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2025 Activities Guide

Unique Treehouse Haven with Marsh-Front ...

Sealoft 2042Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Appreciate lush surroundings in a elegant treehouse that offers all of the amenities of modern...

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

Great pet friendly Sea Pines home with a...

5 min. bicycle, 12 min. walk to a awesome Sea Pines beaches!This fabulous Sea Pines beach home is centered around sizable courtyard pool and a short walk to the world famed beaches. Upon entry you will see a huge great room with vaulted ceilings, a...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
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...

Three-level condo with outdoor pool, pat...

Heritage Villas 2213Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked into a peaceful spot in Sea Pines Resort, this cavernous, three-level condo offers...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Stand Up Paddle Boarding Tour

Hilton Head Island Recreation Association

Book online
$40.00

duration: 1.5 hours meeting_point: Rowing and Sailing Center description: Your 1.5hr stand up paddle board trip will explore the marshes of Skull Creek. An educational Lowcountry experience learning and working with the tides, oysters, and...

Shark Fishing Charter

Gone Fishing HHI

Book online
$375.00 - $575.00

Fish like a local! Duration & Rates **2 Hour Charter** - *$375* **3 Hour Charter** - *$475* **4 Hour Charter** - *$575* About The two hour trip is great for groups with young kids, beginners, or groups just looking to get out for a short trip...

8 Day Rental

Island Life Rentals and Tours

Book online
$36.00 - $255.00

___________________________________ Delivery Procedures Upon delivery our driver will send an email or text message confirming your delivery is complete. In that communication they will include your lock combination. Please keep your bicycles...

Hilton Head Yacht - Dinner Cruise

Hilton Head Yacht Charter Company

Book online
$36.00 - $255.00

A gourmet meal & sunset cruise aboard Top Shelf is an unforgettable experience. Imagine a luxury yacht, designed for ultimate entertainment, slipping through the waveless waters of Calibogue Sound. You and your guests will experience all that the...

Beach Gear Rental • Six Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Everything you need for a fun and comfortable day at the beach! Beach gear is delivered the morning after check-in and will be picked up the night before check-out no later than 5PM. Duration 6 Days About - Free delivery and pickup ...

Three Day Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$175.00 - $199.00

Single Kayak Full Day Rental: $175 ________________________________ Double Kayaks Full Day Rental: $250

Glow in the Dark Splatter Session

Color Me Greenville

Book online
$50.00

duration: 45 Mins Splatter Paint Session meeting_point: 50 Liberty Ln., Greenville, SC 29607 group_size: 6 Max description: It’s your invite to light up the night and vibe out! Experience the thrill of our glow-in-the-dark nights, where we...

Volunteer Open House

Coastal Discovery Museum Hilton Head

Book online
$50.00

Help inspire people to care for the Lowcountry. Adults (18+) are invited to explore how they can contribute their time and talents to support the museum’s mission and foster community engagement. Volunteers are integral to the Museum's mission to...

One Month Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$175.99 - $351.99

One Month Bike Rental Rates: - 16” Kids Beach Bike: $175.99 - 20” Kids Beach Bike $175.99 - 24” Youth Beach Bike: 175.99 - 26” Bike w/ Child Seat: $190.99 - 26” Mens Beach Bike: $175.99 - 26” Unisex Beach Bike: $175.99 - 12" Balance...

Private Sunrise Cruise

Island Head - Broad Creek

Book online
$325.00

duration: 1.5 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC group_size: Up to 14 Passengers pricing: *All Ages, Up to 14...

2-Hour Day Sail

BC2 - Island Head

Book online
$19.99 - $49.99

duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing

Two Day Surf Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$35.99

Surf Rod is used for fishing in the ocean

Guided Paddleboard Tour

duration: 1 hour tour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! description: H2O Sports is thrilled...

3 Hour Evening Shark Trip

Black & Blue Charters

Book online
$625.00

*3 Hour Evening Shark Trip* Duration 3 Hours About Evening shark fishing in calm waters. Great trip for kids.

One Week Surf Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

Surf Rod is used for fishing in the ocean

Hilton Head Bachelorette Party Cruise

Hilton Head Boat Charters

Book online
$415.00 - $905.00

duration: 3 Hours cancellation_summary: We need at least 72 hours' notice for a full refund. meeting_point: 43 Jenkins Island Rd, Hilton Head Island, SC 29926 group_size: 7 to 20 People description: Bachelorette Parties are our specialty! - Take...

Two Day Double Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$45.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Summer Fireworks and Kayaking Dolphin Nature Tour

Kayaking Tour and Shelter Cove Fireworks Display! Duration 2.5 Hours *Please arrive 30 minutes prior to your scheduled tour time* On Tuesday evenings in the summer months our regular 2 hour evening sunset tour is followed by the Shelter Cove...

All-Inclusive Sunset Supper Cruise

Daufuskie Difference

Book online
$44.50 - $89.00

Join us on the most popular Sunset Dinner Cruises Hilton Head has to offer! Departing from Broad Creek Marina every Friday at 4pm. The 50-minute Ferry ride is accompanied by fascinating Lowcountry history and stories. Along the Broad Creek and into...

Private Sunset Cruise (Up to 14 Passengers)
Book online
$549.00 - $899.00

duration: 2 or 3 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC group_size: Up to 14 Passengers description: The private sunset...

Private / 1.75 Hour Boat Rental w/ Captain

Dolphin Discoveries Hilton Head

Book online
$225.00

duration: 1.75 hours cancellation_summary: 48 hours - No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, over the water. group_size: Up to 8 recommend. If more please call. accessibility: Boats take 2 steps from dock...

One Week Light Tackle Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

Light Tackle Rod for use in the lagoon system

Shared / Family Shell Hunt & Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$49.75

duration: 1.75 to 2 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...

After School Skate Club

Hilton Head Island Recreation Association

Book online
$100.00 - $600.00

duration: 4 Weeks • 1 Day Per Week • 2 Hours Each Day meeting_point: Island Recreation Center min_age: 7 max_age: 18 group_size: Up to 20 Campers description: Learn from one of the best and most experienced instructors on Hilton Head at the...

13 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$51.00 - $355.00

Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available. Attendant will text you lock...

Bachelor/Bachelorette

Flip Flop Charters

Book online
$895.00

Explore Calhoun Street! Duration 4 hours About If you’re looking for a picturesque location to raise a glass and toast the happy couple, we’d love to help you celebrate! Waterfront bars are an excellent choice. With a stunning view of...

Gift Cards

Carolina Hydrofly

Book online
$895.00

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

Private Fireworks Cruise

Hilton Head Yacht Charter Company

Book online
$895.00

Take to the water in style! Rates $5,000 for a private charter, up to 12 people Duration 4 hours About Hilton Head Yacht Charter at night is all about you. Imagine a luxury yacht, designed for ultimate entertainment, slipping through the...

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...

Alligator & Wildlife Tours
Book online
$22.00 - $350.00

duration: 1 hour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Fish Island Sea Pines Forest Preserve group_size: Up to 12 passengers description: Join us on a 1-hour guided tour of the...

Private / Family Shell Hunt & Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$49.75 - $319.00

duration: 1.75 to 2 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...

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...

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...

One Day Light Tackle Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$25.99

Light Tackle Rod for use in the lagoon system

2 Hour Private Afternoon Sail and Dolphin watch on Knot The Office

*Afternoon Sail* Generally a breezy afternoon leading to some of our most exciting sailing all day. Come and experience true sailing without running the motor. Take the helm and help with handling sails if you desire, but either way, kick back...

Shrimping

May River Excursions

Book online
$300.00 - $400.00

*Experience sea life like never before!* ___________________________________ **Please note**: Shrimping is only available from August-December ___________________________________ Rates **Private Charter** - $300 2 hours (for 6 people and...

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...

One Month Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$80.00 - $400.00

Rent with us! Duration 30 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments

Three Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$29.99

Carry everything you need to the beach. Extra large wheels make it easy to pull in the sand. Convenient cup holders and pouch inside to hold small items. Folds with one pull of the strap inside the wagon. Includes storage cover.

2 Hour Beachcombing Dolphin Tour
Book online
$45.00 - $650.00

duration: 2 hour tour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...

One Week - 4 Passenger Quad Stroller Wagon with Removable Canopy
Book online
$45.00 - $650.00

PERFECT CARRIER FOR KIDS – Baby bags. Booster seats. Strollers. Sometimes, taking our little ones on the go with us is nearly impossible! Babies and toddlers alike love strolling around in the WONDERFOLD X4 Wagon, secured in a 5-point harness and...

Two Day Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$69.99

Rate Two Day Rental: $69.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration 2 Days

6 Hour Fishing Charter

Awesome Adventure Charters

Book online
$865.00

Allows You More Range and Time for a Well-Rounded Fishing Adventure! Duration 6 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or enjoying the scenery while fishing the salt marsh, you’re sure to...

Open Mic Registration

Mayfair Art Studios

Book online
$865.00

duration: 2 Hours meeting_point: 1885 Hayne Street, Spartanburg, SC accessibility: Wheelchair Accessible pricing: $Free.99 description: Musicians from all genre backgrounds and walks of life are encouraged to sign up for our Open Mic. Our mission...

Sunset Cruise

Flip Flop Charters

Book online
$595.00

Breathtaking sunsets! Duration 2 hours About Join us for a 2 hour cruise through the intracoastal to take in Hilton Head’s breathtaking sunsets. There’s no better place to take in the beauty of the sun setting over the horizon than on...

Two Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$35.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Beachcombing on

Blue Pearl Marine Dolphin Tours

Book online
$65.00 - $225.00

Call 843-683-0731 to book today! Rates 1-3 passengers $225 Each additional passenger $65 6 person max ___________________________________ Duration 3 Hours ___________________________________ About Disappearing island is Located between...

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...

Half Day Rental

Greenville Bike & Tri Co.

Book online
$25.00 - $69.00

duration: 4 pricing: Half day rates start at $30 description: Reserve your ride for up to 4 hours between our store hours of 10AM - 6PM Monday to Friday, 10AM - 5PM on Saturdays. & 1PM - 4PM on Sundays. what_is_included: A helmet, bike lock, and...

8 Hour Fishing Charter

Awesome Adventure Charters

Book online
$1,220.00

The Ultimate Trip for Hardcore Fishing enthusiasts. The More Time Spent on the Water, the Better Your Chances of Catching “Big Jesse”! Duration 8 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or...

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...

Beach Gear Rental • One Week

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Everything you need for a fun and comfortable day at the beach! Duration 6 Days About - Free delivery and pickup - Beach gear is delivered the **morning after check-in** and will be picked up the night before check-out no later than 5PM. ...

Two Day Beach Cornhole

Hilton Head Outfitters - Bike Rental

Book online
$55.00

PORTABLE CORNHOLE SET – This tailgating game includes 2 portable cornhole boards (2x3 feet), 8 all-weather regulation bean bags, and cornhole Rules. For travel, tailgating, beach, lawn, or backyard WATER FILLED - Lightweight travel cornhole boards...

Beach Gear Rental • Two Weeks

Lowsea Bike, Beach and Baby Rental

Book online
$40.00 - $200.00

Everything you need for a fun and comfortable day at the beach! Duration 13 Days About - Free delivery and pickup - Beach gear is delivered the morning after check-in and will be picked up the night before check-out no later than 5PM. ...

Two Day Beach Cart Rental

Hilton Head Outfitters - Bike Rental

Book online
$19.99

WIDE ALL-TERRAIN BACK WHEELS provides easy roll over sand HOLDS ALL YOUR BEACH GEARS, carries cooler, beach towels, umbrellas and more! EASY OPEN AND CLOSING, opens in seconds and folds flat for travel and storage MULTI PURPOSE - can be used for...

Five Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$50.00 - $250.00

Electric Bike Rental Duration 5 Days About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2-6'6. The Standard Step-Thru makes it easier to get on and get going -- all without...

Bike Rental • Four Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Rent Bikes and Gear Accessories for your vacation! Duration 4 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Five Hour Inshore/Nearshore Fishing Trip

Hilton Head Island Tours

Book online
$645.00 - $695.00

*Five Hour Inshore/Nearshore Fishing Trip* ___________________________________ Rates **Up to Four Guests** - $645.00 **Five Guests** - $675.00 **Six Guests** - $695.00 ***All ages welcome! | Maximum of 1200...

Three Day Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$89.99

Rate 3 Day Rental: $89.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration 3 Days

Sweet Surprise Treat Tour- Feb 18 - March 4

Ticket is valid: Saturday, February 18 - March 4 Receive 7 treats within 14 days Exchange your coupons (PDF will be sent via email and will need to be printed out) for a treat at each sweet shop. The Midlands has some delicious dessert shops...

Salt Marsh Excursion

Cross Island Cruises

Book online
$299.00

Join your Captain on a private excursion in the back waters of the salt marsh as we look for dolphins strand feeding. Duration 2 Hours Rates **Private Charter:** $299 Call to Book only November through March About Get up close...

11 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$80.99 - $161.99

11 Day Rental Rates: - 16” Kids Beach Bike: $80.99 - 20” Kids Beach Bike $80.99 - 24” Youth Beach Bike: $80.99 - 26” Bike w/ Child Seat: $95.99 - 26” Mens Beach Bike: $80.99 - 26” Unisex Beach Bike: $80.99 - 12" Balance Bike: $80.99 ...

Private Sunset Cruise

Unwritten Charters LLC

Book online
$600.00 - $900.00

Enjoy a Beautiful Sunset Cruise! Duration 2 or 3 Hours About Unwritten 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...

Sunset Sail

Cheers Sailing Charters

Book online
$600.00 - $1,500.00

Stunning Sunset Views About 2.5 hour private sailing up the Broad Creek and into the Calibouge Sound. Sailing past Harbour Town and Daufuskie Island on a 45 ft Morgan Nelson Merrick Racing sailboat. Stunning sunset views over the water and...

Twelve Day Electric Bike Rental

duration: 12 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...

Earth Day Celebration

Hilton Head Island Recreation Association

Book online
$55.00

duration: 2hrs meeting_point: Rowing and Sailing Center group_size: Up to 25 families description: Come join Moore To Life and Island Rec Center for an Earth Day Celebration! Have fun with the whole family while also helping our planet! Clean-up...

Donation

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

*Donate Today!*

19' Stingray Rental

H2O Sports

Book online
$325.00 - $750.00

duration: 2-6 hour rentals cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Boat holds 6...

2 Day Rental

Island Life Rentals and Tours

Book online
$18.00 - $100.00

___________________________________ Delivery Procedures Upon delivery our driver will send an email or text message confirming your delivery is complete. In that communication they will include your lock combination. Please keep your bicycles...

Holiday Market

Coastal Discovery Museum Hilton Head

Book online
$18.00 - $100.00

Holiday Market - November 25,2025 10AM- 1PM We will have local authors and artists on site as well as food tastings. Buy a special gift for your special someone for the holidays.

Two Hour Dolphin Nature Cruise

Hilton Head Island Tours

Book online
$250.00

*Enjoy your 2 Hour Dolphin Nature Cruise!* ___________________________________ Rates **Private Charter** - $250.00 ***All ages welcome! | Maximum of 1200 lbs*** ___________________________________ About your Fishing Trip: - Departing Daily...

Cute Halloween Themed Round Cake Decorating Class
Book online
$50.00 - $450.00

duration: 1 Hour 30 Minutes meeting_point: Color Me Greenville pricing: Options: Cake flavor: Vanilla, Chocolate Gluten Free ($10 extra): Vanilla, Chocolate description: Minimum: 6 attendees (this is the minimum number of total bookings we need to...

Taste of Charleston

Unwritten Charters LLC

Book online
$600.00 - $900.00

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 or 3 Hours About A great time to see the harbor. See USS Yorktown, Ravenel Bridge, Battery Park...

Three Day Double Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$55.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miled of bikes paths.

Six Hour Inshore Fishing

Happy Dog Charters

Book online
$700.00

Come aboard and let's go fishing! Duration 6 Hours About This is a trip where we will cover it all, from catching bait to several different spots. We will be moving and finding fish several times unless the bite is absolute...

One Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$19.99

Carry everything you need to the beach. Extra large wheels make it easy to pull in the sand. Convenient cup holders and pouch inside to hold small items. Folds with one pull of the strap inside the wagon. Includes storage cover.

Bike Rental • Six Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Rent Bikes and Gear Accessories for your vacation! Duration 6 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Surfing Lessons

Hilton Head Island Recreation Association

Book online
$100.00

duration: 1 hour & 15 minutes meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 min_age: 5 group_size: Up to 10 people description: Learn to Surf in the safe and warm waters of Hilton Head Island! Our safe...