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2026 Activities Guide

Large Second Row Home in the Heart of Pa...

You'll be glad you chose this cavernous and impressive second-row home in Hilton Head Island's esteemed Palmetto Dunes Oceanfront Resort! With six bedrooms and six and a half bathrooms, this home is ideal for huge families or groups looking to savor...

  • Hilton Head
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
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...

Heartwarming home with firepit, gas gril...

Wood Duck DelightOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Hilton Head, your next vacation destination for all things calming! You'll be...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The 7 Best Beach Chairs 2026

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

35 Crabline, Pool, Seasonal Beach Shuttl...

35 Crabline Court is a 4-bedroom, 4.5-bath modern coastal home that offers a private pool and an upsized front balcony overlooking the esteemed community of The Village at Singleton Beach. This property is located next to Chaplin Park which offers...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Inshore Fishing Charter

Gone Fishing HHI

Book online
$475.00

Fish like a local! Duration 3 Hours About Targeting Red Drum, Black Drum, Seatrout, Flounder, and Sheepshead in local tidal creeks and nearby waterways with light tackle. This trip is great for all experience levels! More Info It’s never...

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...

Dolphin Day Sail

Salt Marsh Sailing

Book online
$359.00

*Be on the lookout for Dolphins and other wildlife!* ___________________________________ Rates - **Private Charter (Up to 6 People):** $359 ___________________________________ Duration 2 hours ___________________________________ ...

CCHH Kayak Tour

Outside

Book online
$35.00

*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...

Gift Card

Island Segway

Book online
$35.00

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

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...

Beaufort Lands End Paddling

Book online
$40.00 - $60.00

duration: 1.5-2 hours meeting_point: Russ Point Boat Landing, Sea Island Pkwy & Fripp Island Bridge (across from Nature Center) description: Join us for a one-of-a-kind kayak adventure, perfectly timed with the high-tide, offering exclusive access...

2 Week Rental

Island Life Rentals and Tours

Book online
$54.00 - $370.00

duration: 2 Weeks description: 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 locked at...

DIY Custom Sneaker Painting

Color Me Greenville

Book online
$45.00

duration: 3 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 pricing: Charms and Accessories vary in prices. You can view our options in person along with pricing.: Shoe Charms:($1-$10) Color laces: Variable ($2-$10) Pre-made...

Beach Gear Rental • Four 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! Duration 4 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. ...

Lunar Paddle at The Landing!

Saluda Lake Landing

Book online
$8.00 - $60.00

duration: 2 hrs cancellation_summary: Cancellations made 48 hours or more before the event are eligible for a full refund. Cancellations made within 48 hours of the event are nonrefundable, but your ticket can be transferred to a future paddle...

Trolling/Bottom Fishing Trip

Above and Below Charters LLC

Book online
$3,000.00

Let's Adventure! Duration 12 Hours About Gulf stream trip up to 100 miles offshore targeting Pelagic fish such as Marlin, Sailfish, Wahoo, Mahi Mahi, Tuna, with the occasional bottom fishing on the way back in. More...

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...

5 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$27.00 - $195.00

duration: 5 Days description: 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...

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...

Sunset Fireworks Sail

Salt Marsh Sailing

Book online
$479.00 - $599.00

*Watch the show from the boat!* ___________________________________ Rates **Private Charter (Up to 6 People):** $479 ___________________________________ Duration 2.5 hours ___________________________________ About It’s a must do!...

Cake Decorating

Color Me Greenville

Book online
$50.00 - $450.00

duration: 1 Hour 30 Minutes meeting_point: Color Me Greenville description: 1hr long party. Join us to decorate your own 5” cake! Booking includes unlimited buttercream, fondant, and sprinkles!

Baby Gear Rental • Four Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $150.00

Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 4 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...

Classic Splatter Party - Basic

Color Me Greenville

Book online
$35.00 - $495.00

duration: 1.5 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max description: Imagine a splatter paint party, a wild, colorful experience where you become artists by flinging, dripping, and splashing paint...

One Day Fishing Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$25.99

Light Tackle Rod for use in the lagoon system

Discovery Flight

Hilton Head Helicopter Tours

Book online
$400.00

duration: 1 Hour (30 minutes flight time and 30 minutes ground) meeting_point: 38 Gateway cirle HHI,SC 29926 min_age: 16 description: Get ready for the adventure of a lifetime with a Discovery Flight! This hands-on experience gives you the...

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...

Golden Hour Sunset Sail

BC2 - Island Head

Book online
$19.99 - $99.00

duration: 2 Hours meeting_point: Board Creek Marina 18 Simmons Rd. description: Smooth sailing, stunning views, and something for everyone. Golden Hour Sail is a luxury sunset experience designed for all kinds of groups—families, friends, couples...

Private Charter (up to 14 passengers)

Island Head- Hilton Head Harbor

Book online
$229.00 - $1,374.00

Kayak Tour

Port Royal Sound Foundation

Book online
$40.00 - $55.00

duration: 2 Hours description: Join a PRSF Naturalist for a 2-hour guided kayak tour of the Chechessee River departing from the Maritime Center. Children ages 5-12 must be on a tandem kayak with an adult (18+). Designed for all experience...

Saint Helena Sunset Sail

Otter Sailing Adventures LLC

Book online
$375.00

There's nothing like experiencing the magic of a sunset under sail in the beauty of the St Helena sound Duration 2 hours About Private Sailing Charter - Price Per Group (up to 6) There's nothing like experiencing the magic of a sunset...

Daufuskie Water Taxi
Book online
$35.00 - $45.00

duration: 20 minute shuttle • 4 or 8 hour golf cart 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...

6 Day Rental

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 Days description: 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 locked at...

Two Week Electric Bike Rental
Book online
$475.00

duration: 14 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...

Five Day Electric Bike Rental
Book online
$250.00

duration: 5 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...

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...

Savannah Wildlife Refuge Hike

Hilton Head Island Recreation Association

Book online
$30.00

duration: 3hrs meeting_point: Island Recreation Center, 20 Wilborn Rd, Hilton Head Island, SC 29926 group_size: Up to 14 people description: Hosted by Moore 2Life. Come explore the Savannah Wildlife Refuge from the comfort and warmth of the Island...

Baby Gear Rental • Two Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $100.00

duration: 2 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

WAHHI 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...

Open Climb

Hilton Head Island Recreation Association

Book online
$5.00 - $20.00

duration: 1-3 Hours cancellation_summary: Cancellation Policy: To be eligible for a full refund, all cancellations must be made up to 24 hours before the scheduled start time. We can also move you to another session time if spots are...

Three Hour Kids Discovery Tour

Hilton Head Island Tours

Book online
$385.00 - $425.00

*Let "Kids be Kids" with the most hands on tour Hilton Head has to offer. As mini "Marine Biologists" we pull nets and inspect crab pots, learn how to handle small fishes and crustaceans, even learn skills they can take home! Best for growing...

Gift Card

Drifter Excursions

Book online
$385.00 - $425.00

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

Two Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$40.00 - $100.00

Enjoy miles and miles of scenic bike paths Duration 2 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also available ...

Lake Keowee - Jet Ski Rental

Captain Cams Watersports

Book online
$275.00 - $350.00

duration: 4-7 Hours meeting_point: 757 Keowee Baptist Church Road Six Mile, SC 29682 min_age: 25 group_size: Up to 6 People description: We run Yamaha VX models. These are very comfortable jet skis that will go about 45 mph depending on the weight...

Solaris - Afternoon Sightseeing Cruise (up to 6 passengers)

duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Customize a luxurious charter aboard Solaris today! **Our private charters accommodate up to 6 passengers, ensuring an intimate and personalized experience...

This is Not: Aldwyth in Retrospect Gallery Tour

Coastal Discovery Museum Hilton Head

Book online
$395.00

duration: 1 hour meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 description: The Coastal Discovery Museum is proud to present an exhibition of the rarely seen works of Hilton Head-based artist known as Aldwyth, from October 16 to...

Lowcountry Lunch Cruise (Outside Dining)
Book online
$40.00 - $69.95

duration: 1.5 Hour meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 accessibility: Not wheelchair accessible description: ![Description of image](https://cdn.filestackcontent.com/bnLlDRzMSPaudj3mMT5x) Book Online and Skip the...

Hilton Head Bachelorette Party Cruise - (3 Hours)
Book online
$445.00 - $925.00

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...

Cocktails & Camellias

Coastal Discovery Museum Hilton Head

Book online
$150.00

duration: 3 hours meeting_point: 70 Honey Horn Dr, Hilton Head Island, SC min_age: 21 accessibility: Wheelchair accessible description: Immerse yourself in the beauty of the Lowcountry at *Cocktails & Camellias*, an elegant evening set against the...

Inshore Fishing

May River Excursions

Book online
$375.00 - $775.00

*Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* ___________________________________ Rates are per private charter **2 Hours** - $375*-Only Recommended for Small Children* **3 Hours** - $475 **4 Hours*...

Three Day Single 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 miled of bikes paths.

Busy Bees Workshop

Coastal Discovery Museum Hilton Head

Book online
$20.00

duration: 1 hour cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 min_age...

Forts of Port Royal

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

*Learn about the battle of Port Royal!* ___________________________________ Duration 1.5 Hours ___________________________________ About Join a knowledgeable museum docent for an in-depth walking tour of the defenses surrounding Port Royal...

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...

Hibachi Dinner Cruise

Island Head - Broad Creek

Book online
$19.99 - $109.99

duration: 2 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: Broad Creek Marina 18 Simmons Road Hilton Head Island, SC description: Hibachi Dinner Cruise Experience an...

Luxury Pontoon Rental

Shelter Cove Marina Boat Rentals

Book online
$315.00 - $1,000.00

Duration 2 to 8 Hours About Rent a Luxury Pontoon, our most popular rental with all the advanced features you could want in a boat! Pontoon Boat Rental includes: ● 150 horsepower Yamaha engine ● Easy-to-operate vessel ● Roomy, comfortable...

Baby Gear Rental • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $100.00

duration: 3 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

Donations

Daufuskie Island Gullah Heritage Society

Book online
$9.99

Daufuskie Island Gullah Heritage Society is a non-profit 501(c)3 organization that is working to help restore the old Gullah homes, clean up and maintain Gullah cemeteries on Daufuskie Island. Many of the Gullah homes are deteriorating because...

Learn to Sail Adventure

Otter Sailing Adventures LLC

Book online
$600.00

Duration 5 hours About Experience the thrill of learning to sail all by yourself on one of our 8 or 10 ft Bauer Sailing Dinghies and then end the day off by learning the "ropes" as we sail the Liahona, our 38' Catalina Sailboat. A private...

Dolphin & Nature Cruise

Coastal Discovery Museum Hilton Head

Book online
$5.00 - $35.00

*Opportunity to see bottlenose dolphins, river otters and special species of birds! March through October.* ___________________________________ Duration 1.5 Hours ___________________________________ About Join a museum docent in this cruise...

Carmines Family Climb with Seafood Fest

Hilton Head Island Recreation Association

Book online
$5.00 - $20.00

duration: 1-3 Hours cancellation_summary: Cancellation Policy: To be eligible for a full refund, all cancellations must be made up to 24 hours before the scheduled start time. We can also move you to another session time if spots are...

Shark Fishing

Reel Native Fishing Charters

Book online
$475.00

Let's get out on the water and makes some memories that will last a lifetime! Duration 3 hours About We're committed to providing a stress-free experience to both new and returning clients. More info Minors must be...

Salt Marsh Discovery

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

*Learn from an expert why the Salt Marsh is so vital to the ecosystem!* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About The Salt Marsh is a unique environment with a fascinating...

Two Day Fishing Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$35.99

Light Tackle Rod for use in the lagoon system

Shark Fishing Excursion

May River Excursions

Book online
$375.00 - $775.00

*Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* Rates are per private charter **2 Hours** - $350.00 **3 Hours** - $450.00 **4 Hours** - $550.00 **5 Hours** - $650.00 Each additional passenger over 6...

Jet Ski Rental

Wateree Marina

Book online
$125.00 - $800.00

Half or Full Day Jet Ski Rentals Know Before You Go - All jet skis may accommodate two passengers total. - All renter's/driver's must be 21 years or older. - All passengers must be 16 years or older. What to Bring - Valid Driver's License ...

One Week Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$34.99 - $44.99

The durable and comfortable reclining Hilton Head Outfitters beach chair rentals are made of light-weight aluminum with backpack straps for easy transportation. They can be rented individually or as a package.

Classic Splatter Session

Color Me Greenville

Book online
$35.00

duration: 30 Mins Splatter Paint Session meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 max pricing: $35 per person for Classic Splatter Session. description: Imagine your own splatter session to have a wild...

10 Day Rental

Island Life Rentals and Tours

Book online
$42.00 - $295.00

duration: 10 Days description: 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 locked at...

Camellia Talk & Tour

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $25.00

Camellias are fascinating plants with a rich history. While they are not native to the American continent, they have been part of the southern landscape since the 1700s. Come and learn about the history, diversity, and significance of camellias, as...

Classic Splatter Party - Deluxe

Color Me Greenville

Book online
$40.00 - $600.00

duration: 1.5 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max description: Imagine a splatter paint party, a wild, colorful experience where you become artists by flinging, dripping, and splashing paint...

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...

12 Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$94.32 - $224.52

Enjoy miles and miles of scenic bike paths Duration 12 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also available ...

Private Lesson with Ed Brill

Palmetto Dunes Golf Academy

Book online
$110.00 - $550.00

About Ed Brill Originally from Kalamazoo, MI, Ed Brill received his golf training from Ferris State University. Ed is Titleist TP 1 Level 1 certified and specializes in Aimpoint Technology and V1 Video Technology. Ed is also a proficient scratch...

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.

Outdoor Discovery Homeschool

Hilton Head Island Recreation Association

Book online
$40.00 - $800.00

duration: 1 Day per week for 1.5hrs meeting_point: Island Recreation Center min_age: 7 max_age: 14 group_size: Up to 14 Campers description: Outdoor Discovery Homeschool is a hands-on, nature-based learning program led by our Master Naturalist...

Brunch Under Sail

BC2 - Island Head

Book online
$19.99 - $89.00

duration: 2 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. description: A Luxury Brunch Sailing Experience Step aboard our luxury catamaran for a truly elevated morning on the water. Brunch Under Sail is a two-hour sailing experience...

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...

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 Fishing Charters

Performance Fishing Charters

Book online
$550.00 - $1,400.00

Hilton Head’s premiere fishing charter! Duration 3-8 Hour Rentals **Up to 4 people** Possibility for 5 with children About Located on Hilton Head Island, your charter will be guided by Captain John Cloyd, a USCG licensed captain...

Advanced Wedge Play

Palmetto Dunes Golf Academy

Book online
$50.00

Make short approach shots the strongest part of your game! Duration & rates - 2 hours - $50 per student About When: Seasonal, by appointment only & course availability Where: TBD *Reservations are required*

Two Day Bike Rental

Wheelz of Hilton Head

Book online
$35.00 - $70.00

Two Day Bike Rental Rates Duration 2 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect getting around town...