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- Sailing Tours
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- Wine and Beer Tours
At a Glance• Status: Entirely remodeled (Completed Feb 2026)• View: Direct Oceanfront (Windsor Court)• Sleeping: King Suite + Premium Queen Sleeper Couch• Access: Effortless access to pool, beach path, and fire pits• Location: Heart of...
Visitors who are expecting a grand and perfectly preserved Civil War fort may be disappointed when they make a visit to Fort Howell, but patrons who love a unique bit of history with accompanying earthen remnants, as well as a gorgeous wooded...
Island Club 6204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Searching for a vacation rental that offers the ideal balance between privacy and amenities...
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...
Welcome to your Hilton Head Island hideaway! This charmingly refreshed 3-bedroom, 4-bath villa is in the heart of Palmetto Dunes in the Water Oak community. It is just 25 steps from the complex pool and a short walk or bicycle ride to the beach and...
Hilton Head Island Tours
description: *Let "Kids be Kids" with the most hands on tour Hilton Head has to offer. As mini "Marine Biologists" we pull nets and inspect crab pots, learn how to handle small fishes and crustaceans, even learn skills they can take home! Best for...
Island Head - Broad Creek
duration: 1 - 8 Hour Options 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 group_size: Up to 14 Passengers description: Enjoy a...
South Beach Bike Rentals
description: Enjoy miles and miles of scenic bike paths Duration 4 Days About Make your reservation online. Come pick up your bike at the time of your choosing. More info Free locks with all rentals. Baskets and helmets also...
May River Excursions
description: *Our most interactive and famous excursion!* ___________________________________ Rates **Private Charter** - $300 for 6 people or less. *(Can hold up to 12 people for extra charge, call for more...
Color Me Greenville
duration: 30 Mins Splatter Paint Session meeting_point: 50 Liberty Ln., Greenville, SC 29607 min_age: 5 group_size: 15 max pricing: $35 per person for Classic Splatter Session. description: Imagine your own splatter session to have a wild...
Red Oak Airsoft & Paintball
duration: 5 Hours cancellation_summary: 48 Hours min_age: 12 description: Come join us on November 22nd for another Night Games installment. We will begin check in at 5 and the games start at 6. If you need rental equipment (additional $20) please...
Saluda Lake Landing
duration: 2 hrs cancellation_summary: Cancellations made 48 hours or more before the event are eligible for a full refund. Cancellations made within 48 hours of the event are nonrefundable, but your ticket can be transferred to a future paddle...
Outside
description: Discover Shark Tooth Island! ___ Description Enjoy a boat cruise from Hilton Head Island through the back waterways to Shark Tooth Island (near Savannah, Georgia) where you can hunt for shells, shark teeth and other ocean...
BC2 - Island Head
duration: 2 Hours meeting_point: 18 Simmons Road at Broad Creek Marina min_age: 21 description: One night only — sip your way through a hand-selected wine tasting paired with bites from Signature Catering & Events by SERG. All aboard our luxury...
Drifter Excursions
duration: 4.5 hours cancellation_summary: 48 hours meeting_point: 86 Helmsman Way. Please meet at the flag pole at the right side of the marina. pricing: Adults $85 Children 12 and under $75 description: This fishing trip will travel to an...
Hilton Head Island Recreation Association
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...
Anchors Away Sailing Charters
duration: 4 hours cancellation_summary: 72 hour free cancellation meeting_point: 1 waterway lane, Hilton Head Island, SC 29926 max_age: 90 group_size: Maximum of 12 people accessibility: Limited Handicap accessibility, Please call us to ensure we...
Island Head - Broad Creek
description: Get on the water under a low country full moon! Duration 90 minutes About This is a one of a kind experience to see a full moon from the water. Enjoy a 90 minute slow cruise as you take in the beauty of the low country in a...
Coastal Discovery Museum Hilton Head
duration: 2 meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC 29926 description: Join us for a colorful and creative Face Painting experience! From fierce sharks to magical butterflies, our talented artist will bring Lowcountry critter...
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...
Hilton Head Boat Charters
duration: 3 Hours cancellation_summary: We need at least 72 hours' notice for a full refund. meeting_point: 43 Jenkins Island Rd, Hilton Head Island, SC 29926 group_size: Up to 20 People description: This is your "Best of the Low Country" day on the...
The Bike Doctor
duration: 6 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...
Hilton Head Island Recreation Association
duration: 1.5 hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: Up to 4 people description: 1.5 hour, up to 4 participants. Take a ride on our 17’ Hobie Getaway with one of our US Sailing...
Daufuskie Marsh Tacky Society
description: Groundwork sessions that focus on grooming, basic horse handling, and hand grazing. Duration 30 minutes About Experience therapeutic benefits through the healing power of the horse with groundwork sessions that focus on grooming...
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...
BC2 - Island Head
duration: 2-6 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing
Hilton Head Island Recreation Association
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...
H2O Sports
duration: 1.5 hour tour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...
Otter Sailing Adventures LLC
description: There's nothing like experiencing the magic of a sunset under sail in the beauty of the St Helena sound Duration 2 hours About Private Sailing Charter - Price Per Group (up to 6) There's nothing like experiencing the...
Carolina Hydrofly
Flip Flop Charters
Breathtaking sunsets! Duration 2 hours About Join us for a 2 hour cruise through the intracoastal to take in Hilton Head’s breathtaking sunsets. There’s no better place to take in the beauty of the sun setting over the horizon than on...
Historic Mitchelville Freedom Park
duration: 6 Hours description: Discover the rich history of Mitchelville at your own pace with our Self-Guided Tours at Historic Mitchelville Freedom Park This flexible tour option allows you to explore the birthplace of freedom for formerly...
Port Royal Sound Foundation
description: Great for all ages! Duration 1 Hour About Come to the Maritime Center to decorate your own reusable bag using fish stamps!
Hilton Head Helicopter Tours
pricing: $100 + Taxes/Fees description: Create unforgettable memories with your special someone aboard a private helicopter tour designed to ignite romance. Sip on complimentary champagne, savor a hand-selected box of chocolates, and let love take...
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...
HHI Hooked
duration: 2-5 Hour Options meeting_point: Cross Island Boat Landing group_size: Maximum 6 people description: Experience Hilton Head Island like never before on a private inshore/nearshore fishing charter for up to six passengers around Hilton Head...
Nature Adventures Outfitters
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...
Outside
meeting_point: Palmetto Bluff, Bluffton description: *Get on the water with one of our custom kayak tours & classes* Outside Palmetto Bluff has a professional staff of Instructors ready to help you enjoy the fun, fitness and beauty of the...
Gone Fishing HHI
description: Fish like a local! Duration & Rates **2 Hour Charter** - *$375* **3 Hour Charter** - *$475* **4 Hour Charter** - *$575* About The two hour trip is great for groups with young kids, beginners, or groups just looking to get out for...
Mayfair Art Studios
Anchors Away Sailing Charters
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...
Island Life Rentals and Tours
duration: 8 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours...
Red Maple Event
Does your pimento cheese have what it takes to win "South Carolina's Best Pimento Cheese" title? Registration **$25 per entry** - This fee includes entry into the competition and parking pass into the SC Pimento Cheese Festival on March 14...
Captain Jake's Guide Service
duration: 3-8 hours meeting_point: Lake Wylie Boat Ramp-890 Nivens Landing Dr Fort Mill, SC 29708 description: Whether you're looking for an action-packed day of tubing and island hopping or a laid-back cruise to soak in the views, we’ve got you...
Cheers Sailing Charters
description: About Night time Fire Work sailing charter! More info **Pricing:** • 1-6 people: $600.00 and $100 for each additional person up to 14. ($1,400) • 15-20 people is a flat $1,500.00
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.
Lowsea Bike, Beach and Baby Rental
duration: 14 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...
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...
Island Head - Broad Creek
duration: 3 - 8Hours description: Join us for an unforgettable inshore fishing adventure aboard our 21-foot Parker center console. Whether you're a beginner or an experienced angler, our trips are tailored for fun, excitement, and reeling in the...
Anchors Away Sailing Charters
duration: 2 Hours cancellation_summary: 72 hour free cancellation meeting_point: 1 Waterway Lane, Hilton Head Island SC 29926 max_age: 90 group_size: Maximum of up to 12 people accessibility: Limited Handicap accessibility, Please call us to...
description: *This introductory program will familiarize you with equipment, safety and paddle strokes. You'll be cruising down the creek in no time!* _____________ *(includes all equipment and Instructor/Guide)* Meeting Location - This...
BC2 - Island Head
duration: 2-6 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing
Hilton Head Outfitters - Bike Rental
description: Single Kayak Full Day Rental: $275 ________________________________ Double Kayaks Full Day Rental: $375
Vagabond Cruise
duration: 3.5 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Book a luxurious charter aboard Solaris to the Sandbar only accessable by boat! **Our private charters accommodate up to 6 passengers, ensuring an...
Reel Job Charter Fishing
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...
Hilton Head Island Recreation Association
duration: 2hrs meeting_point: Rowing and Sailing Center group_size: Up to 25 families description: Come join Moore To Life and Island Rec Center for an Earth Day Celebration! Have fun with the whole family while also helping our planet! Clean-up...
Performance Fishing Charters
description: Hilton Head’s premiere fishing charter! Duration 3-8 Hour Rentals **Up to 4 people** Possibility for 5 with children About Located on Hilton Head Island, your charter will be guided by Captain John Cloyd, a USCG...
Kayak Hilton Head
description: Kayaking Tour and Shelter Cove Fireworks Display! Duration 2.5 Hours *Please arrive 30 minutes prior to your scheduled tour time* On Tuesday evenings in the summer months our regular 2 hour evening sunset tour is followed by the...
Anchors Away Sailing Charters
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...
Outside
meeting_point: Hilton Head Island, SC description: 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...
Mungeon Creek Golf Cart Rental
duration: Day, Multi-Day, and Weekly Rentals! Contact us for long-term rentals. cancellation_summary: Full refund with 24 hours notice, rainy day gift card refund with less than 24 hours notice. meeting_point: 29 Haig Point Rd, Daufuskie Island, SC...
Wheelz of Hilton Head
description: One Week Bike Rental Rates Duration 7 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...
Daufuskie Marsh Tacky Society
description: Campers learn practical, natural horsemanship and riding skills! Duration 10 minutes About Youth (ages 7-17) are welcome to participate in one or more week long day camp sessions. Campers learn practical, natural horsemanship and...
The Bike Doctor
duration: 21 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...
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...
Carolina Hydrofly
description: 30 Minute Flyboard Pro Series Experience About Each guest will have 20 minutes of flight time and 10 minutes of instruction time. If you would like to book for more than one person, then please process one booking per person by...
Vagabond Cruise
duration: 60 Minutes cancellation_summary: 48 hours in advance meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 max_age: 99 accessibility: Not Wheelchair Accessible description: **Donuts with Santa Cruise** Experience the joy of the...
May River Excursions
description: About - Take a private custom excursion through the backwater ways and marshes around the barrier islands of the Lowcountry with a local captain. Choose from inshore fishing, hand lining for crabs, shrimping, shelling or shark tooth...
The Bike Doctor
duration: 3 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...
Island Life Rentals and Tours
duration: 3 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...
Dolphin Discoveries Hilton Head
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...
Lowsea Bike, Beach and Baby Rental
duration: 7 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: Confirmation will include your lock combination in addition to delivery and pick up...
Hilton Head Helicopter Tours
duration: 40 minutes max_age: 100 description: Experience an exciting aerial tour of Hilton Head and Bluffton, showcasing the area's top landmarks and natural beauty from above. Fly over Pinckney Island in search of Bald Eagles and hawks, then...
Bee City Zoo
Duration 20 min encounter About Choose one of the ambassadors below: - Sloth - Capybara This encounter will include a photo with your ambassador, however no admission tickets are included with this encounter. Admission tickets to be purchased...
H2O Sports
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...
Top Shot Sport Fishing
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
Gullah Heritage Trail Tours
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...
Hilton Head Boat Charters
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: The best 2-hour charter on the island Ride in...
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...
Historic Mitchelville Freedom Park
duration: 1 hour description: Step into one of the most powerful stories in American history with a private guided tour of Historic Mitchelville Freedom Park—tailored exclusively to your group. This is more than a tour. It’s a personal journey...
Black & Blue Charters
description: 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...
Hilton Head Outfitters - Bike Rental
description: Two Week Rental Rates: - 16” Kids Beach Bike: $100.99 - 20” Kids Beach Bike $100.99 - 24” Youth Beach Bike: $100.99 - 26” Bike w/ Child Seat: $115.99 - 26” Mens Beach Bike: $100.99 - 26” Unisex Beach Bike: $100.99 - 12...
Green Heron Adventures
meeting_point: Beaufort and Hilton Head/Bluffton, SC description: Duration 6 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...
Hidden Treasures Bluffton
Come and discover the Hidden, but not Forgotten Treasures of Historic Bluffton. Duration 45 Minutes About We will discover long lost Hidden Treasures in and around Beautiful Old Town Bluffton. More info There is a 4 person minimum...
Hilton Head Island Recreation Association
duration: 1.5hrs meeting_point: Island Recreation Center, 20 Wilborn Rd, Hilton Head Island, SC 29926 group_size: Maximum 20 people description: Come join Moore To Life and Island Rec Center for a holiday craft day. Give the gift of nature. Whether...





















































































