- 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
Welcome to 99 Sandcastle Court, a opulent coastal getaway constructed in 2020, located within the exclusive gated community of Sandcastles by the Sea on Hilton Head Island. Perfectly positioned just a short, breezy walk from the pristine sands of...
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...
Escape to this delightfully refreshed 2 bedroom, 2 bathroom vacation rental on Hilton Head Island, where comfort, style, and resort amenities come together for the ideal hideaway. This inviting space offers a entirely equipped kitchen ideal for...
If you're planning a relaxing day on the beach, a great beach blanket is a must-have piece of gear. We've curated a list of highly-rated beach blankets, each selected for its unique features, quality, and durability. From lightweight, compact...
This marvelous two-story Hilton Head vacation rental has been freshly painted throughout and features a newly refreshed first-floor bathroom with a new tiled walk-in shower. It’s conveniently located just a short bicycle ride to the beach and...
Awesome Adventure Charters
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...
Native Son Adventures
Duration 3 to 8 Hours Options About Near-Shore and Off-Shore Fishing. Ultra Stable, lots of shade, bean bags and Best of all Super Lucky! This experience is perfect for going after anything and possibly catching Bull-REDFISH, SEA TROUT...
Hilton Head Island Recreation Association
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...
Forest Beach Surf & Cycle
Come enjoy a day of Hilton Head Surf Lessons! Duration 1 hour About Our friendly and expert Surf Instructors will have you up on your board and riding waves on day one. Please schedule lessons one week in advance HEAD SURF INSTRUCTOR, JT...
Unwritten Charters LLC
Beat the heat and enjoy a Beautiful Morning Cruise, We can explore the waterways and Islands around Charleston in the cool of the day! Duration 2 or 3 Hours About A great time to see the harbor. See USS Yorktown, Ravenel Bridge, Battery Park...
Honey & Thistle
duration: 1 Hour min_age: 21 group_size: 6-10 people description: Slow down, sip deeply, and savor the flavors of the land at our Wine & Mead Tasting Experience. Nestled in the heart of Harbour Town, Honey & Thistle invites you to explore...
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...
Hilton Head Island Recreation Association
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...
Island Segway
Explore Hilton Head Island by Land! Duration 1.5 Hours About Explore Hilton Head Island in style with this Island Segway tour! This 1.5 hour tour cruises down charming bike paths and boardwalks through Three beautiful parks to Hilton...
Hilton Head Island Tours
*Four Hour Inshore Fishing Trip* ___________________________________ Rates **Up to Four Guests** - $545.00 **Five Guests** - $575.00 **Six Guests** - $595.00 ***All ages welcome! | Maximum of 1200 lbs*** ___________________________________ ...
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...
Outside
Family Fun With Nature, Tubing and Exploring! --- Join us for a boating and tubing tour through the Lowcountry waters! Watch for birds and dolphin through the salt marsh ecosystem and get behind the boat for a tubing adventure. We recommend...
Hilton Head Outfitters - Bike Rental
Six Day Rental Rates: - 16” Kids Beach Bike: $59.99 - 20” Kids Beach Bike $59.99 - 24” Youth Beach Bike: $59.99 - 26” Bike w/ Child Seat: $74.99 - 26” Mens Beach Bike: $59.99 - 26” Unisex Beach Bike: $59.99 - 12" Balance Bike...
Honey & Thistle
duration: 1 Hour min_age: 21 description: Experience the art of celebration with our Luxury Sparkling Wine & Champagne Tasting, where every sip tells a story of elegance, tradition, and terroir. Set against the charming backdrop of Honey ...
Island Head - Broad Creek
duration: 2 or 3 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 group_size: Up to 14 Passengers description: The private sunset...
Hilton Head Island Recreation Association
duration: 2 Hours meeting_point: Mid-Island Tract group_size: Up to 30 people description: Take aim at Hilton Head's first-ever Try Archery Event! Outdoor Rec's USA Archery certified instructors will provide you with basic instructions to try...
JK Adventure Guides
*Guided Congaree National Park Kayak Tour* _____________ Rates **Floating Options** * Single Kayak * Tandem Kayak **Adult (Ages 13+):** $80 **Children (Ages 12 & under):** $50 ____________ Duration 3 Hours ____________ About This...
H2O Sports
duration: 20 Minutes min_age: 6 description: Come enjoy an exhilarating ride aboard the 6 passenger, double-sided banana boat. Duration 20 Minutes About The journey begins in Harbour Town as you load up on the banana boat and steady yourself...
Color Me Greenville
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...
Vagabond Cruise
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...
Dolphin Discoveries Hilton Head
duration: 2 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: Max of 6 (Check Out Our Rentals w/ Captain for Larger...
Hilton Head Island Recreation Association
duration: 2-8 Hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 description: Our surfboard rentals have you covered! Whether you're a seasoned surfer or just starting out, we offer a wide range of...
Hilton Head Outfitters - Bike Rental
One Day Bike Rental: - 16” Kids Beach Bike: $25.99 - 20” Kids Beach Bike $25.99 - 24” Youth Beach Bike: $25.99 - 26” Bike w/ Child Seat: $35.99 - 26” Mens Beach Bike: $25.99 - 26” Unisex Beach Bike: $25.99 - 12" Balance Bike: $25.99 ...
Wheelz of Hilton Head
Three Day Bike Rental Rates Duration 3 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...
Outside
*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, tackle, USCG Captain, license, and an iced cooler. There...
Outside
Fishing Fun for the Whole Family! _____________ This trip includes everything you need: Bait and tackle U.S. Coast Guard licensed captain and fishing guide Licensing Iced cooler ___ This trip accommodates up to 10 passengers. Bring the family...
The South Carolina Railroad Museum
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...
Island Life Rentals and Tours
duration: 1 Week 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...
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...
Dessau International, Inc.
Award-Winning Diving Destination! Duration 7 Days About Bonaire is an award-winning diving destination that accommodates every skill level, from beginner to advanced diver. This immersion is designed to add value to a travel experience...
Coastal Discovery Museum Hilton Head
Help inspire people to care for the Lowcountry. Adults (18+) are invited to explore how they can contribute their time and talents to support the museum’s mission and foster community engagement. Volunteers are integral to the Museum's mission to...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **Our private charters accommodate up to 6 passengers, ensuring an...
Hilton Head Island Tours
*Shark Fishing Trip! * ___________________________________ Rates **Up to Four Guests** - $445.00 **Five Guests** - $475.00 **Six Guests** - $495.00 ***All ages welcome! | Maximum of 1200 lbs*** ___________________________________ About your...
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...
Tucked between Hilton Head and Savannah, and only accessible by boat, Daufuskie is a must-see in the Lowcountry!
Daufuskie Marsh Tacky Society
Duration 3.5 Hours Please Note This is experience is designed for novice or better riders who are comfortable with longer hours in the saddle and are able to independently mount/dismount their horses easily, this culinary and riding adventure...
Island Life Rentals and Tours
duration: 28 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...
Hilton Head Island Recreation Association
duration: 2 Hours meeting_point: Rowing and Sailing Center group_size: Up to 20 Groups description: Enjoy a night of fishing and education with your family and learn some pro tips from seasoned Lowcountry fishermen! In this 2 hour event, a featured...
Hilton Head Outfitters - Bike Rental
Five Day Rental Rates: - 16” Kids Beach Bike: $59.99 - 20” Kids Beach Bike $59.99 - 24” Youth Beach Bike: $59.99 - 26” Bike w/ Child Seat: $74.99 - 26” Mens Beach Bike: $59.99 - 26” Unisex Beach Bike: $59.99 - 12" Balance Bike...
Hilton Head Island Recreation Association
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...
Lowsea Bike, Beach and Baby Rental
Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 7 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...
Forest Beach Surf & Cycle
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
Outside
*Boating and kayaking in pristine salt marshes!* --- Description One of our signature programs and an exceptional value from Outside! The Outback begins with a guided boat trip where the captain shares stories of the Lowcountry. Upon arriving...
Dolphin Discoveries Hilton Head
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, above kayaks. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...
Lowcountry Cowboy Fishing Charters
Duration 2 Hours ___________________________________ About Learn about fishing, catch sharks and other species and see dolphins. (We have 27 different species of sharks in the Hilton Head waters so you never know what kind you will catch....
Island Life Rentals and Tours
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...
Hilton Head Bicycle Company
Electric Bike Rental Duration 13 Days About Priority E-Coast. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2-6'6. The Standard Step-Thru makes it easier to get on and get going -- all without...
Bulldog Fishing Charters
*The Bulldog* _____________________________________ 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...
Lowcountry Watersports
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 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...
Island Segway
Tacos and Segways! What an amazing combination. Duration 2.5 Hours About 50% Ride, 50% Taco, 100% Fun Segways are for every day of the week and Tacos are for more than just Tuesday! This Segway tour takes you all around the south end to...
Island Life Rentals and Tours
duration: 13 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...
Brice Herndon Draft Horse and Carriage Company
Ride in our Vis-a-vis Carriage A more intimate and private setting with your own personal horse and driver. Enjoy private time with your family or make it a couple's adventure strolling through the Front Porch of the Lowcountry! Seating Up to...
Hilton Head Outfitters - Bike Rental
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...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 6 people description: Book a luxurious charter aboard Solaris today! **Our private charters accommodate up to 6 passengers, ensuring an intimate and personalized experience for...
Palmetto Dunes Golf Academy
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...
Daufuskie Difference
Join us on the most popular Sunset Dinner Cruises Hilton Head has to offer! Departing from Broad Creek Marina every Friday at 4pm. The 50-minute Ferry ride is accompanied by fascinating Lowcountry history and stories. Along the Broad Creek and into...
Above and Below Charters LLC
Let's Adventure! Duration 10 Hours About Fishing trip up to 50 miles offshore targeting Grouper, Snapper, Trigger, Seabass and all other bottom dwellers. More Information Captain/Owner is a licensed 100ton master captain, Master certified...
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...
Hilton Head Outfitters - Bike Rental
Single Kayak 1 Hour Rental: $27.99 ________________________________ Double Kayaks or SUP 1 Hour Rental: $41.99
Outside
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.
Island Life Rentals and Tours
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...
Hilton Head Island Recreation Association
duration: 2 Hours meeting_point: Rowing and Sailing Center group_size: 15 description: Are you celebrating a birthday or want to schedule a group outing? Request a kayak, paddleboard or fishing party! Parties include a two-hour rental of...
Outside
*Explore Hilton Head's waterways by kayak with an interpretive naturalist guide* --- Description Discover the Hilton Head tidal marsh by kayak… Bring the family kayaking through the tidal creeks and salt marshes that surround Hilton Head...
Lowcountry Watersports
duration: 2 hours meeting_point: 86 Helmsman Way, Hilton Head, SC group_size: 35 people description: Enjoy a sunset cruise with a Lowcountry boil dinner. Savor shrimp, sausage, corn, and potatoes as you cruise through Hilton Head's waterways and...
Carolina Breeze Charters
duration: 2 hours meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Discover the best of beautiful Hilton Head Island, SC aboard the Carolina Breeze, a 31-foot yacht-class vessel...
Oh Snap
Let's Adventure! Duration 45 Minutes About Come enjoy our incredible selfie museum with friends and family!
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...
Vintage View River Retreat
duration: 2 nights meeting_point: 250 Phifer Line Rd, Spartanburg SC 29307 min_age: 2 description: Have you ever wanted to go camping for the weekend but you didn't have the equipment or you didn't feel like you had the knowledge to do it? Then...
Gullah Heritage Trail Tours
*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...
Outside
Family Fun With Nature, Tubing and Exploring! --- Join us for a boating and tubing tour through the Lowcountry waters! Watch for birds and dolphin through the salt marsh ecosystem and get behind the boat for a tubing adventure. We recommend...
Vagabond Cruise
duration: 2 Hours meeting_point: Hilton Head Island group_size: Up to 80 passengers description: Join us for an extraordinary experience aboard the exquisite Spirit Of Harbour Town, as we embark on a captivating journey this year. Indulge in the...
Island Life Rentals and Tours
duration: 9 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...
Dolphin Seafari
Rates - Adult - $45 - Children -$30 (12 & under) - Infants -$10 (2 & under) ___________________________________ Duration - 1 hour and 30 minutes ___________________________________ About We have been voted the Best Dolphin tour on...
BC2 - Island Head
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.
The Bike Doctor
duration: 10 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 Outfitters - Bike Rental
Single Kayak Full Day Rental: $275 ________________________________ Double Kayaks Full Day Rental: $375
Mayfair Art Studios
Awesome Adventure Charters
Allows You More Range and Time for a Well-Rounded Fishing Adventure! Duration 6 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or enjoying the scenery while fishing the salt marsh, you’re sure to...
Dolphin Discoveries Hilton Head
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...





















































































