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2026 Activities Guide

Waterfront dream home with pool, lagoon ...

Shell Ring Road 63Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Peace and peaceful await you at this serene hideaway on Hilton Head Island. This home has a...

  • Hilton Head
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Sea Pines Forest Preserve

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...

8138 Wendover Dunes- Large Updated Villa...

Welcome to your ideal vacation hideaway! This immaculate three-bedroom, three-bathroom villa is just a short walk from the beach and offers comfort, style, and convenience. With impeccable attention to detail throughout, you'll be thrilled with...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Best Surf Fishing Gear for 2026

Once you have your coastal recreational fishing license in hand, it’s time to start thinking about gear. Anglers will find tons of options when it comes to equipment for casting into the surf, from custom designed rods and reels at local...

Close to beach, pickleball, tennis & gol...

Flagg 2-Serene RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’ve found gold with this beautiful, family-friendly home, with a serene yet...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
3/4 Day Flats Fishing (6 Hrs)

Green Heron Adventures

Book online
$650.00

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...

Sunset Mini Boat Dolphin Tour

Lowcountry Watersports

Book online
$249.00

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 min_age: 5 group_size: 2, 3, or 4 per mini...

Shark Fishing

Outside

Book online
$495.00 - $625.00

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...

Three Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$45.99

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

10 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$80.99 - $161.99

description: 10 Day Rates: - 16” Kids Beach Bike: $80.99 - 20” Kids Beach Bike $80.99 - 24” Youth Beach Bike: $80.99 - 26” Bike w/ Child Seat: $95.99 - 26” Mens Beach Bike: $80.99 - 26” Unisex Beach Bike: $80.99 - 12" Balance Bike...

Sunrise Kayak Tour

Lowcountry Watersports

Book online
$45.00

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: 5 pricing: $45 - Adult $25 ...

Private Sunset Sail and dolphin watch on Seas The Moment - newest vessel

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 12 people accessibility: Limited Handicap accessibility, Please call us to ensure...

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...

PB Full Moon Kayak Nature Tour
Book online
$115.00 - $230.00

description: *Explore the Lowcountry waters by the light of the moon!* __________ About A beautiful and serene nature tour, in the moonlight, along the pristine May River. No kayak experience is necessary. _________ Duration 2 hours

Flyboard 40 Minute

Carolina Hydrofly

Book online
$139.00

description: 40 Minute Flyboard Pro Series Experience About Each guest will have 30 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...

Baby Gear Rental Package • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$165.00 - $210.00

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...

3-Hour Adventure Cruise

Hilton Head Boat Charters

Book online
$445.00 - $925.00

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: Up to 20 People description: This is your "Best of the Low Country" day on the...

Full Day Ocean Kayak Rental

Hilton Head Outfitters - Bike Rental

Book online
$75.00 - $90.00

description: Single Kayak 8 Hour Rental: $75 ________________________________ Double Kayaks or Canoes 8 Hour Rental: $90

Baby Gear Rental • Two Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $100.00

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...

Nine Day Electric Bike Rental
Book online
$295.00

duration: 9 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...

North Pole Express

The South Carolina Railroad Museum

Book online
$17.00 - $22.00

duration: 1.5 - 2 Hours meeting_point: 110 Industrial Park Road • Winnsboro, SC 29180 description: Come visit Santa on our annual holiday ride. Santa walks through the train and comes to you. No lines! The ride lasts about 90 - 120 minutes, or...

Three Week Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$60.00 - $300.00

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...

Nightly Rental.   Premium 6 Passenger Electric

meeting_point: PICK UP AND DROP OFF AT RENTAL ADDRESS ONLY description: About 48 volt electric golf cart with 2026 Lithium Battery. Equipped with seat belts, extended top, LED headlights (high and low beam), turn signals, horn, and digital...

13 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$95.99 - $191.99

description: 13 Day Rental Rates: - 16” Kids Beach Bike: $95.99 - 20” Kids Beach Bike $95.99 - 24” Youth Beach Bike: $95.99 - 26” Bike w/ Child Seat: $110.99 - 26” Mens Beach Bike: $95.99 - 26” Unisex Beach Bike: $95.99 - 12" Balance...

Gullah Heritage Trail Tour

Coastal Discovery Museum Hilton Head

Book online
$20.00 - $49.00

description: Duration 2 Hours About Book a tour with our partners Gullah Heritage Trail Tours and take a bus trip around the island to learn about their cultural heritage. The tour guides are all Native Islanders whose families have lived here...

Kayak Club

Hilton Head Outfitters - Bike Rental

Book online
$300.00 - $450.00

description: Valid through 2026 calendar year Applies to One Hour Kayak or Canoe Rental, 1.5 Hour Kayak or Canoe Rental, and Two Hour Kayak or Canoe Rental

Private Fireworks Paddle
Book online
$55.00 - $110.00

Nine Day Bike Rental

Wheelz of Hilton Head

Book online
$60.00 - $120.00

description: Nine Day Bike Rental Rates Duration 9 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...

Family Shark Fishing

Dolphin Discoveries Hilton Head

Book online
$415.00 - $555.00

duration: 2 - 4 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...

Gift Cards

Carolina Hydrofly

Book online
$415.00 - $555.00

description: Purchase the perfect gift: a gift card with a value of your choosing!

Three Hour Ocean Kayak Rental

Hilton Head Outfitters - Bike Rental

Book online
$53.99 - $71.99

description: Single Kayak 3 Hour Rental: $53.99 ________________________________ Double Kayaks or Canoes 3 Hour Rental: $71.99

PB Palmetto Bluff Biking The Bluff

duration: 2 Hours meeting_point: Palmetto Bluff, Bluffton pricing: Starting at $70 per Guest description: *Palmetto Bluff is a bicyclists paradise!* Take a bike tour through Palmetto Bluff’s 20,000 acres, which include historic architecture...

Three Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$40.00 - $100.00

description: Enjoy miles and miles of scenic bike paths Duration 3 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...

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

meeting_point: Palmetto Bluff

Full Day Flats Fishing (8 Hrs)

Green Heron Adventures

Book online
$850.00

meeting_point: Beaufort or Hilton Head/Bluffton, SC description: Duration 8 Hours About Full day trips give you the opportunity to fish and experience the full range of our 8.5 foot average tide swings. For anglers interested in a full day of...

Kids Story Time

Coastal Discovery Museum Hilton Head

Book online
$850.00

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...

Gift Card

Anchors Away Sailing Charters

Book online
$850.00

description: Purchase a gift card for a friend!

One Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$25.99

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.

Private Family Or Group Fishing Trip Aboard The Drifter

duration: 3 Hours cancellation_summary: 72 Hours meeting_point: Palmetto Bay Marina, 86 Helmsman Way group_size: 32 people pricing: The Private Family or Group Fishing Trip Aboard the Drifter has a set price of $995 for a group size of 16 people or...

Kayak Rentals (Please call if unsure about booking a Guided Tour versus a Kayak Rental)

description: Kayak unguided if you have kayaking experience. We will go over the area with you, tell you about the dolphins favorite spots to hang out and answer any questions that a you have before departure. Of course our guided tours are...

May River Ecology Excursion

May River Excursions

Book online
$40.00 - $50.00

description: *Learn about the ecosystem and wildlife of the May River!* ___________________________________ Rates **Adult** - $45.00 **Child** - $35.00 **3 Adult minimum to go out** ___________________________________ Duration 1.5...

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...

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...

Single Kayak Rental

Wateree Marina

Book online
$25.00 - $50.00

description: Single Kayak Rentals What to Bring - Valid Driver's License - Major Credit Card

WAHHI Intro to Standup Paddleboarding

meeting_point: Hilton Head Island, SC description: *Stand-Up Paddleboarding is easy to learn, a fantastic workout, and lots of fun!* --- Description Launch your Stand-Up Paddle Boarding career with this intro to SUP lesson in Hilton Head...

11 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$45.00 - $315.00

duration: 11 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...

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...

Beach Bum

Hilton Head Helicopter Tours

Book online
$109.00

Duration - **20 MILES** About This tour takes you along the most active stretch of beaches to Coligny beach , Hilton Heads most popular beach park. Keep an eye out for marine life as we fly low along the beach and as you turn around you will...

Sunset Cruise

Flip Flop Charters

Book online
$595.00

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...

Ocean View

Hilton Head Helicopter Tours

Book online
$39.00

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...

Merchandise

Carolina Hydrofly

Book online
$39.00

Three Hour Dolphin Strand Feeding Excursion

Island Life Rentals and Tours

Book online
$39.00

duration: 3 Hours cancellation_summary: 24 Hours in advance group_size: 12 to 14 description: See dolphins up close! About Dolphin strand feeding is a unique activity of dolphins in the Lowcountry in which a small group of 3 to 5 male dolphins...

Inshore Fishing

May River Excursions

Book online
$375.00 - $775.00

description: *Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* ___________________________________ Rates are per private charter **2 Hours** - $375*-Only Recommended for Small Children* **3 Hours** ...

Sunset Cruise

Captain Moto Adventures

Book online
$350.00

description: 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...

Fireworks & Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$69.75 - $445.00

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, over the...

Two Week Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$445.00

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...

Face Painting

Coastal Discovery Museum Hilton Head

Book online
$10.00

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...

Luxury Pontoon Rental with Fireworks Experience

description: Fireworks Pontoon Party Boat Rental and private VIP box for Harbourfest Fireworks Show! Captain your own adventure as you head out on a 2-hour self-guided cruise on a luxurious Bentley pontoon boat. Return to Shelter Cove Marina no...

One Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$31.00 - $77.00

description: Enjoy miles and miles of scenic bike paths Duration 1 Day 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...

Signature Catering & Events by SERG x 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...

Two Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$100.99 - $201.99

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...

Lowcountry Curated: Hilton Head E-bike and Picnic

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...

One Week Surfboard / Paddleboard Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99

description: Rate 7 Day Rental: $149.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration One Week (7 Days)

Solaris - Sandbar Sunbathing Charter (7 to 10 passengers)

duration: 3.5 Hours meeting_point: Hilton Head Island group_size: For 7 to 10 passengers description: Book a luxurious charter aboard Solaris to the Sandbar only accessable by boat! Escape to paradise with our exclusive 3.5-hour charter aboard...

2 Day Rental

Island Life Rentals and Tours

Book online
$18.00 - $100.00

duration: 2 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...

Curator's Tour

Coastal Discovery Museum Hilton Head

Book online
$18.00 - $100.00

description: Duration 1 Hour About Join us May 6th at 1PM for our final Curator's Tour of our newest exhibit "Binya: Faces ob de Gullah Geechee!" This FREE behind-the-scenes experience is guided by the curators, Elizabeth Greenberg and...

Bike Rental • One Week

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

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...

Dolphin Strand Feeding Expedition

Dolphin Discoveries Hilton Head

Book online
$395.00 - $445.00

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 - Hilton Head, SC | Meet at the end of the...

Six Hour Inshore Fishing

Happy Dog Charters

Book online
$700.00

Come aboard and let's go fishing! Duration 6 Hours About This is a trip where we will cover it all, from catching bait to several different spots. We will be moving and finding fish several times unless the bite is absolute...

PB 2 Hour May River Kayak Nature & History Paddle

meeting_point: Palmetto Bluff, Bluffton description: On this casual tour, you'll explore the local creeks with a naturalist guide. No kayak experience is necessary. Duration 2 hours Meeting Location - This activity will meet at the Paddle...

Waverunner Rentals

H2O Sports

Book online
$155.00 - $175.00

duration: 1 hour rental 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! group_size: Up to 2 people per jet...

Fishing for 6 or more

May River Excursions

Book online
$375.00 - $675.00

description: *Large fishing trip perfect for families and friends!* ___________________________________ Rates are based on 6ppl **2 Hours** - $375 **3 Hours** - $475 **4 Hours** - $575 *Can take a maximum of 12 people. Each additional person...

Public Sunset Sail on Knot The Office

Anchors Away Sailing Charters

Book online
$110.00

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...

Cooler and Ice

Lowcountry Watersports

Book online
$15.00

Three Day Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$15.00 - $60.00

duration: 3 day bike rentals cancellation_summary: NO REFUNDS OR RAINCHECKS meeting_point: your address description: Bike rentals for a three day period. (Example: you rent the bikes on monday, they are due back thursday morning) what_is_included...

Camellia Care

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $12.00

description: Do you love the Lowcountry’s winter rose? Come and learn how to grow and care for camellias from Coastal Discovery Museum’s Manager of Horticulture, Wendy Dickes. Learn how to choose from the over 20,000 varieties of camellias, be...

PB 7 Hour Ultimate Lowcountry Day
Book online
$110.00 - $1,565.00

description: *Customized adventures are the best way to see and do the Lowcountry!* Description Designed for the family or small group interested in experiencing an authentic day in coastal Carolina. We will give you a menu of options that can...

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...

Sunset Celebration Dolphin Cruise

Island Head - Broad Creek

Book online
$10.00 - $499.00

duration: 90 Minutes 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: Enjoy all of the beauty the low...

Cocktails & Camellias

Coastal Discovery Museum Hilton Head

Book online
$200.00

duration: 3 hours meeting_point: 70 Honey Horn Dr, Hilton Head Island, SC min_age: 21 accessibility: Wheelchair accessible description: Immerse yourself in the beauty of the Lowcountry at *Cocktails & Camellias*, an elegant evening set against the...

4 Day Rental

Island Life Rentals and Tours

Book online
$24.00 - $175.00

duration: 4 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...

Italian Club - Private Sunset Dinner Cruise

duration: 2 Hours meeting_point: Hilton Head Island min_age: 13 description: Hilton Head Italian Club - Sunset Dinner Cruise! **Book online now for fastest and most convenient check out.** *Departing from Harbour Town!* Duration 2...

Phone Dry Bag

Lowcountry Watersports

Book online
$12.95

Bike Rental • One Month

Lowsea Bike, Beach and Baby Rental

Book online
$100.00 - $140.00

duration: 30 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...

PB Sunset Hibachi Dinner Cruise
Book online
$40.00 - $175.00

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...