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2026 Activities Guide

2nd-floor snowbird-friendly condo with b...

Summary:Courtside 66The Space:Ideal for modest families and groups looking for a breezy and comfortable place to stay, this second-floor pool-view condo provides all the essentials to spend a really incredible vacation on Hilton Head Island! This...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Folly Field Beach Park

Folly Field Beach Park is a gorgeous stretch of shoreline that is known informally by residents and long-time visitors alike as a "local's beach." Seldom overcrowded, with parking spots that are almost hidden by a line of live oaks and squat...

Next to Beach & Beach Park! Charming & S...

Summary:Lyons 4The Space:Located in the esteemed Port Royal Village, this beautiful condo offers a prime location next to the Westin Resort & Spa. Just a fast five-min. walk to Islanders Beach Access on Folly Field Road, this vacation rental is...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Harbour Town

The unique waterfront community of Hilton Head's Harbour Town features a world of activities that are sure to wow and engage visitors of all interests, all while providing a spectacular view of the neighborhood's "harbor," and the adjoining...

A Quiet Beach Getaway with Pools, Hot Tu...

Summary:Island Club 3106The Space:With walk-out beach access, two patios, and nine tennis courts, this Island Club villa is just right for your family. Unlimited use of the club's amenities comes with your stay, making it simple to ensure you and...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
WAHHI Vanishing Island Beachcombing Cruise

meeting_point: Hilton Head Island, SC description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise...

One Hour Rental (Walk Up)

South Beach Bike Rentals

Book online
$20.00 - $49.00

description: Enjoy miles and miles of scenic bike paths Duration 1 hour 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...

PB Family Fishing - 10 Passenger
Book online
$1,195.00 - $1,320.00

meeting_point: Palmetto Bluff, Bluffton description: 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...

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

description: Full Day Boat Rentals Know Before You Go - All renter's must be 21 years or older. - Can fit up to 10 people. - No pets allowed. - We are unable to provide life jackets for kids under 90 lbs. - All of our vessels are 50...

Paint the Pony - Montage Guests
Book online
$170.00

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...

SCM WAHHI Outback Page Island

description: *Boating and kayaking in pristine salt marshes!* --- Description One of our signature programs and an exceptional value from Outside! The Outback begins with a guided boat trip where the captain shares stories of the Lowcountry...

Guided Kayak Tour

H2O Sports

Book online
$45.00 - $90.00

duration: 2 hour tour cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...

Private Morning Half Day Sail On Knot The Office

Anchors Away Sailing Charters

Book online
$1,050.20

duration: 4 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 6 people accessibility: Limited Handicap accessibility, Please call us to ensure we can...

Cooler and Ice

Lowcountry Watersports

Book online
$15.00

Five Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$50.00 - $250.00

description: 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...

Lowcountry Ruins Setting

Island Life HH Photography

Book online
$195.00 - $745.00

duration: Up to 60 minutes cancellation_summary: Full refund if unable to reschedule due to weather; otherwise subject to rescheduling. meeting_point: Stoney Baynard Ruins in Sea Pines description: Are you looking for the perfect Hilton Head family...

Gift Cards

Carolina Hydrofly

Book online
$195.00 - $745.00

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

Two Day Single Stroller

Hilton Head Outfitters - Bike Rental

Book online
$35.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** These strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Eight Day Electric Bike Rental

duration: 8 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...

Paddleboard Rental

Wateree Marina

Book online
$25.00 - $50.00

description: Paddleboard Rentals What to Bring - Valid Driver's License - Major Credit Card

Junior Clinics

Palmetto Dunes Golf Academy

Book online
$50.00

duration: 50 minutes min_age: 8 max_age: 17 description: Duration & Rates - 50 minutes - $50 per student - Sundays at 11AM and Tuesdays at 1:00PM June1st-August 31st Junior Clinics - "Fun, Friends and Fresh Air" (offered seasonally) Enjoy...

Museum Closed Today

Coastal Discovery Museum Hilton Head

Book online
$50.00

Private Lesson with Edward Sires

Palmetto Dunes Golf Academy

Book online
$110.00

meeting_point: Arthur Hills Course description: About Edward Sires A Charleston, S.C., native, Edward Sires caddied for Ryder Cup Captain Tom Lehman in 1982 and 1983. He earned a Class A certificate from the PGA in 1997 and has taught the James...

Fishing Charters

Hilton Head Inshore Charters

Book online
$425.00 - $1,200.00

description: Let's Adventure! About Inshore and nearshore fishing trips. Fun for the whole family. Targeting redfish, speckled trout, jack crevalle, tarpon, cobia, sharks, and more!

Romantic Sunset Cruise

Island Time Charters

Book online
$399.00

The most spectacular views and vivid colors! Duration 2 Hours About Come aboard for an enchanted, romantic cruise! Bring your favorite bottle of bubbly and we will provide the rest. This charter includes a sweet treat, fresh flowers, and...

Private Sunset & Fireworks Cruise - 16p

meeting_point: Hilton Head, SC description: 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...

4 Day Rental

Island Life Rentals and Tours

Book online
$24.00 - $175.00

duration: 4 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...

Four Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

description: Enjoy miles and miles of scenic bike paths Duration 4 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...

Luxury Pontoon Rental

Shelter Cove Marina Boat Rentals

Book online
$315.00 - $1,000.00

meeting_point: Shelter Cove Marina description: 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...

Facility Tour

Victoria Valley Vineyards at Table Rock

Book online
$15.00

duration: Up to 2 Hours group_size: Max 100 People description: Join us for a tour of our facility and learn more about our small business! The facility tour consists of a 1- to 1.5-hour tour of our winemaking facility and includes a glass of wine. ...

Shark Tooth Treasure Bag

Lowcountry Watersports

Book online
$9.99

9 Day Rental

Island Life Rentals and Tours

Book online
$39.00 - $275.00

duration: 9 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...

One Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$68.00

meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All eBike rentals include 1 lock for every bike.** Our e-bikes are a fun and easy...

Sunrise Dolphin Tour

Lowcountry Watersports

Book online
$15.00 - $44.99

duration: 1.5 Hours cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 description: Experience the magic of the Lowcountry...

Three Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$150.00 - $675.00

description: Electric Bike Rental Duration 21 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...

Reptiles for Kids

Coastal Discovery Museum Hilton Head

Book online
$7.00

description: Come and meet some of the coolest critters around! ___________________________________ Duration 30 minutes ___________________________________ About Come and meet some of the coolest critters around…REPTILES! Meet and get to...

Private Morning Sail / dolphin watch on Seas The Moment - newest vessel

duration: 2 Hours cancellation_summary: 72 hour free cancellation meeting_point: 1 Waterway Lane, Hilton Head Island SC 29926 max_age: 90 group_size: Maximum of up to 12 people accessibility: Limited Handicap accessibility, Please call us to...

Private Dolphin Discovery Tour - One Hour

Island Life Rentals and Tours

Book online
$35.00 - $250.00

duration: 1 Hour group_size: 12 - 14 Max description: See dolphins up close! Now you can enjoy the thrill of a small boat expedition for nearly the same cost as the big boat "bus tour". Join Island Life for a great introductory cruise through the...

Pumpkin Patch Express

The South Carolina Railroad Museum

Book online
$25.00 - $250.00

duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: This event is held the two Saturdays before Halloween each year. Riders will board the train for a 3-mile trip to the Pumpkin Patch. We will stop...

5 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$27.00 - $195.00

duration: 5 Days cancellation_summary: 24 Hours in advance 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...

Santa’s Twilight Express

The South Carolina Railroad Museum

Book online
$27.00

duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Come visit Santa on our annual twilight holiday ride. Santa walks through the train and comes to you—no lines! As we travel down the tracks, the...

11 Day Rental

Island Life Rentals and Tours

Book online
$45.00 - $315.00

duration: 11 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 Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$63.99 - $79.99

description: Single Kayak 2 Hour Rental: $53.99 ________________________________ Double Kayaks or Canoes 2 Hour Rental: $66.99 __________ Triple Canoe 2 Hour Rental: $79.99

Two Day Fishing Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$35.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **This rental item includes ONLY the fishing pole, reel, and line.** This rental item DOES NOT include TACKLE or BAIT. Tackle and bait...

Ten Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$78.60 - $187.10

description: Enjoy miles and miles of scenic bike paths Duration 10 Days About Free locks with all rentals. Baskets and helmets also available - please select during check-out! More info Free locks with all rentals - please select...

Blue Granite Express

The South Carolina Railroad Museum

Book online
$25.00 - $250.00

duration: 1.5 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Guests enjoy a narrated 90-minute trip through Fairfield County countryside. Seating on the train is on board an open-air car, allowing easy viewing as...

Luxury Pontoon Rental with Fireworks Experience

description: Fireworks Pontoon Party Boat Rental and private VIP box for Harbourfest Fireworks Show! Captain your own adventure as you head out on a 2-hour self-guided cruise on a luxurious Bentley pontoon boat. Return to Shelter Cove Marina no...

Santa Elena Society

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

description: *Donate Today!*

Lowcountry Mini Shoot

Island Life HH Photography

Book online
$199.95 - $249.95

duration: 10–15 minutes cancellation_summary: Full refund if weather forces cancellation and no mutually available reschedule; otherwise weather-dependent rescheduling. meeting_point: Jarvis Creek Park, 100 Jarvis Park Rd, Hilton Head Island...

PB 2 Hour May River Kayak Nature & History Paddle

meeting_point: Palmetto Bluff, Bluffton description: On this casual tour, you'll explore the local creeks with a naturalist guide. No kayak experience is necessary. Duration 2 hours Meeting Location - This activity will meet at the Paddle...

3-Hour Adventure Cruise

Hilton Head Boat Charters

Book online
$495.00 - $995.00

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: Up to 20 People description: This is your "Best of the Low Country" day on the...

Juneteenth Children’s Drum Camp

Historic Mitchelville Freedom Park

Book online
$495.00 - $995.00

duration: 2 hours min_age: 3 max_age: 15 description: Let the rhythm lead the way at this hands-on children’s drum camp. Participants will learn basic drumming techniques, explore rhythm and movement in a group setting, and take part in a parade...

12 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$48.00 - $335.00

duration: 12 Days cancellation_summary: 24 Hours in advance 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...

PB Sunset Hibachi Dinner Cruise
Book online
$40.00 - $175.00

duration: 2 Hours meeting_point: Chapel Dock pricing: $175/adult $145/children 2-10 $40/children under 2 description: Experience an unforgettable dining experience on a 2-hour Hibachi Dinner Cruise in Palmetto Bluff. Imagine indulging in delicious...

Fishing for 6 or more

May River Excursions

Book online
$375.00 - $675.00

description: *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...

Water Taxi: Daufuskie → Savannah

Low Country Drifters

Book online
$240.00

duration: 45 minutes – 1 hour meeting_point: Savannah, Georgia group_size: Accommodates up to 6 people description: Enjoy a scenic boat ride through the Low Country's stunning waterways, arriving at this secluded island known for its rich history...

Two Week Rental (Walk Up)

South Beach Bike Rentals

Book online
$110.00 - $262.00

description: Enjoy miles and miles of scenic bike paths Duration 2 Weeks About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals - please select during...

Gift Card

Island Skiff Adventure Tours

Book online
$110.00 - $262.00

Solaris - Fireworks Cruise

Vagabond Cruise

Book online
$695.95

duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for up to 10 passengers description: Book the Hilton Head summer time favorite Fireworks Cruise aboard the all new Solaris! **Our private charters accommodate up to 10...

3 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 Days cancellation_summary: 24 Hours in advance 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...

Rosé Fireworks Sail

BC2 - Island Head

Book online
$19.99 - $89.00

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

Beach Wheelchair

Hilton Head Outfitters - Bike Rental

Book online
$65.00 - $299.00

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Six Day Electric Bike Rental
Book online
$250.00

duration: 6 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...

Luxury Sunset Cruise

BC2 - Island Head

Book online
$1,200.00 - $1,600.00

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

Private Sunset Sail and dolphin watch on Seas The Moment - newest vessel

duration: 2–2.5 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 12 people accessibility: Limited Handicap accessibility, Please call us to ensure...

Pontoon Boat Rental

Lowcountry Watersports

Book online
$270.00 - $625.00

duration: 2 Hour, 3 Hour, 4 Hour or 6 Hour cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: **Maximum of 10...

Two Day Surfboard / Paddleboard Rental

Hilton Head Outfitters - Bike Rental

Book online
$69.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Rate Two Day Rental: $69.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration 2 Days

Eight Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$70.99 - $141.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Hilton Head Yacht Charters

Hilton Head Boat Charters

Book online
$595.00 - $1,295.00

duration: Two, Three, or Four 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 min_age: 12 group_size: Up to 12 People description: This private yacht...

Private Offshore Fishing Charter
Book online
$1,200.00 - $1,600.00

description: Fish like a local! Duration 8-10 Hours About The 8 hour trip allows up to get up to 20 miles offshore fishing artificial reefs and wrecks, weather permitting. Main target are cobia, bull reds grouper, king mackerel, sea bass, and...

Eight Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$1,200.00

description: Duration 8 Hours ___________________________________ About Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide & Weather) *This...

11 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$85.99 - $171.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Bonjour Private Charter (up to 35 passengers)
Book online
$799.00 - $7,990.00

duration: 1-10 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. Hilton Head, SC 29928 description: Bonjour – Hilton Head’s Premier Charter Boat Step aboard Bonjour, Hilton Head’s newest and most luxurious charter boat, built for...

Sunset Excursion

May River Excursions

Book online
$50.00 - $60.00

description: *One of our most popular trips!* ___________________________________ Rates **Adult** - $50.00 **Child** - $40.00 ___________________________________ Duration 1.5 hours ___________________________________ About - See one of...

Round Trip Ferry Tickets | 9:30am - 3:30pm | Tuesday - Sunday

meeting_point: 18 Simmons Road, Hilton Head Island, SC description: Round Trip Ferry Tickets to Daufuskie Island for 9:30am - 3:30pm | Tuesday - Sunday Ride the Daufuskie Island Ferry from Broad Creek Marina on Hilton Head Island to Daufuskie...

Short Game Clinic

Palmetto Dunes Golf Academy

Book online
$50.00

meeting_point: Arthur Hills golf course description: Duration & Rates - 50 minutes - $50 per student About Learn the sand fundamentals. This is the easiest shot in golf when executed correctly. Learn why the pros would rather be in the sand...

Fishing Trip

Reel Job Charter Fishing

Book online
$595.00 - $1,195.00

description: Fishing with Reel Job is sure to give you lasting memories! Rates All ages welcome aboard! - 4 Hour Charter - $595 - 5 Hour Charter - $695 - 6 Hour Charter - $795 - 8 Hour Charter - $1195 Please note, this price is a base price...

PVT Shark Tooth 12p

description: Discover Shark Tooth Island! ___ Description Enjoy a boat cruise from Hilton Head Island through the back waterways to Shark Tooth Island (near Savannah, Georgia) where you can hunt for shells, shark teeth and other ocean...

Trail Rides Experience - Montage Guests

duration: 1.5 hours meeting_point: Longfield Stables Trail Barn min_age: 8 group_size: Up to 5 people description: Embark on an unforgettable experience through the scenic Lowcountry of Palmetto Bluff. Our expertly guided rides take you through...

Two Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$100.99 - $201.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Sunset and Fireworks Kayak Tour
Book online
$55.00 - $125.00

description: *Few experiences are more memorable than watching fireworks from the seat of a kayak.* --- > Rates >- **Adults Single Kayak:** $55 >- **Adult & Child Double Kayak:** $90 >- **Two Adult Double Kayak:** $110 --- ...

Sun Care Kit by Aloe Up

Lowcountry Watersports

Book online
$15.99

Donation

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

description: *Donate Today!*

Beach Gear Rental • Four Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: 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...

Outside DMC Partner Outing - Hilton Head Departure

description: *MUSIC | FOOD | FUN | & MORE* Outside DMC invites our partners to showcase Outside's OHANA & PAGE ISLAND! Join us for music, food, games, and more, and learn about the ultimate destination experience for your clients! Check-in will...