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2025 Activities Guide

Inviting condo with pool, tennis, balcon...

HH Beach & Tennis 134AOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the everyday and experience the extraordinary when you make Hilton Head Island...

  • Hilton Head
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
The 7 Best Fishing & Beach Carts for 2025

For families travelling to the beach, or fishermen carrying tackle/coolers, a beach cart can be the best purchase of your vacation. These carts feature extra-wide wheels to move across soft sand, even when loaded. Carts are often built for specific...

The 7 Best Beach Chairs 2025

You’ve made the drive, gathered the family, packed the cooler with lunches and drinks, and you’re heading out onto the sand on a bright Summer day. You unfold your beach chair and SNAP, it breaks, or bends, or the rotting fabric rips. It...

Panoramic direct oceanfront view condo w...

Seacrest 3301Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to 3301 Sea Crest, a impressive oceanfront condo located on the handsome Hilton Head...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Bright Condo with Full Kitchen, Shared P...
4.7
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Island Club 6202Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the break you've been waiting for in this gorgeous Island Club villa that features an...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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...

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...

Luxury Pontoon Rental
Book online
$315.00 - $795.00

This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Can accommodate up to 12 passengers. Includes: -Cooler -Bluetooth Radio

PB Heritage Shuttle

Roundtrip shuttle from Palmetto Bluff to Harbour Town by boat for the Heritage Golf Tournament. Please call Reservations at 843-686-6996 for private options. Limited spots available.

Women's Association of Hilton Head Intro to Standup 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...

Pontoon Boat Rental

Lowcountry Watersports

Book online
$270.00 - $625.00

Trust Lowcountry Watersports for your Fun Family Day on the Water! Duration Options 2 Hour 4 Hour 6 Hour Fun & Boat Inclusions: - Top of the line new Pontoon - Electronics & Bluetooth Music - Anchor - Boat instruction provided by our...

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

Private Dolphin Tour

Cross Island Cruises

Book online
$279.00

Join your Captain on a private excursion in the Calibogue Sound as you find dolphins in the wild! Duration 90 Minutes Rates **Private Charter:** $269 Call to Book only November through March About Get up close and personal...

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...

PB Stand Up Nature Walk

*Stand-up paddleboarding is easy to learn, a fantastic workout, and lots of fun!* _____________ > Rates >**PB Guests:** $80 >**PB Members:** $65 _____________ About Take a naturalist guided stand up paddle tour of the coastal salt marsh. An...

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...

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...

PB Private SUP Instruction
Book online
$75.00 - $325.00

*Get on the water with one of our custom kayak tours & classes* Outside Palmetto Bluff has a professional staff of Instructors ready to help you enjoy the fun, fitness and beauty of the fastest growing watersport in the world! All lessons...

Hilton Head Pedego Electric Bike Tour

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...

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...

C - PB Nature Hike
Book online
$1,125.00

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...

Beach Bum

Hilton Head Helicopter Tours

Book online
$109.00

Duration - **10 minutes** About This tour takes you along the most active stretch of beaches to Coligny beach , Hilton Heads most popular beach park. Keep an eye out for marine life as we fly low along the beach and as you turn around 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...

Pontoon Boat Rental

Island Head- Hilton Head Harbor

Book online
$275.00 - $2,200.00

*Explore the Low Country on your own!* ___________________________________ Rates and Duration **Two-Hour Rental:** $275 **Three-Hour Rental:** $375 **Four-Hour Rental:** $475 **Five-Hour Rental:** $549 **Six-Hour Rental:** $649 **Seven-Hour...

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...

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...

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...

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...

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...

Private Fireworks Paddle
Book online
$55.00 - $110.00

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...

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...

Guided Congaree National Park Kayak/ Canoe Tour

*Guided Congaree National Park Kayak/ Canoe Tour* _____________ Rates **Floating Options** * Single Kayak * Tandem Kayak * Canoes **Adult (Ages 13+):** $80 **Children (Ages 12 & under):** $50 ____________ Duration 3 Hours ____________ ...

Sunset Creek Cat Tour

Lowcountry Watersports

Book online
$129.00 - $159.00

Join Lowcountry Watersports for our popular Sunset 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 ...

Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

*Paddle the Low Country!* ___________________________________ Rates **Kayak:** $40 **Tandem Kayak:** $75 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About Come...

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...

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...

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...

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...

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...

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...

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...

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...

Gift Card

Island Segway

Book online
$229.00

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

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...

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...

Morning Segway and Coffee
Book online
$115.00

Start your day on a caffeinated Segway ride! Duration 1.5 Hours About 50% Segway. 50% Coffee. 100% Fun! Join us for this fun & unique way to explore Hilton Head Island! This 2.5 hour tour will be one of the highlights of your vacation...

Kayak Tour

Lowcountry Watersports

Book online
$45.00

Join Lowcountry Watersports for a fun filled Kayaking experience! Duration 1.5 Hours Rates Single Kayak: $45 Tandem Kayak Adult: $45 Single Kayak Child: $25 Fun included - Explore the beautiful Lowcountry with a local guide - our...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Dolphin Tour

Lowcountry Watersports

Book online
$10.00 - $39.99

Join Lowcountry Watersports for a fun-filled 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 Bottlenose...

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...

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...

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...

Family Ski Day

Outside

Book online
$120.00 - $745.00

Get behind a boat with Outside Hilton Head for some high-intensity fun! --- Description Hilton Head’s waterways are perfect for getting all ages out on tubes, skis, wakeboards, and kneeboards. Family Ski Day is a custom, private adventure...

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...

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

Ocean View

Hilton Head Helicopter Tours

Book online
$39.00

This introductory tour offers views of Folly Field Beach and the Port Royal Sound. Duration - **3 minutes** About - This tour offers great views of Folly Field Beach, Broad Creek, Port Royal Sound, and Shelter Cove.

Tubing and Dolphin - 12 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...

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...

Private Food Tour

Food Tours Hilton Head

Book online
$695.00

Customize Your Tour! Duration 3 hours What's Included: - A private luxury SVU pickup for 6 - A knowledgeable tour guide About This tour is made especially for you. After you book the tour, our tour guide will contact you and find out...

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...

Mini Boat Dolphin Tour

Lowcountry Watersports

Book online
$299.00 - $399.00

Join Lowcountry Watersports for our popular Mini Boat 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 Fun...

Fireworks Pontoon Experience

Fireworks Pontoon Party Boat Rental and private VIP box for Harbourfest Fireworks Show! Take up to a 4-hour self-guided cruise on a luxurious Bentley pontoon boat. Then, return back to Shelter Cove Marina no later than 8pm to hang out on your...

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 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...

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...

HH Seafood Festival: Private Fireworks Cruise: Up to 6 guests

Enjoy an evening on a private sunset dolphin cruise from Shelter Cove Marina and watch the firework display from the best seat in the house. Six, Twelve and Sixteen passenger boats available. Departing Saturday February 26th from 5-7pm All ages...

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...

Jet Ski

Lowcountry Watersports

Book online
$149.00

Join Lowcountry Watersports for a memorable Jet Ski Experience! Duration 90 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 ...

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...

7 HR Ult Day

Outside

Book online
$77.50 - $985.00

*Full day customized adventures are the best way to see and explore the Lowcountry!* --- Description Your Day, Your Way! Outside’s signature program! The Ultimate Lowcountry Day is just that – the ultimate way to experience the authentic...

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...

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...

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...

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...

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...