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2025 Activities Guide

Bright, Family-Friendly Condo w/Free WiF...
4.8
(5)

Village House 107Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Village House 107 is a alluring, decorator-furnished, two-bedroom, two-bathroom villa located...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Sea Pines Forest Preserve

Look at an aerial photo of the southern region of Hilton Head Island, and the Sea Pines Forest Preserve will thick out like a vibrant green thumb. This unique parcel of land, which features sand ridges, maritime forest, long wetlands and ponds, and...

Hilton Head Arport

The Hilton Head Airport, conveniently located just off the main William Hilton Parkway, allows visitors to forego the long airport lines, distant parking, and traffic jams, and jump right into a leisurely, relaxing vacation. Currently serving...

Coastal resort condo with pool, tennis c...

Beachwalk 135Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This delightfully modernized 2nd-floor condo...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
2516 Windsor Place II- Renovated for 202...
5.0
(1)

Welcome to this 5th floor Windsor condominium! The Kitchen has quartz countertops and is entirely-equipped with everything you'll need to prepare for your family. There is Kitchen bar seating for two as well. The Kitchen looks out to the Dining...

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

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...

Gift Card

Island Segway

Book online
$150.00 - $1,195.00

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

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...

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...

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...

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 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...

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...

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...

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...

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.

Marriott Vacation Club Daufuskie Tour

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

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...

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...

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...

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 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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Witches on the Water
Book online
$45.00 - $95.00

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...

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 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...

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...

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...

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...

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...

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...

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...

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...

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...

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 ...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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 ...

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...

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.

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...

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 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...

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...

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!

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...

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

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...

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 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...

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...

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...

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...

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...

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

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...

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...

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 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...

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 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...

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...

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 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 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...