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2026 Activities Guide

Bright and inviting condo w/ shared pool...

Carolina Place 3416Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make memories of a lifetime in this adorable home overlooking the lagoon waters of Hilton...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Best Surf Fishing Gear for 2026

Once you have your coastal recreational fishing license in hand, it’s time to start thinking about gear. Anglers will find tons of options when it comes to equipment for casting into the surf, from custom designed rods and reels at local...

2nd-floor home with screened balcony, on...

Beachside 229Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book the vacation of a lifetime with this serene Sea Pines home! Along with breezy outdoor living...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Historic Mitchelville Freedom Park

Mitchelville Freedom Park is a deeply meaningful and historically rich destination that offers both a scenic natural setting and a powerful connection to America’s past. Located on the northern end of the island near Port Royal Sound, this...

Beautifully remodeled villa w/ WiFi, inv...

Tennismaster 303Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

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

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 10 people. - No pets allowed. - We are unable to provide life jackets for kids under 90 lbs. - All of our vessels are 50 Horsepower. - No anchors...

Two Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$100.00

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...

Private Sunset Sail and Dolphin Watch on Knot The Office
Book online
$350.00 - $465.00

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 6 people accessibility: Limited Handicap accessibility, Please call us to ensure...

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...

Eight Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$1,200.00

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 Charter can...

SCM PVT Dolphin Eco 6p

*Our Most Popular Boat Trip!* --- Description Explore the marsh and search for the infamous Atlantic Bottlenose Dolphin... Join us for a tour on Broad Creek watching for birds and dolphins in the salt marsh ecosystem. Explore Broad Creek...

Hilton Head Yacht Cruise

Salt Shaker Charter LLC

Book online
$3,750.00 - $6,600.00

duration: 4 - 8 Hours meeting_point: 1 Shelter Cove Ln, Hilton Head Island, SC 29928 group_size: Maximum 12 people description: Your Cruise, Completely Customized! At Salt Shaker Charter, every cruise is tailored to you. From intimate getaways to...

Three Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$480.00

Duration 3 Hours ___________________________________ About Catch sharks, other species, might catch some nice fish and see dolphins. (We have 27 different species of sharks in the Hilton Head waters so you never know what kind you will catch....

Baby Gear Rental Package • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$165.00 - $210.00

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...

BBQ Dinner Train

The South Carolina Railroad Museum

Book online
$45.00

duration: +/- 2.5 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: This event is held select Saturdays, April-September. Guests enjoy a narrated 5-mile trip through the Fairfield County countryside to our...

Fireworks Cruise

BC2 - Island Head

Book online
$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

Shark Fishing Trips

Top Shot Sport Fishing

Book online
$500.00

Rates - 3 hour Trip- $500

Sweetgrass Basket Workshop

Coastal Discovery Museum Hilton Head

Book online
$80.00

*Learn traditional basket making from an expert!* ___________________________________ Duration 2 Hours ___________________________________ About Learn about the history of the Sweetgrass basket, one of the Lowcountry’s best-known art...

Bachelorette Booze Cruise Party

Unwritten Charters LLC

Book online
$1,200.00

Enjoy a Private Cruise for that special event! Duration 4 Hours About Is the stress of planning your big day getting to you? Why not get together with all of your friends on a private cruise around Charleston Harbor on one of our luxury...

Merchandise

Carolina Hydrofly

Book online
$1,200.00

Black & Blue Fishing Charters

Black & Blue Charters

Book online
$425.00 - $1,700.00

Black & Blue Duration & Rates **Three Hour Fishing Charter** - $625.00 *Will catch mostly sharks* **Four Hour Fishing Charter** - $750.00 *Most popular for families* **Five Hour Fishing Charter** - $900.00 *Catch your Lunch!* **Six Hour...

Penguin Encounter

Bee City Zoo

Book online
$250.00 - $275.00

Duration 20 min encounter About Our ambassador is Penguin This encounter will include a photo with your ambassador, however no admission tickets are included with this encounter. Admission tickets to be purchased at $19.00 per person.

One Week Fishing Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

Light Tackle Rod for use in the lagoon system

PB Palmetto Bluff Pedego Bike Tour

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 trails that automobiles can’t get to. Enjoy a...

Daylight Bike Rental

Wheelz of Hilton Head

Book online
$20.00 - $45.00

Half Day Bike Rental Rates Duration 4 hours 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...

Short Game Clinic

Palmetto Dunes Golf Academy

Book online
$50.00

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 trap than in the rough. 5:1 ratio. Reservations...

Kayaking & Coffee

Lowcountry Watersports

Book online
$49.00 - $98.00

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 min_age: 5 description: Let our experienced...

Playing Lesson

Palmetto Dunes Golf Academy

Book online
$49.00 - $98.00

Duration & Rates - 2 hours - Price varies. Please call to get pricing. About Play with the Pro & learn as you go. Videos, photos & instruction notes are included. - When: Seasonal - by appointment only & course availability - Where: TBD - Ages...

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...

Dolphin Eco Tour

Captain Moto Adventures

Book online
$325.00

Duration 2 Hours About Not just your everyday dolphin tour. This is a private tour for the family. Learn about the local ego system and see dolphins. What to bring - BYOB - Sunglass - Sunscreen *No spray lotion* - Appropriate clothes...

Hilton Head Sunset Cruise (2 Hours)

Hilton Head Boat Charters

Book online
$335.00 - $799.00

duration: 2 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: Experience the very best that the waters of the...

Fishing Charter

Top Shot Sport Fishing

Book online
$650.00 - $1,650.00

Rates - 4 hour Trip- $650 - 5 hour Trip- $750 - 6 hour Trip- $900 - 8 hour Trip- $1200 - 10 to 12 hour Trip- $Please call to book

Private Fireworks Paddle
Book online
$55.00 - $110.00

Three Hour Private Inshore Charter

max_age: 99 group_size: Up to 6 guests description: Spend a day fishing Hilton Head Island waters with Captain John aboard the Sweet Pea, a 29 ft World Cat outfitted with modern electronics, tackle and an enclosed head for comfort. This inshore...

Baby Gear Rental • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $100.00

duration: 1 Day 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 drop...

Parasailing

Island Head- Hilton Head Harbor

Book online
$49.00 - $999.00

*High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $95 **Observer (All Ages):** $49 ___________________________________ Duration 1 hour and 30...

Heritage Tour

Gullah Heritage Trail Tours

Book online
$25.00 - $49.00

*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...

Two Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$63.99 - $79.99

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

North Pole Express

The South Carolina Railroad Museum

Book online
$17.00 - $22.00

duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Come visit Santa on our annual holiday ride. Santa walks through the train and comes to you. No lines! The ride lasts about 90 - 120 minutes, or...

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...

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...

Lighthouse Tour

Hilton Head Helicopter Tours

Book online
$369.00

duration: 40 Minutes cancellation_summary: Cancellations are accepted up to 24 hours before the scheduled tour. description: Come see this magnificent fort, beaches and property from the air! - Along the way you will see old lighthouses...

One Week Surfboard / Paddleboard Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99

Rate 7 Day Rental: $149.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration One Week (7 Days)

Baby Gear Rental Package • Two Days

Lowsea Bike, Beach and Baby Rental

Book online
$165.00 - $210.00

Don't pack it, Rent it! Affordable Baby Gear packages to meet your vacation needs! Duration 48 Hours About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...

Afternoon Half Day Sail Trip On Seas the Moment - Our Newest Boat
Book online
$1,203.60 - $1,450.00

duration: 4 Hour 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 we can...

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...

Hilton Head Seafood Festival Daufuskie Island History Experience

Step Back in Time on Daufuskie Island Tucked between Hilton Head and the mainland, and accessible only by boat, Daufuskie Island is often described as “the other side of the river” — a hidden gem where time seems to stand still. This...

Beginners Rowing

Hilton Head Island Recreation Association

Book online
$100.00

duration: 4 Weeks • 1 Day Per Week meeting_point: Rowing and Sailing Center min_age: 12 max_age: 18 group_size: Up to 12 Campers description: Learn the basics of rowing. We use 1-4 person shells (boats) and will teach participants basic sculling...

Sunset Cruise

Carolina Breeze Charters

Book online
$275.00 - $350.00

duration: 2 and 3 hour options meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Experience the magic of Hilton Head Island at the most breathtaking time of day—sunset—aboard...

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.

Sweet Surprise Treat Tour- Feb 18 - March 4

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

Santa Elena Society

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

*Donate Today!*

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...

Community Workshop- Bird Silhouettes
Book online
$35.00 - $45.00

HHI: Tales Through Time

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

*Learn about island history from an expert!* ___________________________________ Duration 1 Hour ___________________________________ About Hilton Head Island has been visited and inhabited for over 4,000 years—from the earliest Indigenous...

Private Food Tour

Food Tours Hilton Head

Book online
$695.00

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 and find out...

Three Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$60.00 - $300.00

Rent with us! Duration 21 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments

Three Day Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$15.00 - $60.00

duration: 3 day bike rentals cancellation_summary: NO REFUNDS OR RAINCHECKS meeting_point: your address description: Bike rentals for a three day period. (Example: you rent the bikes on monday, they are due back thursday morning) what_is_included...

Frisky Dessert Cocktails Class

Hilton Head Distillery

Book online
$95.00

Shaken, stirred, and brimming with romance! Whether you're celebrating Valentine’s Day with your special someone or toasting with your Galentine’s crew, our Romantic Dessers Cocktail Class is the perfect way to sip, savor, and celebrate love...

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...

Beach Discovery Walk

Hilton Head Island Recreation Association

Book online
$5.00 - $24.00

duration: 1.5hrs meeting_point: Fish Haul Beach Park group_size: Up to 25ppl description: Explore the amazing beach front eco-system from the tides to the shoreline and all the creatures that call this home!  You’ll be amazed by what we...

Six Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$800.00

Duration 6 Hours ___________________________________ About Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, Cobia, Sharks! 6hrs gives us time to target a couple different species, more fishing time, more spots...

One Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$20.00 - $100.00

Rent with us! Duration 7 days About Forest beach surf & cycle is your source for Hilton Head Island bike rentals. We have bikes for kids and adults of all ages, sizes and skill levels, as well as specialty bikes and attachments

SCM PVT Shark Tooth 12p

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 treasures. Great for...

Private Lesson with Dustin Hayes

Palmetto Dunes Golf Academy

Book online
$90.00

About Dustin Hayes - Dustin has a friendly and fun personality - Trained by the award-winning Palmetto Dunes Golf Academy Staff - Excellent with juniors and adults - Ohio All State Champion About the Palmetto Dunes Golf Academy The Palmetto...

Kids Summer Splatter-Paint Camps

Color Me Greenville

Book online
$225.00

duration: 30 mins meeting_point: 50 Liberty Ln., Greenville, SC 29607 description: Kids Summer Splatter-Paint Camps

Awendaw Passage of Palmetto Trail Hike

Nature Adventures Outfitters

Book online
$30.00 - $35.00

duration: 2.5 hours cancellation_summary: Can Cancel up to 24 hours in advance for a full refund, Within 24 hours of the event there will be a $20 rebooking fee on any rescheduled tours. Tours cancelled by Nature Adventures Outfitters due to...

Family Fishing Session

Catmandoo Sport Fishing

Book online
$30.00 - $35.00

Duration 2-6 Hours Rates **Private Session:** 2 Hour Trip - $395* 3 Hour Trip - $495* 4 Hour Trip - $650* 5 Hour Trip - $850* 6 Hour Trip - $995* *Prices are for up to 4 passengers. We can take up to 6 people on our shorter trips(2hr&3hr...

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...

PB Private Freshwater Kayak Fishing

*We have pioneered kayak fishing on the east coast!* ___________ About This is one of the fastest growing sports and is offered in the Inland Waterway Trails at Palmetto Bluff. The Hobie Pro Angler kayaks allow access to areas where powers...

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...

Super SUP Rentals

Saluda Lake Landing

Book online
$60.00 - $200.00

duration: 2 hrs, 4 hrs, or Full Day cancellation_summary: Cancellations made 48 hours or less before your rental time are non-refundable. We appreciate your understanding and look forward to seeing you on the water! meeting_point: 605 Motor Boat...

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. ...

Fireworks Cruise

Island Time Charters

Book online
$425.00

Duration 2 Hours About This Fireworks Cruise provides a front row seat to one of our Island's most popular events! Enjoy the sunset while dolphin watching and taking in the beauty of the salt marsh ecosystem then stay on board with the best...

2 Hour Fishing Charter

Awesome Adventure Charters

Book online
$410.00

Great Option for Families With Small Children or Novices Who Would Like to Give Charter Fishing a Shot! Duration 2 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or enjoying the scenery while fishing...

Dolphins & Donuts

Lowcountry Watersports

Book online
$10.00 - $49.99

duration: 1.5 Hours cancellation_summary: Cancellations are allowed 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 group_size: 48 description: Start your morning...

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...

PB Private Daufuskie Island Tour - 16 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...

Six Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

Enjoy miles and miles of scenic bike paths Duration 6 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 ...

Ultimate Dolphin Experience

Lowcountry Watersports

Book online
$16.95

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...

Private Dolphin Tour

Lowcountry Watersports

Book online
$329.00

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 group_size: Maximum 6 people description: Embark on...