Outside's OHANA & PAGE ISLAND! Join us for music, food, games, and more, and learn about the ultimate destination experience for your clients! Boarding begins at 12:30pm...

Olukai Low Country Boil Paddle Battle VIP Ohana Cruise

Saturday, September 9th 8:30-11 am Meets at: Rowing and Sailing Center at Squire Pope Community Park 137 Squire Pope Rd, Hilton Head Island SC 29926 The cruise will include: -Custom Pickney Island circumnavigation on the luxury power...

PB Full Moon Kayak Nature Tour
Book online
$115.00 - $230.00

*Explore the Lowcountry waters by the light of the moon!* __________ About A beautiful and serene nature tour, in the moonlight, along the pristine May River. No kayak experience is necessary. _________ Duration 2 hours

Tubing and Dolphin - 6 max

Family Fun With Nature, Tubing and Exploring! --- Join us for a boating and tubing tour through the Lowcountry waters! Watch for birds and dolphin through the salt marsh ecosystem and get behind the boat for a tubing adventure. We recommend...

HH Seafood Festival: Ohana Fireworks Cruise

A special cruise on the luxury power catamaran, Ohana. This leisurely sunset dolphin cruise will end with the best seat in the house for the fireworks show! Departing Saturday, February 26th 5-7pm $115 per person (includes Kettle One signature...

Dolphin Nature Cruise

Island Time Charters

Book online
$325.00 - $399.00

Duration 2 or 3 Hour About This Dolphin and Nature Cruise takes you on the waters surrounding Hilton Head Island which inhabit hundreds of Atlantic Bottlenose Dolphins along with, osprey, great blue herons, manta rays, bald eagles...

Afternoon Wambaw Creek Wilderness Area Tour - 2 Hour
Book online
$52.00 - $104.00

About This is a "Nationally Recognized and Designated Trail" located in the heart of a Protected Wilderness area in the Francis Marion National Forest. This beautiful Blackwater Creek is a tributary to the Santee River and was paddled by the...

Shark Fishing

Outside

Book online
$495.00 - $595.00

*Catch a shark and get out on the water at the same time!* --- There are few things more exciting than hooking a shark! Our three-hour evening shark fishing excursion includes boat, bait, tackle, USCG Captain, license, and an iced cooler. There...

C - PB Nature Hike
Book online
$495.00 - $595.00

MAY RIVER HIKE AT THE BLUFF Palmetto Bluff is a hiker's paradise. This interpretive tour will take a loop route that will mix forested paths as well as paths along the May River all at an easy pace on flat elevation. Your guide will lead you...

Fireworks & Nature Boat Cruise

*Get the best seat in the house for the Shelter Cove Harbour Festival fireworks!* --- > Rates >- **Adults:** $65 >- **Children:** $45 (12 and under) >- **Small Children:** $40 (under 2) Description Book this cruise early, it is extremely...

SCM PVT Shark Tooth 12p

Discover Shark Tooth Island! ___ Description Enjoy a boat cruise from Hilton Head Island through the back waterways to Shark Tooth Island (near Savannah, Georgia) where you can hunt for shells, shark teeth and other ocean treasures. Great for...

Afternoon Harbor Cruise

Seaglass Charters LLC

Book online
$750.00 - $850.00

Come enjoy a couple of hours on the water with us! Duration 2 Hours About This two hour cruise in the harbor will take you to The Battery, The Ravenel Bridge, and out to Ft. Sumpter. A great way to see Charleston from a completely different...

SCM PVT Shark Tooth 6p

Discover Shark Tooth Island! ___ Description Enjoy a boat cruise from Hilton Head Island through the back waterways to Shark Tooth Island (near Savannah, Georgia) where you can hunt for shells, shark teeth and other ocean treasures. Great for...

Sunset Dolphin Tour

Lowcountry Watersports

Book online
$10.00 - $49.00

Join Lowcountry Watersports for our memorable Sunset Dolphin Experience! Duration 1.5 Hours Fun included: - Explore the beautiful Lowcountry with our crew of locals who are dedicated to fun and education - Observe the Atlantic...

Private Fireworks Paddle
Book online
$55.00 - $110.00

Beach Cruiser

Hilton Head Helicopter Tours

Book online
$69.00

The Beach Cruiser offers a trip right over the sandy shores of Hilton Head. Duration - **6 minutes** About - This tour offers great views of Folly Field Beach, Broad Creek, Port Royal Sound, and Shelter Cove.

Private Sunset Cruise (Up to 14 Passengers)

Island Head- Hilton Head Harbor

Book online
$499.00 - $699.00

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...

Mini Boat Disappearing Island Tour

Lowcountry Watersports

Book online
$299.00 - $399.00

Join Lowcountry Watersports for our newest tour - the Mini Boat Disappearing Island Tour! Duration 2 hours Requirements - Drivers must be **18 years or older** and present a valid Driver’s License to drive - Minimum age to...

Disappearing Island Dolphin Tour

Lowcountry Watersports

Book online
$39.00 - $49.00

Join Lowcountry Watersports for this one of a kind Disappearing Island Dolphin Experience! Duration 2 Hours Fun included - Explore the beautiful Lowcountry with our crew of locals who are dedicated to fun and education - Observe the...

Sunset & Fireworks Dolphin Tour

Lowcountry Watersports

Book online
$10.00 - $59.00

Join Lowcountry Watersports for a fun-filled Sunset Fireworks Dolphin Experience! Duration 2 Hours Fun included - Explore the beautiful Lowcountry with our crew of locals who are dedicated to fun and marine education - Observe the...

PB Private Outback Excursion - 6 passenger

The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote location. A favorite of locals and visitors alike, this...

Gift Card

Island Segway

Book online
$850.00

Purchase the perfect gift: a gift card with a value of your choosing!

PB Private Daufuskie Island Tour - 6 passenger

*Catch a glimpse into a fascinating chapter of Lowcountry history* --- Description Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This trip provides a glimpse into a fascinating...

Sunset Cruise

Island Time Charters

Book online
$350.00 - $450.00

The most spectacular views and vivid colors! Duration 2 or 3 Hours About This Sunset Cruise allows access to the best locations in the Low Country to enjoy the breathtaking views. With the sunset on one side of the boat and a view of the...

Pirate Cruise

Pirates HHI

Book online
$10.00 - $39.00

Key Points • Perfect for Ages 3-10 • Interactive adventure that includes pirate gear, face paitning, and water cannon battle with the pirate Smelly Sam • Our ship the "Black Sparrow" was constructed specifically for our kids pirate cruise...

PB Private Daufuskie Island Tour - 16 passenger

*Catch a glimpse into a fascinating chapter of Lowcountry history* --- Description Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This trip provides a glimpse into a fascinating...

PB Private Biking the Bluff
Book online
$75.00 - $265.00

Dolphins & Donuts

Lowcountry Watersports

Book online
$15.00 - $59.00

Join Lowcountry Watersports for this unique Dolphin & Donuts Experience! Duration 1.5 Hours Fun included: - Explore the beautiful Lowcountry with our crew of locals who are dedicated to fun and education - Observe the Atlantic...

Island Explorer

Hilton Head Helicopter Tours

Book online
$149.00

This breath-taking tour travels over Hilton Head Island and all the surrounding beaches. Duration - **15 minutes** About - This is the perfect trip to see The Harbour Town Lighthouse, South Beach Marina, Shelter Cove Marina, Coligny Beach...

Private Water Ski Adventure Day (7-12 Passengers)

Island Head- Hilton Head Harbor

Book online
$450.00 - $1,350.00

Come enjoy a day on the water with Island Head! About Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard...

Creek Cat Tour

Lowcountry Watersports

Book online
$120.00 - $145.00

Join Lowcountry Watersports for our popular Creek Cat Tour! Duration 2 hours Requirements - Drivers must be **18 years or older** and present a valid Driver’s License to drive - Minimum age to participate is 5 years old - Maximum...

Ohana Sunset Dolphin Cruise
Book online
$45.00 - $2,500.00

Explore the marsh and enjoy the view of the incredible Lowcountry sunset! --- Join us for this 90-minute tour to learn about the salt marsh and search for local dolphins aboard the luxury catamaran, Ohana! Guests are welcome to bring snacks and...

Private Tubing Trip

Island Head- Hilton Head Harbor

Book online
$250.00 - $550.00

Have a blast on a private tubing trip! About This is fun for everyone! Have a blast on a private tubing trip. Our captain will show your group a thrilling time as you tube the beautiful low country. This trip is private to your group and maxes...

Vanishing Mile Isle Tour

Cross Island Cruises

Book online
$369.00

Bring your family on this private excursion to Grenadier Shoals, the famed “vanishing island” sandbar at the mouth of the Calibogue Sound. Duration 2 hours, 30 minutes Rates **Private Charter:** $369 Call to Book only November...

PB Private Daufuskie Island Tour - 12 passenger

*Catch a glimpse into a fascinating chapter of Lowcountry history* --- Description Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This trip provides a glimpse into a fascinating...

PB Family Ski Day
Book online
$245.00 - $1,290.00

*Certified instructors will show you the ropes on this 2 1/2 hour program! Ski, tube, wakeboard and kneeboard.* _________ About Cruise from Palmetto Bluff back to our favorite ski grounds and learn how to water-ski, wakeboard, kneeboard, or...

Sunset Jet Ski

Lowcountry Watersports

Book online
$169.00

Join Lowcountry Watersports for a memorable Sunset Jet Ski Experience! Duration 100 Minutes Requirements - Drivers must be **18 years or older** and present a valid Driver's License to drive - Minimum age to participate is 6 years...

Old Town Bluffton Farmers Market Cruise

Duration 4 Hours About Immerse yourself in the blissful charm of Old Town Bluffton, with this unforgettable excursion down the beautiful May River and get dropped off on the all new Calhoun Street Dock and Park in the heart of it all...

Private Sunset & Fireworks Cruise - 12p

This 3+ hour private excursions departs from Shelter Cove Marina where your captain will give you a tour and educate you of the salt marsh ecosystem. Bring your camera and take in the sights of a beautiful Lowcountry sunset! After the sun goes...

Monkey Safari

Hilton Head Helicopter Tours

Book online
$369.00

Come see this magnificent fort, beaches and property from the air! Duration - **45 minutes** About - Along the way you will see old lighthouses, breath-taking coastal views of the Low Country, and small remote islands only few have ever...