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2026 Activities Guide

Charming Townhome with Golf Course View,...

Shipmaster 901Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to an striking beach or golf hideaway located in Shipmaster Villas within Shipyard...

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

Comfortable condo with shared pool, tenn...

Greens 202Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal escape in Hilton Head, SC! This appealing and thoughtfully updated condo in...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
The 7 Best Beach & Fishing Coolers 2026

Nothing beats an ice-cold beverage while relaxing on the beach. Nothing is worse than reaching for an icy drink and finding your cans swimming. Coolers are essential for family days on the sand. A good modern cooler will keep food and drinks fresh...

Updated Villa w/ central A/C, & a Shared...

Tennismaster 505Our 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
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $900.00

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 hours 2 hour...

Civil War Era

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $50.00

*Find out how the soldiers of the Civil War spent their time on the island!* ___________________________________ Duration 1 Hour ___________________________________ About During the Civil War, Hilton Head Island played a crucial role as the...

Otter Island Sailing Adventure

Otter Sailing Adventures LLC

Book online
$700.00

An all day private sailing adventure! Duration 8 hours About An all day private sailing adventure with an incredible destination, the remote and uninhabited Otter Island with miles of beach that you often have all to yourself. The...

Pilates on the Water x HHI Pilates Club

duration: 1 Hour meeting_point: Broad Creek Marina description: An exclusive one-day event hosted by HHI Pilates Club, led by @trainwithlexi. Enjoy a 60-minute pilates session on the water aboard Bonjour. what_is_included: Mats will be provided.

Yellow Moke Rental At Old Town Bluffton Inn
Book online
$300.00 - $1,450.00

The best way to travel around Hilton Head! Duration Daily & Multi-Day Rentals About Leave your family car behind and rent a Moke for the day, weekend, or your entire vacation! Experience the open air while shopping, visiting friends or just...

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...

Private Dolphin Encounter - Two Hour

Island Life Rentals and Tours

Book online
$45.00 - $540.00

duration: 2 Hours group_size: 12 - 14 Max description: Every trip is a unique experience. Dolphins abound in the Hilton Head waters, and you'll enjoy the thrill of seeing them up close aboard Island Life's safe, comfortable boats. Our experienced...

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...

4 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$24.00 - $175.00

duration: 4 Days description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available...

Old Town Bluffton

Flip Flop Charters

Book online
$725.00 - $850.00

Explore Calhoun Street! Duration - 3 hours - 4 hours About Avoid the bridge and cruise up the May River to Old Town Bluffton. We’ll dock at the Calhoun street dock at the beautiful Wright Family Park. From there you can take a short walk up...

Public Sailboat Charter

Charleston Sailboat Charters

Book online
$125.00 - $1,599.00

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 discover why the...

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...

Shark Fishing

Blue Pearl Marine Dolphin Tours

Book online
$400.00 - $450.00

Rates **Private Charter (up to 6 people):** $400 for 1 - 4 anglers $450 for 5 - 6 anglers 1 - 4 Anglers Recommended For Comfort Reasons. 1000lb weight limit for entire party. 6 angler max. ________________________________ Duration 3...

Sunset & Fireworks Tour

duration: 2.5 hours cancellation_summary: All reservations are subject to our 24 hour cancellation policy! group_size: Up to 12 people description: Experience the Magic of Summer Nights! Every Tuesday, Harbour Fest lights up the sky -- and there's...

Four Hour Private Inshore/Nearshore Charter

*Great fishing inshore to nearshore!* ___________________________________ Rates **Private Charter (All Ages | For up to 6 guests):** $750 About Our Hilton Head Island waters provide some of the best fishing in the world! Depending on the...

Heritage Garden Tour

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

Duration 1 hour and 30 minutes ___________________________________ About All ages welcome but not a Family Friendly program. More geared towards adults but kids that are interested in plants/gardening/nature will enjoy. Take a walk...

SeaFood Fest Adventure Camp

Hilton Head Island Recreation Association

Book online
$100.00

duration: 2 days • 3 hours per Day meeting_point: Rowing and Sailing Center min_age: 7 max_age: 14 group_size: Up to 20 Campers description: Under the guidance of two Master Naturalists, children will explore the delicate balance of our...

Sunset Cruise

Captain Moto Adventures

Book online
$350.00

Join us for a sunset on the water! Duration 2 Hours About Join us for a beautiful sunset cruise. The boat confortable seats 6. All ages and families welcomed on this private charter. What to bring ...

Fish Printing

Port Royal Sound Foundation

Book online
$15.00

Great for all ages! Duration 1 Hour About Come to the Maritime Center to decorate your own reusable bag using fish stamps!

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

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...

Bonjour Private Charter

BC2 - Island Head

Book online
$550.00 - $5,500.00

duration: 1-10 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 35 People description: Bonjour – Hilton Head’s Premier Charter Boat Step aboard Bonjour, Hilton Head’s newest and most luxurious charter boat, built...

Private / Dolphin Strand Feeding Expedition

Dolphin Discoveries Hilton Head

Book online
$395.00 - $445.00

duration: 3 Hours cancellation_summary: We have a 48 hour cancelation policy. If rain or weather does not allow us to get out, we reschedule or refund(up to you). meeting_point: Broad Creek Marina - Hilton Head, SC | Meet at the end of the wooden...

Powerboat Dolphin and Monkey Adventure

Otter Sailing Adventures LLC

Book online
$300.00

duration: 2 hours meeting_point: Saint Helena Island SC (exact location will be emailed) description: Hop on our 17’ Boston Whaler powerboat for an amazing low country adventure where we explore the creeks and rivers of the Saint Helena Sound...

12 Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$94.32 - $224.52

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

Alligator & Wildlife Tours
Book online
$22.00 - $350.00

duration: 1 hour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Fish Island Sea Pines Forest Preserve group_size: Up to 12 passengers description: Join us on a 1-hour guided tour of the...

Two Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$35.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miles of bikes paths.

Bare Boat Rental without a Captain - Full day 9am to 6 pm, No Overnight Stay

*Bareboat Sailboat Rental With out a Captain* Full day sail, bring your own Captain Duration 9 AM - 6 PM

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...

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. ...

2-hour Afternoon Sail and dolphin watch Seas The Moment - Our newest boat

*Afternoon Sail* Generally a breezy afternoon leading to some of our most exciting sailing all day. Come and experience true sailing without running the motor. Take the helm and help with handling sails if you desire, but either way, kick back...

Hilton Head Yacht - Dinner Cruise

Hilton Head Yacht Charter Company

Book online
$465.00 - $675.00

A gourmet meal & sunset cruise aboard Top Shelf is an unforgettable experience. Imagine a luxury yacht, designed for ultimate entertainment, slipping through the waveless waters of Calibogue Sound. You and your guests will experience all that the...

Solaris - Afternoon Sightseeing Cruise (7 to 10 passengers)

duration: 2 Hours meeting_point: Hilton Head Island group_size: For 7 to 10 passengers description: Customize a luxurious charter aboard Solaris today! **Our private charters accommodate seven to ten passengers, ensuring an intimate and...

Luxury Pontoon Rental
Book online
$315.00 - $815.00

This pontoon offers spacious dual captain's chairs, comfortable sofa-style seating and enhanced style. Can accommodate up to 12 passengers. Includes: -Cooler -Bluetooth Radio

Public Tours

Oh Snap

Book online
$15.00 - $20.00

Let's Adventure! Duration 45 Minutes About Come enjoy our incredible selfie museum with friends and family!

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...

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...

PB Heritage Shuttle

Roundtrip shuttle from Palmetto Bluff to Harbour Town by boat for the Heritage Golf Tournament. Please call Reservations at 843-686-6996 for private options. Limited spots available.

Private Lesson with Clark Sinclair

Palmetto Dunes Golf Academy

Book online
$130.00 - $650.00

About Clark Sinclair, Director of Golf Clark Sinclair has been a member of the Palmetto Dunes staff since 1983 and has been teaching since 1986. He is a graduate of Presbyterian College. Clark especially enjoys using video analysis as a teaching...

Cake Decorating

Color Me Greenville

Book online
$50.00 - $450.00

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

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...

Stand Up Paddle Boarding Tour

Hilton Head Island Recreation Association

Book online
$40.00

duration: 1.5 hours meeting_point: Rowing and Sailing Center description: Your 1.5hr stand up paddle board trip will explore the marshes of Skull Creek. An educational Lowcountry experience learning and working with the tides, oysters, and...

Glow in the Dark Splatter Party! - Deluxe
Book online
$50.00 - $695.00

duration: 1.5 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 Max pricing: Prices start at $375 for parties description: It’s your invite to light up the night and vibe out with your crew! Experience the...

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...

3 Hour Evening Shark Trip

Black & Blue Charters

Book online
$625.00

*3 Hour Evening Shark Trip* Duration 3 Hours About Evening shark fishing in calm waters. Great trip for kids.

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...

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

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...

3/4 Day Fishing Trip

BackCountry Light Tackle & Fly

Book online
$685.00

Duration 6 Hours About Light Tackle and/or Fly Fishing Experience Explore more localized waters from the Departure Boat Ramp! 375 lbs maximum (all passengers): - 2 Adults - 1 Child, 1 Adult - 1 Adult

Two Week Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$2.00 - $448.00

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...

2.5 Hour Hilton Head Guided Boat Tour

Bluewater Adventure - Hilton Head

Book online
$115.00 - $149.00

Rates - Adults - $135 - Children - $115 - Fireworks Tour every Tuesday night - $135 ___________________________________ Duration 2 hours and 30 minutes ___________________________________ Guided boat tours offered daily! Adventure...

Daufuskie Island History & Artisans Excursion

*Catch a glimpse into Lowcountry history!* --- Description This 4.5-hour Daufuskie Island trip provides a glimpse into a fascinating chapter of Lowcountry history on the undeveloped side of the island. Visit several one-of-a-kind places...

Memberships

Coastal Discovery Museum

Book online
$100.00 - $1,000.00

All Members Receive Invitations to members-only seasonal programs Invitations to exhibit openings Advanced notice of upcoming events and lectures Monthly membership bulletin Discounts in the Museum Store $100 Supporting Membership Coastal...

Eight Day Bike Rental

Wheelz of Hilton Head

Book online
$55.00 - $110.00

Eight Day Bike Rental Rates Duration 8 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect getting around...

3 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 Days description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available...

Nature Hike

Port Royal Sound Foundation

Book online
$10.00

Join us for a 1.5 mile exploration hike! Duration 1.5 Hours About Meet at the Maritime Center and enjoy a nice morning hike! This Naturalist-led hike is roughly 1.5 miles through maritime forest and salt marsh. Ages 3 & up What to...

Half Day Flats Fishing (4 Hrs)

Green Heron Adventures

Book online
$550.00

Duration 4 Hours About Flats fishing trips are perfect for anglers looking to sight fish with both fly rods and/or light tackle. Year round, the majority of these trips target red fish (red drum) in shallow mud/sand flats and creeks...

12 Day Rental

Island Life Rentals and Tours

Book online
$48.00 - $335.00

duration: 12 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...

Bonfires & Weenies at The Landing

Saluda Lake Landing

Book online
$48.00 - $335.00

duration: 3 hours max_age: 101 group_size: 200 description: ???????? Bonfires & Weenies Season Is Almost Over! ???????? We’ve got TWO more cozy weekends left before we close for the season — so if you haven’t made it out yet, now’s the...

Beach Gear Rental • Four Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Everything you need for a fun and comfortable day at the beach! Duration 4 Days About - Free delivery and pickup - Beach gear is delivered the morning after check-in and will be picked up the night before check-out no later than 5PM. ...

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...

HH Seafood Festival: Private Fireworks Cruise: Up to 6 guests

Enjoy an evening on a private sunset dolphin cruise from Shelter Cove Marina and watch the firework display from the best seat in the house. Six, Twelve and Sixteen passenger boats available. Departing Saturday February 26th from 5-7pm All ages...

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...

Parasailing

H2O Sports

Book online
$95.00

duration: 8-10 minutes per parasail ride • Up to one 1 hour for entire trip 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...

Shark Fishing

Reel Native Fishing Charters

Book online
$475.00

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

Fishing Charter - Kahuna

Native Son Adventures

Book online
$365.00 - $1,260.00

Duration 3 to 8 Hours About In-Shore and Near-Shore Fishing. The most stable adventure vessel on Hilton Head Island! The 26 foot Glacier Bay catamaran is the cream of the crop! He does it all, so let’s go have some fun! Bean bags lots...

Private Dolphins & Daufuskie Island Stop Tour

duration: 2 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 an...

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...

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...

PB Family Ski Day
Book online
$245.00 - $1,290.00

*Certified instructors will show you the ropes on this 2 1/2 hour program! Ski, tube, wakeboard and kneeboard.* _________ About Cruise from Palmetto Bluff back to our favorite ski grounds and learn how to water-ski, wakeboard, kneeboard, or...

Four Week Rental (Walk Up)

South Beach Bike Rentals

Book online
$220.00 - $524.00

Enjoy miles and miles of scenic bike paths Duration 4 Weeks 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 ...

Frisky Dessert Cocktails

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...

1 Week Rental (Walk Up)

Island Life Rentals and Tours

Book online
$33.00 - $235.00

duration: 1 Week description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available...

6 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 Days description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours self pick up and drop off available...

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*

Private / 3 Hour Rental w/ Captain

Dolphin Discoveries Hilton Head

Book online
$270.00

duration: 3 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: We recommend 8, if more please call. accessibility: Boats take 2 steps...

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...