- Air Tours
- Bike Rentals
- Biking
- Boat Rentals
- Boat Tours
- Educational Activities
- Fishing
- Fishing Charters
- Hiking Spots
- History
- Jet Ski Rentals
- Kayak Rentals
- Kayak Tours
- Kayaking
- Kid Friendly Activities
- Nature Spots
- Paddleboard Rentals
- Paddleboarding Lessons
- Paddleboarding Tours
- Parasailing
- Picnicking
- Sailing
- Sailing Tours
- Scenic Spots
- Swimming
- Tours
- Wine and Beer Tours
Breakers 311Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This direct oceanfront condo offers the absolute best vistas on the Island! This home features a...
For families travelling to the beach, or fishermen carrying tackle/coolers, a beach cart can be the best purchase of your vacation. These carts feature extra-wide wheels to move across soft sand, even when loaded. Carts are often built for specific...
You won’t be disappointed in this recent, wall-to-wall remodel!The impressive kitchen features bespoke cabinetry, high-end leathered granite countertops, and new appliances. It comes entirely outfitted with everything you’ll need to prepare for...
Look at an aerial photo of the southern region of Hilton Head Island, and the Sea Pines Forest Preserve will thick out like a vibrant green thumb. This unique parcel of land, which features sand ridges, maritime forest, long wetlands and ponds, and...
Island Club 102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This well appointed two-bedroom property is located on the first floor at Island Club. It...
Coastal Discovery Museum Hilton Head
meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC description: Look, listen, and learn! Kids will love hearing local stories and learning about Lowcountry wildlife and history. Stories are geared towards preschool and lower elementary aged...
H2O Sports
duration: 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 dock! description...
Red Maple Event
A festival to showcase South Carolina's Favorite snack, Pimento Cheese Rates General Admission is Free and $5 Parking Fee per car at Gate Tasting Tickets are **$5 per person** Each Tasting Ticket holder will receive 6 tasting tickets to sample...
Hilton Head Outfitters - Bike Rental
description: Single Kayak 2 Hour Rental: $53.99 ________________________________ Double Kayaks or Canoes 2 Hour Rental: $66.99 __________ Triple Canoe 2 Hour Rental: $79.99
Outside
meeting_point: Hilton Head Island, SC description: *Catch a shark and get out on the water at the same time!* --- There are few things more exciting than hooking a shark! Our three-hour evening shark fishing excursion includes boat, bait...
Island Life Rentals and Tours
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...
May River Excursions
description: ___________________________________ Rates are based on 6ppl **2 Hours** - $300.00 **3 Hours** - $400.00 **4 Hours** - $475.00 *Can take a maximum of 12 people. Each additional person is $35* ___________________________________ ...
Hilton Head Island Recreation Association
duration: 4 Weeks • 1 Day Per Week meeting_point: Island Recreation Center min_age: 8 max_age: 14 group_size: Up to 20 Campers description: This is an after-school program hosted by Outdoor Rec where kids ages 8-14 can receive assistance...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Customize your luxurious destination charter aboard Solaris today! **Our private charters accommodate up to 6 passengers, ensuring an intimate and...
Lowcountry Cowboy Fishing Charters
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...
Hilton Head Island Boat Rentals
meeting_point: 1 Shelter Cove Lane, Hilton Head Island, SC 29928 description: About 22' Hurricane Deck Boat The Hurricane Deck Boat's "Fun Deck" Layout Up to 6 people Max Duration 2-8 Hours
Island Head- Hilton Head Harbor
meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water...
Hilton Head Outfitters - Bike Rental
description: 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.
Hilton Head Outfitters - Bike Rental
description: Three Day Rental Rates: - 16” Kids Beach Bike: $64.99 - 20” Kids Beach Bike $64.99 - 24” Youth Beach Bike: $64.99 - 26” Bike w/ Child Seat: $79.99 - 26” Mens Beach Bike: $64.99 - 26” Unisex Beach Bike: $64.99 - 12...
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...
Sweet Pea Fishing
group_size: Up to 6 guests description: Experience inshore to nearshore fishing around Hilton Head Island aboard the 29ft World Cat "Sweet Pea." Fish for seasonal species such as cobia, bull reds, king mackerel, tarpon, and sharks while an...
Island Life Rentals and Tours
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...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: For 7 to 10 passengers description: Book a luxurious charter aboard Solaris today! **Our private charters accommodate up to 10 passengers, ensuring an intimate and personalized...
Hilton Head Island Recreation Association
duration: 4 days • 3.5 hours per Day meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 min_age: 7 max_age: 15 group_size: Up to 20 Campers description: Join us for an exhilarating 4-day camp combining the thrill...
Hilton Head Helicopter Tours
duration: 8 miles cancellation_summary: Customers will receive a full refund within 48 hours of notice of cancellation meeting_point: 38 Gateway circle HHI,SC 29926 accessibility: Stroller and Wheelchair accessible description: Get ready for an...
South Beach Bike Rentals
description: 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...
Captain Cams Watersports
duration: 4-7 Hours meeting_point: 470 Green Pond Rd, Anderson, SC 29625 min_age: 21 group_size: Up to 6 People description: We run Yamaha VX models. These are very comfortable jet skis that will go about 45 mph depending on the weight of the...
Hilton Head Island Recreation Association
duration: 2 Days per week for 1.5hrs meeting_point: Island Recreation Center min_age: 7 max_age: 14 group_size: Up to 14 Campers description: Home School PE Tuesdays, 12-1:30pm Led by staff of the Preschool and Youth Department, the Homeschool P.E...
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...
BC2 - Island Head
duration: 1.5 Hours meeting_point: Broad Creek Marina group_size: Maximum 12 guests description: An exclusive one-day event hosted by HHI Pilates Club. Enjoy a 90-minute pilates session on the water aboard Bonjour. 100% of the proceeds will be...
Lowsea Bike, Beach and Baby Rental
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...
Coastal Discovery Museum Hilton Head
description: Come and join us for the next Coastal Discovery Museum annual Native Plant Sale in October 4th from 10 am - 1 pm. The sale will take place at the Coastal Discovery Museum on the Honey Horn grounds. Over 90 species of native plants will...
Out Of The Blue Fishing Charters
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...
Otter Sailing Adventures LLC
description: Experience the awe-inspiring beauty of Low Country waterways and the Saint Helena Sound Duration 2.5 hours About Private Sailing Charter - Price Per Group (up to 6) Experience the awe-inspiring beauty of Low Country waterways...
Anchors Away Sailing Charters
meeting_point: Hilton Head Island, SC description: *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...
duration: 4 Hours meeting_point: 50 Shelter Cove Lane, Hilton Head, SC 29928 min_age: 16 group_size: 4/10 pricing: $198 description: Explore Hilton Head’s storied past on a guided e-bike tour to Mitchelville, the nation’s first freedmen’s...
Wateree Marina
description: Single Kayak Rentals What to Bring - Valid Driver's License - Major Credit Card
Longfield Stables
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: Let your little ones experience the joy of horseback riding with our...
Saluda Lake Landing
duration: 2hr min_age: 1 max_age: 101 group_size: 50 description: Get ready to rise from the lake as the undead! Paddle of the Living Dead is a glow-in-the-dark costume paddle where zombies, witches, pirates, and creatures of the night cruise across...
Sweet Pea Fishing
max_age: 99 group_size: For up to 6 guests description: Fish the productive waters around Hilton Head Island with Captain John aboard the Sweet Pea, a fully equipped 29 ft. World Cat. Depending on the season, your trip may target cobia, bull...
Outside
duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane description: Looking for a private memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head is the perfect choice. This 90-minute private tour...
Hilton Head Outfitters - Bike Rental
description: 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.
Glow Bikes Hilton Head
description: Experience the breathtaking beauty of the Sunset Tour on our Glowing Bicycles! Duration 35 minutes About Join us for a mesmerizing 35-minute Sunset Tour while riding on glowing bicycles! Witness the enchanting beauty of Hilton...
Slow Rides LLC
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. ...
Coastal Discovery Museum Hilton Head
description: Camellias are fascinating plants with a rich history. While they are not native to the American continent, they have been part of the southern landscape since the 1700s. Come and learn about the history, diversity, and significance of...
BC2 - Island Head
duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing
Nature Adventures Outfitters
duration: 2 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 weather...
Coastal Discovery Museum Hilton Head
meeting_point: Shelter Cove Marina description: *Boat cruise from Hilton Head to Daufuskie Island* ___________________________________ Duration 4.5 Hours ___________________________________ About Tucked between Hilton Head Island and Savannah...
The South Carolina Railroad Museum
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...
Island Head- Hilton Head Harbor
description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $40 **Tandem Kayak:** $75 ** ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About Come...
Hilton Head Outfitters - Bike Rental
meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: 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...
Dolphin Discoveries Hilton Head
duration: 3 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, above...
Gone Fishing HHI
description: Fish like a local! Duration 4-5 Hours About Our four hour trip, weather permitting, allows us to fish our inshore creeks, or nearshore wrecks and jetties. Common targets are Red Drum, Black Drum, Trout, Flounder, Sheepshead, and...
Best Of Hilton Head LLC
description: Join us for the ONLY Brews Cruise on the Island! Duration 4.5 Hours Every Tuesday and Thursday. About We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at...
Anchors Away Sailing Charters
meeting_point: Hilton Head Island, SC description: *Multi-Day sail to a destination of your choosing* Stay onboard the boat overnight at the dock Duration Up to you!
Dolphin Discoveries Hilton Head
duration: 3 to 6 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, above...
Salt Shaker Charter LLC
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...
Lowcountry Watersports
duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours prior; refunds available if canceled by that time. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 max_age: 99 pricing...
Forest Beach Surf & Cycle
description: 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...
Catmandoo Sport Fishing
description: 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...
Native Son Adventures
duration: 3 to 8 hours description: Choose from a range of half‑day to full‑day coastal excursions tailored to your interests—fish, hunt for shark teeth and fossils, crab like a local, paddle with dolphins in uncrowded areas, birdwatch, or...
Hilton Head Outfitters - Bike Rental
description: Single Kayak 1.5 Hour Rental: $43.99 ________________________________ Double Kayaks or Canoes 1.5 Hour Rental: $56.99 __________ Triple Canoe 1.5 Hour Rental: $69.99
Outside
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...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for 7 to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: For 7 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 passengers...
Bluewater Adventure Cycleboat
description: Rates **Party of 2-20:** $1250 *Ages 21+* _____ Duration 2 Hours About Join us on the water on Hilton Head's first ever party cycle boat. We provide the coolers, ice, music and fun while our guests sit on cycle seats and enjoy...
Island Head - Broad Creek
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...
Wateree Marina
description: Canoe Rentals What to Bring - Valid Driver's License - Major Credit Card
Daufuskie Difference
description: Weekend 9:30 am -3:30 pm - Golf Cart Rental *Must have valid Driver's License to rent a cart.*
Sweet Pea Fishing
max_age: 99 group_size: For up to 6 guests description: Head out from Hilton Head Island for a private fishing charter aboard the Sweet Pea, a 29ft World Cat equipped with modern electronics and tackle. Captain John, a certified and experienced...
South Beach Bike Rentals
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...
Island Life Rentals and Tours
duration: 28 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...
Hilton Head Island Recreation Association
duration: 2 Hours meeting_point: Island Recreation Center, 20 Wilborn Rd, Hilton Head Island, SC 29926 group_size: 10 description: Are you celebrating a birthday or want to schedule a group Climb? Come to our Indoor Climbing wall for a 2-hour rental...
Lowcountry Watersports
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...
Palmetto Dunes Golf Academy
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...
Longfield Stables
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...
Hilton Head Island Recreation Association
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...
Carolina Hydrofly
May River Excursions
description: *One of our most popular trips!* ___________________________________ Rates **Adult** - $50.00 **Child** - $40.00 ___________________________________ Duration 1.5 hours ___________________________________ About - See one of...
Reel Job Charter Fishing
description: The best shark fishing on Hilton Head! Rates All ages welcome aboard! Private Charter (up to 6 passengers) - $495 Duration 3 hours About Around Hilton Head, Reel Job Charter Fishing one of the most popular shark fishing...
Coastal Discovery Museum Hilton Head
duration: 5:00PM - 7:00PM description: The Coastal Discovery Museum, a Smithsonian Affiliate, opens a retrospective exhibition, “It's Thursday! Artists of the Round Table,” on November 12, celebrating 15 prominent local artists who gathered...
Hilton Head Island Recreation Association
duration: 2 hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: Up to 10 people description: This two-hour instructional course offers a one-of-a-kind experience and an adventure to remember...
Hilton Head Island Recreation Association
duration: 1-3 Hours cancellation_summary: Cancellation Policy: To be eligible for a full refund, all cancellations must be made up to 24 hours before the scheduled start time. We can also move you to another session time if spots are...
Hilton Head Island Recreation Association
duration: 1 hour meeting_point: Rowing and Sailing Center description: Explore the scenic waterways of Hilton Head with our Kayak rentals! Our top quality kayaks are perfect for all experience levels. Enjoy a peaceful ride as you take in stunning...
South Beach Bike Rentals
description: Enjoy miles and miles of scenic bike paths Duration 4 hours 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...





















































































