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2025 Activities Guide

Coastal chic condo- Pools, Tennis Court,...

Hilton Head Resort 2301Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel coastal living at its best in this beautiful third-floor condo in Hilton Head, SC...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The 8 Best Beach Blankets and Towels for 2025

If you're planning a relaxing day on the beach, a great beach blanket is a must-have piece of gear. We've curated a list of highly-rated beach blankets, each selected for its unique features, quality, and durability. From lightweight, compact...

Fort Howell

Visitors who are expecting a grand and perfectly preserved Civil War fort may be disappointed when they make a visit to Fort Howell, but patrons who love a unique bit of history with accompanying earthen remnants, as well as a gorgeous wooded...

Perfect four-bedroom getaway vacation ho...
4.5
(8)

This striking Hilton Head home comes equipped with an refreshed kitchen and baths and new flat screen TVs in all bedrooms. The bright and open living room looks out over the private pool to the lagoon view. Imagine spending fun family time here...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Oceanfront villa with washer\/dryer, sce...

Breakers 208Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This striking gem could make your next Hilton Head hideaway the most memorable with family and...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
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 & 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...

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...

PB Family Fishing - 10 Passenger
Book online
$995.00 - $1,295.00

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 10 passengers. Bring the family...

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 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.

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...

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...

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...

C - PB Nature Hike

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...

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

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...

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...

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...

Shelter Cove Marina Kayak & Stand Up Paddleboard Rental

*Want to explore the Lowcountry waters on your own? We have paddleboards and kayaks you can rent!* --- Description Outside Hilton Head has a fleet of safe and comfortable boards & kayaks that you can rent to enjoy the area's waters on your...

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...

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 ...

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 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...

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...

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...

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...

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 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...

Parasailing

Island Head- Hilton Head Harbor

Book online
$49.00 - $999.00

*High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $89 **Observer (All Ages):** $39.99 ___________________________________ Duration 1 hour and 30...

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...

Marriott Vacation Club Daufuskie Tour

Tucked between Hilton Head and Savannah, and only accessible by boat, Daufuskie is a must-see in the Lowcountry!

Witches on the Water
Book online
$75.00 - $110.00

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...

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...

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...

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...

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...

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...

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 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...

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...

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...

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...

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...

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...

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...

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...

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.

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...

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 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...

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...

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...

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...

Tubing and Dolphin - 16 max

This 3 hour excursion starts with our most popular Eco trip on pristine Broad Creek. From here We will cross the Calibogue sound into one of our beautiful tidal rivers. Once here we will inflate the tube and pick up the pace exploring the tidal...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Bonaire SCUBA Immersion

Dessau International, Inc.

Book online
$4,940.00

Award-Winning Diving Destination! Duration 7 Days About Bonaire is an award-winning diving destination that accommodates every skill level, from beginner to advanced diver. This immersion is designed to add value to a travel experience...

Morning Cruise

Seaglass Charters LLC

Book online
$650.00 - $750.00

*Beat the heat and enjoy a Beautiful Morning Cruise, We can explore the waterways and Islands around Charleston in the cool of the day!* Duration 2 & 3 Hour Sails About A great time of day to see the harbor. Bring your suit and we will go...

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...

Pirate Cruise

Pirates of Hilton Head

Book online
$10.00 - $39.00

Rates - **Adults (Ages 13+):** $39.00 - **Children (Ages 1-12):** $39.00 - **Infants (11 months and younger):** - $10 ***A ticket must be purchased for EVERY rider, regardless of age (infants included).*** _____________ Key Points ...

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...

Private Fireworks Paddle
Book online
$55.00 - $110.00

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...

Kayak Club Pass

Island Head- Hilton Head Harbor

Book online
$49.99 - $299.88

About Welcome to Hilton Head Island’s first Kayak Club! Imagine going for a paddle anytime you want hassle free– no buying, storing, or transporting – just hop in and go. Our kayak membership is the perfect option for Hilton Head locals or...

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

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

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!

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...

Private Sunset & Fireworks Cruise - 16p

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...

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...