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2026 Activities Guide

2 Bedroom updated condo

Welcome to your ideal Hilton Head Island hideaway! This elegantly decorated 2 bedroom 3 bathroom condo with a loft offers a peaceful escape overlooking the esteemed Robert Trent Jones Golf Course. With designer touches throughout and...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Fort Howell

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

105 Barrington Arms- Totally Updated Oce...

Treat yourself and your family with this completely refreshed oceanfront condominium! This is a wall-in remodel. Everything is new!The kitchen is open and spectacular, with features such as Quartz countertops, stainless steel appliances, and bar...

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

Beautiful & Spacious House Near Beach w/...

Cartgate 21Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Freshly updated, cavernous home with six bedrooms and five baths that accommodates up to 16 people...

  • Hilton Head
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
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...

12 Day Rental

Island Life Rentals and Tours

Book online
$48.00 - $335.00

___________________________________ 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...

Family Ski Day

Outside

Book online
$135.00 - $1,065.00

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...

Deck the Porch

Brice Herndon Draft Horse and Carriage Company

Book online
$100.00

Ride in our Vis-a-vis Carriage A more intimate and private setting with your own personal horse and driver. Enjoy private time with your family or make it a couple's adventure strolling through the Front Porch of the Lowcountry! Seating Up to...

Little Swingers

Palmetto Dunes Golf Academy

Book online
$50.00

Duration & Rates - 45 minutes - $50 per student Little Swingers (offered seasonally) Mondays from June 9th - August 25th, 2025 Learn fundamentals of golf while singing songs, causing amazing retention and success. 5:1 Student-Teacher ratio...

Italian Club - Private Sunset Dinner Cruise

duration: 2 Hours meeting_point: Hilton Head Island min_age: 13 description: Hilton Head Italian Club - Sunset Dinner Cruise! **Book online now for fastest and most convenient check out.** *Departing from Harbour Town!* Duration 2...

Bugs and Blooms

Coastal Discovery Museum Hilton Head

Book online
$7.00

Duration 30 Minutes About Insects and plants have some puzzling yet important relationships with each other, and some amusing ways to survive in their own environments. It’s an exciting yet secretive world they live in! We may not even...

Two Week Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$59.99

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.

Lake Wateree Private Charters

Captain Jake's Guide Service

Book online
$350.00 - $800.00

duration: 3-8 hours meeting_point: Lake Wylie Boat Ramp-890 Nivens Landing Dr Fort Mill, SC 29708 description: Whether you're looking for an action-packed day of tubing and island hopping or a laid-back cruise to soak in the views, we’ve got you...

Learn to Row

Hilton Head Island Recreation Association

Book online
$40.00

duration: 2 days • 3 hours per Day meeting_point: Rowing and Sailing Center min_age: 11 max_age: 18 group_size: Up to 10 Campers description: Learn the basics of rowing. The camp utilizes 1-4 person shells (boats) and will teach participants...

Four Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$7.00 - $171.00

Our e-bikes are a fun and easy way to get explore heavenly Hilton Head, South Carolina, providing a battery-powered "assist" that comes from pedaling. When you push its pedals, a small motor engages and gives you a boost, so you can zip through...

Custom Private Charter

Captain Moto Adventures

Book online
$325.00 - $1,050.00

Join us on the water! Duration 2-7 Hours About Our boat is a 24 ft. Sea hunt open bow. Plenty of room for 6. The hull is designed to handle ruff water very well. You wont get bounced around like some other boats. With Captain...

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. ...

Paint the Pony - Montage Guests
Book online
$168.00

duration: 1 hour meeting_point: Activity Barn Longfield Stables 24 Healey Rd, Bluffton 29910 SC min_age: 3 group_size: Groups over 4 kids require a second pony description: Unleash your creativity with our Paint the Pony activity! This hands-on...

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...

Tour & Tasting Experience

Hilton Head Distillery

Book online
$34.95

Step into an adventure at Hilton Head Island's first and only distillery, where the thrill of discovery meets the world of craft spirits. Our immersive 1-hour tour invites you to uncover the secrets behind our small-batch spirits in an experience...

Surfboard Rental

Forest Beach Surf & Cycle

Book online
$25.00 - $125.00

Rent with us! Duration 1 day, 3 day, or 1 week About Forest beach surf & cycle is your source for Hilton Head Island surf rentals!

Southbay Pontoon

Santee Boat Rentals

Book online
$350.00 - $450.00

Book our Southbay Pontoon today! Duration: - Full Day (8 Hours) - Half Day (4 Hours) About: The Southbay pontoon boat is a 20ft pontoon boat with a 90hp Suzuki to get you around the lake. With that being said the 90hp has plenty of get...

Ultimate Dolphin Experience

Lowcountry Watersports

Book online
$16.95

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...

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*

Seafood Fest Try Archery

Hilton Head Island Recreation Association

Book online
$30.00

duration: 2 Hours meeting_point: Mid-Island Tract min_age: 7 group_size: Up to 30 people description: Take aim at Seafood Fest's Try Archery Event! Outdoor Rec's USA Archery certified instructors will provide you with basic instructions to try...

Six Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$7.00 - $218.00

Our e-bikes are a fun and easy way to get explore heavenly Hilton Head, South Carolina, providing a battery-powered "assist" that comes from pedaling. When you push its pedals, a small motor engages and gives you a boost, so you can zip through...

Fishing Charter - The Island Girl

Native Son Adventures

Book online
$365.00 - $1,260.00

Duration 3 to 8 Hours Options About Near-Shore and Off-Shore Fishing. Ultra Stable, lots of shade, bean bags and Best of all Super Lucky! This experience is perfect for going after anything and possibly catching Bull-REDFISH, SEA TROUT...

Crabbing

May River Excursions

Book online
$300.00

*Our most interactive and famous excursion!* ___________________________________ Rates **Private Charter** - $300 for 6 people or less. *(Can hold up to 12 people for extra charge, call for more...

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...

The Spirit of Whiskey

Hilton Head Distillery

Book online
$95.00

Whiskey has deep Irish roots, and around the time of St. Patrick's Day, this cocktail class is a great excuse to explore what makes whiskey such a versatile spirit behind the bar. In this hands-on class, you’ll mix, sip, and learn your way...

Private Fireworks Cruise

Hilton Head Yacht Charter Company

Book online
$95.00

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...

Firework Cruise

Island Head - Broad Creek

Book online
$39.99 - $599.00

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 description: Firework Cruise Take in the sights of the Shelter...

Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$15.00 - $70.00

duration: Day rental meeting_point: Hilton Head Island, SC description: *Perfect for your day exploring around Hilton Head!* Duration All day *All rentals must be returned 24 hours after your rental starts* About - Perfect for a day...

Fishing for 6 or more

May River Excursions

Book online
$375.00 - $675.00

*Large fishing trip perfect for families and friends!* ___________________________________ Rates are based on 6ppl **2 Hours** - $375 **3 Hours** - $475 **4 Hours** - $575 *Can take a maximum of 12 people. Each additional person is...

2.5 Hour Firework Tour

Hilton Head Island Tours

Book online
$425.00

*Learn about our Coastal Ecology on our 2hr Private Crabbing Excursion!* ___________________________________ Rates **Private Charter** - $425.00 *(Up to 6 passengers)* ***All ages welcome! | Maximum of 1200...

1 Hour Lane Rentals

Palmetto Axes

Book online
$25.00

Includes Coaching to Help Make you a Star! Duration 1 Hour About Test your luck hurling axes for one hour eventually learning to hit the bull’s-eye along the way. You might meet your new best friend as you share the lane and fun with...

3 Hour Private Spring Jocassee Boat Tour

Southern Outlaw Adventures

Book online
$25.00

Private 3hr Spring Tour on Beautiful Lake Jocassee! Rates - Private Charter (includes up to 6 people): $350 ***$50 for each additional person (up to 10 total passengers)*** About Boat Tour includes all major waterfalls, Limited swim time...

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...

Skate Camp

Hilton Head Island Recreation Association

Book online
$250.00

duration: 4 days • 3.5 hours per Day meeting_point: Bristol Sports Arena-Hockey Rink 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 Bristol Sports...

2-Hour Sunset Sail

BC2 - Island Head

Book online
$19.99 - $99.00

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

1.5 Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$53.99 - $69.99

Single Kayak 1.5 Hour Rental: $43.99 ________________________________ Double Kayaks or Canoes 1.5 Hour Rental: $56.99 __________ Triple Canoe 1.5 Hour Rental: $69.99

Pontoon Boat Rental

Island Head- Hilton Head Harbor

Book online
$225.00 - $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...

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...

Creature Feature

Coastal Discovery Museum Hilton Head

Book online
$7.00

duration: .75 cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. description: The Lowcountry is home to an incredible variety of fascinating creatures...

One Week Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$59.99

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.

Rosie

Slow Rides LLC

Book online
$300.00 - $5,000.00

Cruise around Hilton Head Island in Style! Location Moke rentals are specifically for secondary streets (35 mph or less). Zones marked with an (*) please call 843-895-2063 to confirm utility trailer delivery before booking. North East...

Fishing Charter

Reel Native Fishing Charters

Book online
$350.00 - $1,150.00

Let's get out on the water and makes some memories that will last a lifetime! Rates & Duration - 2 Hour Charter • $350 - 3 Hour Charter • $475 - 4 Hour Charter • $575 - 5 Hour Charter • $700 - 6 Hour Charter • $875 - 8 Hour Charter...

Kids Story Time

Coastal Discovery Museum Hilton Head

Book online
$350.00 - $1,150.00

Look, listen, and learn! Kids will love hearing local stories and learning about Lowcountry wildlife and history. Stories are geared towards preschool and lower elementary aged children but the whole family will enjoy! Children must be accompanied...

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...

4 Hour Fishing Charter

Awesome Adventure Charters

Book online
$615.00

Our Most Popular Charter, Allowing Ample Time to Pursue Game Fish! Duration 4 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...

Hunting Island and the Holidays

Hilton Head Island Recreation Association

Book online
$25.00

duration: 2hrs meeting_point: Hunting Island State Park group_size: Up to 20ppl description: A wonderful Moore to Life Holiday tradition filled with nature, food, shopping and fun with friends! We'll begin our day at the Hunting Island Nature...

Daufuskie Island to Hilton Head

Island Head - Broad Creek

Book online
$10.00 - $30.00

duration: 45 Minute Ferry Time cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: Freeport Marina Daufuskie Island, SC description: Daufuskie Island Daily Return Trip We offer...

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...

Lake Wiley Boat Rental

Enjoy a fun day in the sun! Duration 8 hours About This boat is perfect for a fun day in the sun! Located at Lake Norman in Charlotte NC! Specifications - Year: 2016 - Length: 22ft - Make: Bennington ...

Intro to Stand Up Paddleboarding

duration: 1.5 Hours meeting_point: Hilton Head Island, SC pricing: description: *Stand-Up Paddleboarding is easy to learn, a fantastic workout, and lots of fun!* Launch your Stand-Up Paddle Boarding career with this intro to SUP lesson in...

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...

Private Day Sail

BC2 - Island Head

Book online
$900.00 - $2,500.00

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

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...

Solaris - Destination Charter (up to 6 passengers)

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

Five Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

Enjoy miles and miles of scenic bike paths Duration 5 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 ...

Three Day Electric Bike Rental

duration: 3 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...

One Week Surf Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

Surf Rod is used for fishing in the ocean

General Admission

Bee City Zoo

Book online
$17.00 - $19.00

Come explore our honeybee farm, interactive zoo, gift shop, cafe, nature trail, & nature center! Duration General Admission tickets are good for an *entire* day at the zoo! Please note you can always purchase tickets the day of your visit at...

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...

21 Day Rental

Island Life Rentals and Tours

Book online
$75.00 - $555.00

___________________________________ 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...

Daufuskie Island History and Artisans Excursion

Coastal Discovery Museum Hilton Head

Book online
$75.00 - $115.00

*Boat cruise from Hilton Head to Daufuskie Island* ___________________________________ Duration 4.5 Hours ___________________________________ About Tucked between Hilton Head Island and Savannah is Daufuskie Island, a true gem of the...

Pontoon Rental • 50 Horsepower
Book online
$300.00 - $2,700.00

Full Day Boat Rentals Know Before You Go - All renter's must be 21 years or older. - Can fit up to 7 people. - Full Day Rentals may extend their rental duration at time of checkout. - No pets allowed. - We are unable to provide life jackets for...

Santa Elena Society

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

*Donate Today!*

Outdoor After School

Hilton Head Island Recreation Association

Book online
$150.00 - $800.00

duration: 4 Weeks • 2 Days Per Week meeting_point: Island Recreation Center min_age: 7 max_age: 14 group_size: Up to 20 Campers description: This is an after-school program hosted by Outdoor Rec where kids ages 7-14 can receive assistance...

Thirteen Day Electric Bike Rental

duration: 13 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...

Donuts with Dolphins Aboard Dolphin Seafari

Rates - Adult - $45 - Children -$26 (12 & under) $10 Infants (2 and under) ___________________________________ Duration - 1 hour and 30 minutes ___________________________________ About When you're on vacation, you want to relax, but...

Four Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$600.00

Duration 4 Hours ___________________________________ About *Most Popular* Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide & Weather)

Seed Swap

Coastal Discovery Museum Hilton Head

Book online
$600.00

description: A seed swap is a community gathering of usually gardeners, farmers, and plant enthusiasts, who have come together to share seeds. Seed packs are spread on tables, and people choose what they want. In honor of National Seed Swap Day...

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...

Kayak Rentals

Hilton Head Island Recreation Association

Book online
$25.00 - $165.00

duration: 1 hour meeting_point: Rowing and Sailing Center description: Explore the scenic waterways of Hilton Head with our Kayak rentals! Our top quality kayaks are perfect for all experience levels. Enjoy a peaceful ride as you take in stunning...

Sunset Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$49.00 - $95.00

*Paddle the Low Country!* ___________________________________ Rates **Kayak:** $49 **Tandem Kayak:** $95 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About Come...

Three Day Schools

Palmetto Dunes Golf Academy

Book online
$1,690.00

Duration & Rates - Three days, four hours of instruction per day. - $1,690 per student About The Three-Day School is very popular because of the extra time built into the program to process what students learn during the instructional periods...

Private / 4 Hour Family Shark Fishing & Dolphin

Dolphin Discoveries Hilton Head

Book online
$500.00 - $595.00

duration: 4 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, over the water. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...

One Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$7.00 - $129.99

One Week Rental Rates: - 16” Kids Beach Bike: $59.99 - 20” Kids Beach Bike $59.99 - 24” Youth Beach Bike: $59.99 - 26” Bike w/ Child Seat: $74.99 - 26” Mens Beach Bike: $59.99 - 26” Unisex Beach Bike: $59.99 - 12" Balance Bike...

Gift Card

Island Segway

Book online
$7.00 - $129.99

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

Jet Ski Rental

Wateree Marina

Book online
$250.00 - $350.00

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 ...

Day Trip to Savannah

Flip Flop Charters

Book online
$525.00 - $1,150.00

Cruise to Savannah! Duration - 5 hours - 6 hours About Avoid the traffic and cruise to Savannah in style. We’ll take you through the backwaters into the Savannah River and dock right on river street. You’ll be right at the heart of all...