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2026 Activities Guide

Dreamy Island Home Near the Beach W/ Sha...

Summary:Golfmaster D2The Space:Slip into the island mindset with nautical decor, a cavernous layout, lagoon vistas, and all of the amenities of home here at Golfmaster D2! Before heading out for a full day of fun, step into the full kitchen and...

  • 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...

Dog-Friendly Condo with WiFi, Pool, & Te...

Ocean Breeze 96Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you stay at this Hilton Head vacation rental, spend a calming day at the entirely equipped...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
The 8 Best Beach Blankets and Towels for 2026

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...

Private Home with Screened-In Pool Very ...

Come appreciate this very private home with simple access to the beach and a single-level floor plan located on Palmetto Dunes' 11-mile lagoon system! The kitchen is upgraded with bespoke cabinetry, granite countertops and stainless steel...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Private Charter (up to 14 passengers)

Island Head- Hilton Head Harbor

Book online
$229.00 - $1,374.00

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...

Pony Rides - Montage Guests

Longfield Stables

Book online
$170.00

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...

28 Day Rental

Island Life Rentals and Tours

Book online
$96.00 - $740.00

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...

One Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$20.00 - $100.00

description: 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

Trail Rides Experience - Palmetto Bluff Members

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...

Lowcountry Ruins Setting

Island Life HH Photography

Book online
$195.00 - $745.00

duration: Up to 60 minutes cancellation_summary: Full refund if unable to reschedule due to weather; otherwise subject to rescheduling. meeting_point: Stoney Baynard Ruins in Sea Pines description: Are you looking for the perfect Hilton Head family...

Awendaw Creek - Intracoastal Waterway Kayak Tour
Book online
$52.00 - $118.00

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...

Eleven Day Electric Bike Rental

duration: 11 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...

Private Morning Half Day Sail On Knot The Office

Anchors Away Sailing Charters

Book online
$1,050.20

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

Public Sailboat Charter

Charleston Sailboat Charters

Book online
$125.00 - $1,599.00

description: 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...

Four Day Bike Rental

Wheelz of Hilton Head

Book online
$43.00 - $86.00

description: Four Day Bike Rental Rates Duration 4 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...

Three Day Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99 - $175.99

description: Single Kayak Full Day Rental: $149.99 ________________________________ Double Kayaks Full Day Rental: $175.99

Sunset Jet Ski

Lowcountry Watersports

Book online
$159.00

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: 6 description: Experience the thrill of a...

Round Trip To Downtown CHS

Daniel Island Ferry

Book online
$10.00 - $50.00

duration: 30 Minutes cancellation_summary: 48 Hours before departure - refund or credit available. 24-28 hours before departure - credit for a future trip. Inside of 24 hours - no refund or credit. meeting_point: 1 river landing drive, Daniel...

Valentine's Day Carriage Rides

Brice Herndon Draft Horse and Carriage Company

Book online
$100.00

description: A Fairytale Valentine's Day: Take Your Sweetheart on a Magical Carriage Ride. We will start from the north side of Union Point Park . Each ride is approximately 18 to 20 minutes long. The carriage will comfortably hold 4 adults and...

Bike Rental • Three Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $80.00

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...

SCM - Witches on the Water
Book online
$20.00 - $80.00

Fishing Trip

Reel Job Charter Fishing

Book online
$595.00 - $1,195.00

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...

Brunch Under Sail

BC2 - Island Head

Book online
$19.99 - $89.00

duration: 2 Hours meeting_point: Broad Creek Marina 18 Simmons Rd. description: A Luxury Brunch Sailing Experience Step aboard our luxury catamaran for a truly elevated morning on the water. Brunch Under Sail is a two-hour sailing experience...

Saint Helena Day Sail

Otter Sailing Adventures LLC

Book online
$350.00

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...

PB Private Outback Excursion - 16 passenger

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...

10 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$42.00 - $295.00

duration: 10 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...

The Art of Tiki Cocktail Class

Hilton Head Distillery

Book online
$95.00

duration: 2 meeting_point: Hilton Head Distillery min_age: 21 group_size: Maximum 12 description: Join us at Hilton Head Distillery for an unforgettable hands-on experience where you'll shake, stir, and garnish your way through the colorful world of...

Crabbing

May River Excursions

Book online
$300.00

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...

2-Hour Day Sail

BC2 - Island Head

Book online
$19.99 - $49.99

duration: 2 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 6 People description: Sailing what_is_included: Sailing

Discovery Night at the Museum

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $75.00

duration: Varies cancellation_summary: We will happily refund your payment (minus a $5 per person admin fee) if you cancel more at 72 hours prior to the event. No refunds within 72 hours. meeting_point: Coastal Discovery Museum description: ...

Hilton Head Plantation Kayak Club May River Kayak Tour

meeting_point: Outside Palmetto Bluff

Reptiles for Kids

Coastal Discovery Museum Hilton Head

Book online
$7.00

description: Come and meet some of the coolest critters around! ___________________________________ Duration 30 minutes ___________________________________ About Come and meet some of the coolest critters around…REPTILES! Meet and get to...

Brews Cruise

Best Of Hilton Head LLC

Book online
$35.00

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...

Three Hour Beach Combing and Dolphin Nature Watch Tour
Book online
$375.00 - $415.00

description: *Perfect for those who like to venture off the beaten path!* ___________________________________ Rates **Up to Four Guests** - $375.00 **Five Guests** - $385.00 **Six Guests** - $395.00 ***All ages welcome! | Maximum of 1200...

Hilton Head Yacht - All inclusive Dinner, Drinks, & Fireworks Show

duration: 4 Hours meeting_point: 1 Shelter Cove Ln, Hilton Head Island, SC 29928 group_size: Maximum 12 people description: ???? Tuesday Night Fireworks Are Back at Shelter Cove! Salt Shaker Charter at Night — Cruise Under the Stars in...

10 Day Rental

Island Life Rentals and Tours

Book online
$42.00 - $295.00

duration: 10 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...

2 Hour Sunset Dolphin Tour
Book online
$15.00 - $650.00

duration: 2 hour tour cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...

6 Day Rental

Island Life Rentals and Tours

Book online
$30.00 - $215.00

duration: 6 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...

Art Market: Fine Art and Craft Festival Tickets

Coastal Discovery Museum Hilton Head

Book online
$5.00

meeting_point: Coastal Discovery Museum at Honey Horn description: $5 per adult, FREE for ages 12 and under Original art for sale Food and drink available for purchase Advance tickets are not required, but only cash will be accepted for...

Native Plant Sale

Coastal Discovery Museum Hilton Head

Book online
$5.00

duration: 3 hours description: Come and join us for the next Coastal Discovery Museum annual Native Plant Sale on Saturday, March 28, 2026, from 10 am - 1 pm. The sale will offer more than 115 native plant varieties suited to Lowcountry conditions...

Fishing Charter - Kahuna

Native Son Adventures

Book online
$365.00 - $1,260.00

description: 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...

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...

Guided Wine Tasting

Kennington Family Winery

Book online
$30.00

duration: 2 Hours min_age: 21 group_size: Maximum 15 Guests description: **Join us for a guided wine tasting every Saturday at 1pm!** special_requirements: Must be 21+ to consume wine

Forts of Port Royal

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

description: *Learn about the battle of Port Royal!* ___________________________________ Duration 1.5 Hours ___________________________________ About Join a knowledgeable museum docent for an in-depth walking tour of the defenses...

PB Private Daufuskie Island Tour - 6 passenger

description: *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...

PB Private Biking the Bluff
Book online
$75.00 - $265.00

meeting_point: Palmetto Bluff

PVT Sunset Dolphin Cruise 16pk
Book online
$695.00 - $1,350.00

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...

Old Town Bluffton Inn May River Discovery Cruise

duration: 90 Minutes meeting_point: 110 Calhoun Street, Calhoun Street Dock group_size: Maximum 6 people pricing: . description: Take a cruise on the May River in an authentic South Carolina skiff boat. Your guide is a master captain and an expert...

In-Shore / Near-Shore Fishing Charter
Book online
$325.00 - $625.00

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...

2026 Juneteenth Food Truck Vendor Registration

Historic Mitchelville Freedom Park

Book online
$206.00

duration: June 13th from 10am- 4:00pm description: **Vendors can sell all food items. Can not sell beverages.** We invite local artists, crafters, food vendors, and nonprofit organizations to join us for a day of culture, history, and community at...

Private Sunset & Fireworks Cruise - 12p

meeting_point: Hilton Head, SC description: This 3+ hour private excursions departs from Shelter Cove Marina where your captain will give you a tour and educate you of the salt marsh ecosystem. Bring your camera and take in the sights of a...

Hibachi Dinner Cruise

Island Head - Broad Creek

Book online
$19.99 - $109.99

duration: 2 Hours cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: Broad Creek Marina 18 Simmons Road Hilton Head Island, SC description: Hibachi Dinner Cruise Experience an...

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...

Water Taxi: Daufuskie → Savannah

Low Country Drifters

Book online
$240.00

duration: 45 minutes – 1 hour meeting_point: Savannah, Georgia group_size: Accommodates up to 6 people description: Enjoy a scenic boat ride through the Low Country's stunning waterways, arriving at this secluded island known for its rich history...

Three Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$140.99 - $281.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...

Body Board Rental

Forest Beach Surf & Cycle

Book online
$40.00

description: Rent with us! Duration 1 week About Forest beach surf & cycle is your source for Hilton Head Island body board rentals!

Vanishing Mile Isle Tour

Cross Island Cruises

Book online
$399.00

duration: 2 hours 30 minutes meeting_point: 68 Helmsman Way group_size: Maximum 6 people pricing: $399, for up to 6 passengers per boat. description: On the Vanishing Mile Isle Beachcombers Tour, guests can expect a unique and adventurous experience...

All Other T-Shirts

Historic Mitchelville Freedom Park

Book online
$10.00

pricing: $10 description: All Other T-Shirts

Riverside Lounge

Vintage View River Retreat

Book online
$5.00 - $125.00

duration: 5 Hours description: Our new Riverside Lounges take the traditional park picnic experience and elevate it to a premium, private basecamp on the banks of the Pacolet River. Each lounge is thoughtfully designed to provide a comfortable and...

Intro to Wheel-Throwing | Pottery Wheel Basics

meeting_point: Mayfair Art Studios- 1885 Hayne St. Spartanburg, SC 29301

Lowcountry Boil Sunset Cruise

Lowcountry Watersports

Book online
$19.99 - $99.99

duration: 2 hours cancellation_summary: Full refund if canceled at least 48 hours in advance; no refunds within 48 hours. meeting_point: 86 Helmsman Way, Hilton Head, SC group_size: Up to 35 people description: Relax on a two-hour sunset cruise...

Stella

Slow Rides LLC

Book online
$300.00 - $5,000.00

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. ...

Six Day Electric Bike Rental
Book online
$250.00

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...

24  Hour E-Bike Rental(Pick-up/Return between 9 and 4:30)

duration: 24 Hours 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...

PB Electric Bike Rentals

meeting_point: Palmetto Bluff

Flyboard 20 Minute

Carolina Hydrofly

Book online
$129.00

description: 20 Minute Flyboard Pro Series Experience What's Included? 15 Min Flight Time. Includes 10 minutes of instruction time, fuel, life jacket, wetsuit, and helmet We advise everyone to arrive at least 30 minutes before your start time...

Daufuskie Trip

Flip Flop Charters

Book online
$725.00

description: Come explore the island! Duration 3 hours About Tucked between Hilton Head and Savannah is Daufuskie Island. With no bridges it is only accessible by boat. On the island are restaurants, golf courses, a distillery, and plenty of...

Private Lesson with George Spinella

Palmetto Dunes Golf Academy

Book online
$90.00

meeting_point: Arthur Hills Golf Course description: About George Spinella George Spinella graduated from Siena College in 2003 and the San Diego Golf Academy in 2005. He is the 1st Assistant at the George Fazio Course and has been teaching with...

Distillery Experience

Best Of Hilton Head LLC

Book online
$35.00

description: Join us for the Island's Only Distillery Experience! Duration 4.5 Hours About We are providing the transportation and have orchestrated some great discounts and experiences for you to enjoy at the different...

Camellia Talk & Tour

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $25.00

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...

SCM Lowcountry Boil Dinner Cruise

duration: 2 Hours meeting_point: 1 Shelter Cove Lane, Hilton Head pricing: Adults: $145 Children 10yr-2yr: $99 Under 2: $20 description: Set sail for an unforgettable evening on the water with Outside Hilton Head’s Lowcountry Boil Dinner Cruise...

Kayak Club

Hilton Head Outfitters - Bike Rental

Book online
$300.00 - $450.00

description: Valid through 2026 calendar year Unlimited kayak rentals for membership holder and 50% off rentals for additional guests on booking. Applies to One Hour Kayak or Canoe Rental, 1.5 Hour Kayak or Canoe Rental, and Two Hour Kayak or...

Beach Comber & Vanishing Island

Dolphin Discoveries Hilton Head

Book online
$69.75 - $395.00

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...

Advanced Wedge Play

Palmetto Dunes Golf Academy

Book online
$50.00

description: 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*

Hilton Head Bachelorette Party Cruise - (3 Hours)
Book online
$525.00 - $1,099.00

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: 7 to 20 People description: Bachelorette Parties are our specialty! - Take...

One Hour Kayak or Canoe Rental

Hilton Head Outfitters - Bike Rental

Book online
$43.99 - $59.99

description: Single Kayak 1 Hour Rental: $33.99 ________________________________ Double Kayaks or Canoes 1 Hour Rental: $46.99 __________ Triple Canoe 1 Hour Rental: $59.99

Sunrise Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: This special sunrise kayak tour is only available in the summer season May through August. Come and paddle as the sunrises in the low country. This is the calmest part of...

Canvas Tote Bag

Historic Mitchelville Freedom Park

Book online
$30.00

pricing: $30 description: Canvas Tote Bag

Eight Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $275.00

description: Electric Bike Rental Duration 8 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...

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!

Electric Bike Hourly Rental (Walk Up)

Island Life Rentals and Tours

Book online
$50.00 - $60.00

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...

Paint the Pony - Palmetto Bluff Members

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...

Two Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$100.99 - $201.99

description: **We ONLY deliver to address between Port Royal and South end of Island. If your address is not within these limits, please call 843-686-9113 before ordering to check if delivery is available to your address.** **This item is available...