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2025 Activities Guide

Oceanfront Villa, Heated Beachside Pool!
3.7
(13)

Welcome to Your Totally Remodeled Oceanfront Oasis! Everything new in 2025!!!This handsomely refreshed villa offers the ideal blend of modern luxury and coastal appeal. Recently completely refreshed, it features new floors, updated bathrooms, and a...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The 7 Best Beach & Fishing Coolers 2025

Nothing beats an ice-cold beverage while relaxing on the beach. Nothing is worse than reaching for an icy drink and finding your cans swimming. Coolers are essential for family days on the sand. A good modern cooler will keep food and drinks fresh...

Driessen Beach Park

The postcard-worthy Driessen Beach Park is a little hard to find, and for most Hilton Head Island regulars, that's a very good thing. Seldom crowded, with plenty of parking spaces to go around, this relatively expansive park has plenty of room to...

Water-view townhome with pool & tennis a...

Townhouse Manor 6Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This classy Shipyard townhouse offers a comfortable, updated home base just a short walk from...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Ideally located island gem with an outdo...
3.5
(2)

Springwood Villas 93Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for a calming hideaway to Hilton Head Island, this two-story condo has all of the...

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

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...

Marriott Vacation Club Daufuskie Tour

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

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...

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...

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...

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...

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...

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...

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...

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...

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...

Gift Card

Island Segway

Book online
$299.00 - $399.00

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

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...

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...

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...

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...

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...

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 ...

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...

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...

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...

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...

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...

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 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

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...

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...

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...

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...

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...

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...

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 ...

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...

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...

C - PB Nature Hike
Book online
$75.00 - $325.00

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...

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...

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...

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...

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...

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...

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...

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...

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...

Public Sailboat Charter

Charleston Sailboat Charters

Book online
$175.00

Duration 2.5 Hours About After a brief safety speech, we will shove off the dock and head into the scenic Charleston Harbor. As we raise the sails and turn the engine off, you'll immediately feel the relaxation set in and discover why the...

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 ...

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...

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...

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

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...

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...

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 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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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 Fireworks Paddle
Book online
$55.00 - $110.00

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 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...

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...

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...

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.

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...

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...

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 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...