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2026 Activities Guide

Oceanfront villa, modern updates, sweepi...

Summary:Sea Cloisters 305The Space:Sea Cloisters 305 is a striking, two-bedroom, two-bathroom, oceanfront condo in the complex of Sea Cloisters in the Folly Field area of Hilton Head Island. Appreciate this refreshed oceanfront villa with sweeping...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Hilton Head Arport

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

Large Three Bedroom Villa in the Heart o...

You'll appreciate this three bedroom Hickory Cove villa! The kitchen comes completely-equipped with everything you'll need to dine in. The dining room seats six. The living room features plenty of comfortable seating for the whole family with an...

  • Hilton Head
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Lawton Stables

Lawton Stables is much more than just a pretty spot for a trail ride, or an elite locale for local islanders to board and train their prized horses. In addition, the stables offer a world of fun for its regular and vacationing patrons, ranging from...

Delightful dog-friendly beach condo with...

Summary:Ocean Breeze 14The Space:For beachgoers seeking a cavernous, sunlit getaway while exploring everything Hilton Head has to offer, this two-story condo promises to inspire memorable vacation memories.Conveniently located just steps away from...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
Gift Card

Wheelz of Hilton Head

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

DI PVT Shark Tooth 12p

duration: 2 Hours meeting_point: Daufuskie Island group_size: Up to 12 guests pricing: $975 description: Enjoy a scenic boat ride from Daufuskie Island to Savannah, where you will step off onto islands to search for the fascinating artifacts that...

Private Surf Lessons

Forest Beach Surf & Cycle

Book online
$100.00

description: Come enjoy a day of Hilton Head Surf Lessons! Duration 1 hour About Our friendly and expert Surf Instructors will have you up on your board and riding waves on day one. Please schedule lessons one week in advance HEAD SURF...

2 Hour Beachcombing Dolphin Tour
Book online
$15.00 - $650.00

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...

Bachelor/Bachelorette

Flip Flop Charters

Book online
$895.00

description: 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...

Bar Crawl

Flip Flop Charters

Book online
$625.00 - $750.00

description: Beautiful Scenery Duration - 3 hours - 4 hours About If you’re looking for some adult fun, there is no shortage of waterfront bars in our area. We’d love to take you to some of our favorites or let you pick the itinerary....

PB Palmetto Bluff Pedego Bike Tour

meeting_point: Palmetto Bluff, Bluffton description: About There is no better way to discover Palmetto Bluff than on a comfortable seat of a Pedego electric bike. Pedego electric bikes allow riders to travel farther and faster, and breeze through...

Public Sailboat Charter

Charleston Sailboat Charters

Book online
$125.00 - $1,599.00

description: 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...

Private Food Tour

Food Tours Hilton Head

Book online
$695.00

description: Customize Your Tour! Duration 3 hours What's Included: - A private luxury SVU pickup for 6 - A knowledgeable tour guide About This tour is made especially for you. After you book the tour, our tour guide will contact you...

Adopt-a-Nest

Coastal Discovery Museum

Book online
$25.00 - $75.00

description: About Adopting a Loggerhead Sea Turtle nest will provide the Coastal Discovery Museum’s Sea Turtle Protection Project with important funds to help support the educational portion of the project and the sea turtle exhibit at the...

Dolphin & Nature Tour

Dolphin and Nature Tours

Book online
$5.95 - $33.95

duration: 90 minutes max_age: 99 description: Rates - Adults (Ages 12 and up) - $33.95 - Child (Ages 2-11) - $18.95 - Wee One (Children under 2) - $5.95 ___________________________________ Duration 1.5...

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.

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...

Forts of Port Royal

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *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...

Heritage Tour

Gullah Heritage Trail Tours

Book online
$25.00 - $49.00

description: *Gullah people are known for preserving more of their African linguistic and cultural heritage than any other African-American community in the United States.* ___________________________________ Duration 2.5 hours...

Indigo Tie Dye Party

Coastal Discovery Museum Hilton Head

Book online
$15.00

description: Come and join in the tie dyeing fun! Twist, twirl, tie, and dye with natural indigo dye. Why indigo dye? In 1739 Eliza Lucas Pinckney’s experiments with the indigo plant resulted in a very profitable cash crop for South Carolina...

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...

Carolina HydroFly Parties

Carolina Hydrofly

Book online
$800.00 - $1,600.00

description: Private Party About Enjoy a 4 or 8 Hour Group Lesson. Can have up to 8 people (Half day) & 16 people (Full day) in your party. - Includes 10 minutes of instruction time, fuel, life jacket, and helmet **What's Included** ...

13 Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$102.18 - $243.23

description: Enjoy miles and miles of scenic bike paths Duration 13 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...

Private Charter to Daufuskie

Daufuskie Difference

Book online
$350.00

meeting_point: Hilton Head description: Now Offering Private Boat Charters for Hilton Head Island. Get outside and enjoy a Dolphin Nature Cruise, Brunch or Lunch, or any of our other great Charter Options.

Limited Edition T-Shirts

Historic Mitchelville Freedom Park

Book online
$15.00

pricing: $15 description: Juneteenth Limited Edition T-Shirts

Sunset Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$59.75 - $315.00

duration: 2 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked. If rain or weather does not allow us to get out, we reschedule or refund(up to you). meeting_point: Broad Creek Marina - End of wooden pier, at sign, over the...

Nine Day Electric Bike Rental
Book online
$295.00

duration: 9 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...

Two Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$35.00 - $120.00

description: Electric Bike Rental Duration 2 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...

Ten Day Bike Rental

Wheelz of Hilton Head

Book online
$65.00 - $130.00

description: Ten Day Bike Rental Rates Duration 10 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...

Gullah Celebration Cruise

Vagabond Cruise

Book online
$90.00

duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 80 passengers description: Join us for an extraordinary experience aboard the exquisite Spirit Of Harbour Town, as we embark on a captivating journey this year. Indulge in the...

19' Stingray Rental

H2O Sports

Book online
$325.00 - $750.00

duration: 2-6 hour rentals 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: Boat holds 6...

Six Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$50.00 - $250.00

description: Electric Bike Rental Duration 6 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...

Canvas Tote Bag

Historic Mitchelville Freedom Park

Book online
$30.00

pricing: $30 description: Canvas Tote Bag

DIG Mitchelville Archaeology Camp

Historic Mitchelville Freedom Park

Book online
$10.00 - $150.00

duration: June 22–26 | 8:30 AM–1:30 PM daily cancellation_summary: No Cancellations Available min_age: 13 max_age: 18 group_size: Max 20 Campers description: What did freedom look like — and what did it leave behind? At Dig Mitchelville...

Marriott Vacation Club Dolphin Eco

meeting_point: Hilton Head Island, SC description: Outside Hilton Head’s Dolphin Eco Tour is one of the most popular tours on Hilton Head Island, providing an unforgettable experience for nature lovers, families, and anyone looking for a fun and...

Guided Paddleboard Tour

duration: 1 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! description: H2O Sports is thrilled...

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...

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...

Parasailing

Island Head- Hilton Head Harbor

Book online
$29.99 - $999.00

meeting_point: Hilton Head Harbor description: *High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $95 **Observer (All Ages):** $49 ___________________________________ ...

Blue Crab Discovery

Coastal Discovery Museum Hilton Head

Book online
$10.00 - $90.00

duration: 1.50 description: *Explore where Atlantic Blue Crabs live, how they impact local communities, and why the Lowcountry enjoys and protects this food source!* ___________________________________ Duration 1.5...

Bike Rental • Two Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $80.00

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...

Happy Hour Cruise

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane pricing: $75 per adult (adults only) description: Set sail for the perfect start to your evening with Outside Hilton Head’s adults-only Happy Hour Cruise aboard...

Sunset Fireworks Sail

Salt Marsh Sailing

Book online
$479.00 - $599.00

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

Sunset Dolphin Cruise

Island Life Rentals and Tours

Book online
$55.00 - $660.00

duration: 2 Hours group_size: 12 - 14 Max description: What could be more peaceful and romantic than a beautiful sunset cruise on the calm evening waters around Hilton Head Island. Share this experience with your loved ones and create memories to...

PB Palmetto Bluff Biking The Bluff

duration: 2 Hours meeting_point: Palmetto Bluff, Bluffton pricing: Starting at $70 per Guest description: *Palmetto Bluff is a bicyclists paradise!* Take a bike tour through Palmetto Bluff’s 20,000 acres, which include historic architecture...

Private Sunset & Fireworks Cruise - 12p

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...

Inshore Fishing Charter

Gone Fishing HHI

Book online
$500.00 - $600.00

description: 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...

Gingham Tablecloth, Bibs & Wipes
Book online
$12.95

Lowcountry Lunch Cruise (Inside 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...

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...

12 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...

Betty

Slow Rides LLC

Book online
$300.00 - $5,000.00

description: 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. ...

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

Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $950.00

description: This trip is great for kids or anyone who wants a little taste of Lowcountry fishing! **If you don't see a time on the calendar that works for you, text us at 843-422-5438 to see if we can accommodate you!** Duration 2 to 6...

PB Family Fishing - 6 Passenger
Book online
$225.00 - $895.00

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...

Learn to Sail Adventure

Otter Sailing Adventures LLC

Book online
$600.00

duration: 3.5 hours or more group_size: maximum of 6 description: Duration 3.5 hours About Experience the thrill of learning to sail on our Catalina 275 Sport, the perfect boat for learning keel boat sailing for the first time or honing your...

PB Heritage Shuttle

meeting_point: Palmetto Bluff description: 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.

Sunrise Beach Photography

Island Life HH Photography

Book online
$225.00 - $775.00

duration: Up to 60 minutes cancellation_summary: Full refund if we cancel due to weather; no refund or discount for late arrival meeting_point: 55 Starfish Dr, Hilton Head Island, SC 29928 description: Get your photo taken on the beautiful Hilton...

St. Patrick's Day Cruise

Island Head - Broad Creek

Book online
$99.00

duration: 10 Hours (2 Hour Boat Ride Each Way) 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: Enjoy St. Patricks Day in...

Beach photography Mini Shoot

Island Life HH Photography

Book online
$199.95 - $249.95

duration: 10–15 minutes cancellation_summary: Full refund if photographer cancels for weather; rescheduling attempted first. meeting_point: 55 Starfish Dr, Hilton Head Island, SC 29928 description: If you are looking for a photoshoot but don’t...

Pontoon Boat Rental

Timberlake Marina

Book online
$300.00 - $960.00

duration: 8.5 Hours min_age: 23 group_size: Maximum capacity is 12 people or 2,200 lbs. description: There’s nothing quite like a day on Lake Murray—wide open water, sunshine reflecting off the surface, and miles of shoreline waiting to be...

Two Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$40.00 - $200.00

description: Rent with us! Duration 14 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...

Private Lesson with Ed Brill

Palmetto Dunes Golf Academy

Book online
$110.00

description: 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...

SC Pimento Cheese Festival- Vendor
Book online
$30.00 - $125.00

duration: 8 hours meeting_point: 6071 St Andrews Rd, Columbia, SC 29212 description: With over 2,500 in attendance in our 1st SC Pimento Cheese Fest last year, we believe this year will be bigger and better! Promote your business in front of the...

Hilton Head Airport Drop-off

Island Head Transportation

Book online
$230.00 - $350.00

duration: 1 Hour group_size: Up to 14 passengers description: End your trip with a smooth and stress-free departure using our private Hilton Head Airport drop-off service. Accommodating up to 14 guests, our comfortable transportation offers plenty...

Eight Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $275.00

description: Electric Bike Rental Duration 8 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...

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...

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...

Electric Bike Hourly Rental (Walk Up)

Island Life Rentals and Tours

Book online
$50.00 - $60.00

duration: 1-6 Hours description: *Perfect for your day exploring around Hilton Head!* Additional Rates - **Basket** - $1.00 - **Helmet** - $5.00 - **Lock** - Free - **Pick Up** - Free *All rentals must be returned within designated rental...

Mixology and Tapas Tour

Food Tours Hilton Head

Book online
$79.95

description: *The Island's Tastiest Experience!* Duration 2 hours and 30 minutes What's Included: - All drinks at each stop - Tasty tapas at each stop About Take a bite out of the island! Do something new, fun and exciting! If you...

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...

Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $40 **Tandem Kayak:** $75 ** ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About Come...

Time Flys

Palmetto Lagoon Charters

Book online
$555.00 - $1,275.00

meeting_point: Shelter Cove Harbor, 17 Harbourside Ln, Hilton Head Island, SC 29928 (Dock H, Slip 3) description: We’re proud to welcome a classic back into the family — a beautifully restored 1993 Silver King 18, perfectly paired with a 2023...

Two Day Golf Cart Rental

Wheelz of Hilton Head

Book online
$345.00 - $525.00

description: Golf Cart Rentals! Duration 2 days Please Note * Golf Cart Rentals CANNOT be delivered * Must be picked up at our location * Golf Carts need to stay within a 4 mile radius of our location. * Golf Carts cannot be booked online...

Island Explorer

Hilton Head Helicopter Tours

Book online
$149.00

description: This breath-taking helicopter tour flies over Hilton Head Island and the surrounding beaches, offering aerial views of Harbour Town Lighthouse, South Beach Marina, Shelter Cove Marina, Coligny Beach and the Broad Creek marshlands...

Baby Gear Rental • Six Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $175.00

description: Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 6 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and...

SCM - Witches on the Water
Book online
$15.00 - $175.00

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...

Lowcountry Reptiles

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *The Locals You Haven't Met, Get to Know Your Reptile Neighbors!* ___________________________________ Duration 1 Hour ___________________________________ About This indoor program introduces you to some Lowcountry locals you...

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...

PB Private Outback Excursion - 12 passenger

description: 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...

Hilton Head -> Daufuskie Island Daily Round Trip Ferry
Book online
$10.00 - $99.00

duration: 45 Minute Ferry Time Each Way 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: Hilton Head -> Daufuskie Island...

Four Hour Inshore/Nearshore Fishing Trip

Hilton Head Island Tours

Book online
$605.00 - $655.00

description: *Four Hour Inshore Fishing Trip* ___________________________________ Rates **Up to Four Guests** - $545.00 **Five Guests** - $575.00 **Six Guests** - $595.00 ***All ages welcome! | Maximum of 1200...