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2026 Activities Guide

Sailmaster Commons, Unit 16  Sun soaked ...

Summary:Sailmaster Common 16The Space:Located in the heart of Hilton Head you'll discover Sailmaster Commons! Bright, gorgeous, and boasting astounding amenities both shared and private, this sun-soaked villa is the ideal getaway for you and your...

  • Hilton Head
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
The 10 Best Beach Canopies & Umbrellas for 2026

Beach canopies and umbrellas create shade, lower ambient temperatures and block UV rays on hot, sunny Summer days. Sitting under the canopy of a quality beach umbrella can make the difference between comfort and sweltering. When choosing an...

Spacious updated oceanfront condo with s...

Summary:Windsor Place 207The Space:Cavernous 2nd floor, corner villa is ideal for families, couples, and friends traveling together because of the floor plan, 1442 square feet, featuring tall ceilings and striking ocean vistas from the living areas...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Fish Haul Creek Park

The gorgeous Mitchelville Freedom Park, also known as the Fish Haul Creek Park, is a unique little property that is undergoing a transformation designed to properly honor the site's significant, historic roots. As the original location of one of the...

Hilton Head Golf Getaway, Pools & Beach ...

Near Island Golf Courses | Heated Pool | Beach Boardwalk On-SiteTrade chilly weather for Lowcountry sunshine at this Hilton Head Island vacation rental condo! Tee off at acclaimed island golf courses, walk the boardwalk to the beach, or appreciate...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
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

21 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$75.00 - $555.00

duration: 21 Days cancellation_summary: 24 Hours in advance meeting_point: Hilton Head Island, SC description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book...

Pumpkin Patch Express

The South Carolina Railroad Museum

Book online
$25.00 - $250.00

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...

Fireworks Cruise

Island Time Charters

Book online
$425.00

Duration 2 Hours About This Fireworks Cruise provides a front row seat to one of our Island's most popular events! Enjoy the sunset while dolphin watching and taking in the beauty of the salt marsh ecosystem then stay on board with the best...

Tubing and Dolphin - 16 max

meeting_point: Hilton Head Island description: This 3 hour excursion starts with our most popular Eco trip on pristine Broad Creek. From here We will cross the Calibogue sound into one of our beautiful tidal rivers. Once here we will inflate the...

Hilton Head -> Daufuskie Island Daily Round Trip Ferry
Book online
$10.00 - $99.00

duration: 45 Minute Ferry Time Each Way cancellation_summary: Customers will receive a full refund or credit with 72 hours notice of cancellation. meeting_point: 18 Simmons Road Hilton Head Island, SC description: Hilton Head -> Daufuskie Island...

Horse Whispering (Montage Guests)

duration: 45min group_size: 4 description: Most people are taught to make horses respond to them. In this experience, you'll learn something fundamentally different: how to speak the horse's own language. Led by Longfield's Equestrian Director, a...

Life Under the Sea

Coastal Discovery Museum Hilton Head

Book online
$5.00

description: There is a magical world full of fascinating creatures under the sea! Join knowledgeable Museum staff and volunteers in the Discovery Lab to explore, touch, create, play, and learn more about ocean life. Who lives in those shells? What...

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...

Private Lesson with Ed Brill

Palmetto Dunes Golf Academy

Book online
$110.00

description: About Ed Brill Originally from Kalamazoo, MI, Ed Brill received his golf training from Ferris State University. Ed is Titleist TP 1 Level 1 certified and specializes in Aimpoint Technology and V1 Video Technology. Ed is also a...

Sunset Sport Crabbing Adventure

description: Join us for a Sport Crabbing Adventure with a sunset! Duration 2 hours About Our summer night Sport Crabbing Adventure aboard the Captain Kidd just might be the most exciting, exhilarating, and entertaining thing you do on...

7 HR Ult Day

Outside

Book online
$87.50 - $1,095.00

meeting_point: Hilton Head Island, SC description: *Full day customized adventures are the best way to see and explore the Lowcountry!* --- Description Your Day, Your Way! Outside’s signature program! The Ultimate Lowcountry Day is just...

Southbay Pontoon

Santee Boat Rentals

Book online
$350.00 - $500.00

description: Book our Southbay Pontoon today! Duration: - Full Day (8 Hours) - Half Day (4 Hours) About: The Southbay pontoon boat is a 20ft pontoon boat with a 90hp Suzuki to get you around the lake. With that being said the 90hp has...

Weekend 9:30 am-3:30 pm Golf Cart Rental
Book online
$70.00 - $90.00

description: Weekend 9:30 am -3:30 pm - Golf Cart Rental *Must have valid Driver's License to rent a cart.*

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...

Old T-Shirt

Historic Mitchelville Freedom Park

Book online
$5.00

pricing: $5 description: Old T-Shirt

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...

Phone Dry Bag

Lowcountry Watersports

Book online
$12.95

One Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$50.00 - $250.00

description: Electric Bike Rental Duration 7 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...

Gift Card

Drifter Excursions

Book online
$50.00 - $250.00

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

Gift Cards

Shelter Cove Marina Boat Rentals

Book online
$50.00 - $250.00

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...

Dolphins, Sharks & Shells!

Dolphin Discoveries Hilton Head

Book online
$475.00 - $845.00

duration: 3 to 6 Hours cancellation_summary: Up to 48 hours Before w/ No Questions Asked. If rain or weather does not allow us to get out, we reschedule or refund(up to you). meeting_point: Broad Creek Marina - End of wooden pier, at sign, above...

Private Lesson with Clark Sinclair

Palmetto Dunes Golf Academy

Book online
$130.00 - $650.00

meeting_point: George Fazio Course description: About Clark Sinclair, Director of Golf Clark Sinclair has been a member of the Palmetto Dunes staff since 1983 and has been teaching since 1986. He is a graduate of Presbyterian College. Clark...

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*

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...

PB Private Freshwater Kayak Fishing

meeting_point: Palmetto Bluff, Bluffton description: *We have pioneered kayak fishing on the east coast!* ___________ About This is one of the fastest growing sports and is offered in the Inland Waterway Trails at Palmetto Bluff. The Hobie Pro...

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...

The Dam Tour at Lake Murray

Cincinnati Helicopters

Book online
$260.00 - $390.00

duration: 12 minutes pricing: $130/person description: 12 minute tour around Lake Murray check_in_details: We will try to get you as close to your booked time as possible. restrictions: Combined weight can not exceed 280lbs for individual or 560lbs...

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...

Jet Ski Creek Run Tour

Lowcountry Watersports

Book online
$199.00

duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior to the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 6 max_age: 99 description: Get ready for...

Day with a Native - The Island Girl

Native Son Adventures

Book online
$365.00 - $1,260.00

duration: 3 to 8 hours description: Choose from a range of half‑day to full‑day coastal excursions tailored to your interests—fish, hunt for shark teeth and fossils, crab like a local, paddle with dolphins in uncrowded areas, birdwatch, or...

3 Day Rental

Island Life Rentals and Tours

Book online
$21.00 - $140.00

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...

Saint Helena Sunset Sail

Otter Sailing Adventures LLC

Book online
$375.00

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...

Gullah Celebration Cruise

Vagabond Cruise

Book online
$90.00

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...

Mini Boat Disappearing Island 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...

Cruise Through The Stars

Vagabond Cruise

Book online
$19.95 - $39.95

duration: 1.5 Hour meeting_point: 149 Lighthouse Rd. Hilton Head Island, SC 29928 accessibility: Stroller and wheelchair accessible on the lower deck of the Vagabond description: ![Description of...

Five Day Golf Cart Rental

Wheelz of Hilton Head

Book online
$755.00 - $1,075.00

description: Golf Cart Rentals! Duration 5 days Please Note * Golf Cart Rentals CANNOT be delivered * Must be picked up at our location * Golf Carts need to stay within a 4 mile radius of our location. * Golf Carts cannot be booked online...

Kayak Tour

Lowcountry Watersports

Book online
$45.00

duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours prior; refunds available if canceled by that time. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 max_age: 99 pricing...

Solaris - Palmetto Bluff Charter

duration: 2 Hours meeting_point: Palmetto Bluff group_size: Private Charter for up to 10 passengers description: Book the ultimate luxurious charter departing Harbour Town aboard the all new Solaris! **This private charter option accommodates 1-6...

Beach Gear Rental • Six Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: Everything you need for a fun and comfortable day at the beach! Beach gear is delivered the morning after check-in and will be picked up the night before check-out no later than 5PM. Duration 6 Days About - Free delivery...

Bare Boat Rental without a Captain - Full day 9am to 6 pm, No Overnight Stay

meeting_point: Hilton Head Island, SC description: *Bareboat Sailboat Rental With out a Captain* Full day sail, bring your own Captain Duration 9 AM - 6 PM

PB Private Daufuskie Island Tour - 16 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...

Private Boat Rental w/ Captain

Dolphin Discoveries Hilton Head

Book online
$225.00 - $350.00

duration: 1.75 - 4 Hours cancellation_summary: 48 hours - No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, over the water. group_size: Up to 8 recommend. If more please call. accessibility: Boats take 2 steps from...

Pride on the Pacolet

Vintage View River Retreat

Book online
$20.00 - $45.00

duration: 3 Hours description: Come celebrate Pride Month and light up your weekend! Glide down the river with glowing rainbow gear, good vibes, and nonstop Saturday night fun. This 3 hour adventure lets you float while the sun goes down, laugh with...

DI 6 Hour Ultimate Lowcountry Day

meeting_point: Daufuskie Island, SC 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 South...

Five Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

description: Enjoy miles and miles of scenic bike paths Duration 5 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...

Discovery Flight

Hilton Head Helicopter Tours

Book online
$400.00

duration: 1 Hour (30 minutes flight time and 30 minutes ground) meeting_point: 38 Gateway cirle HHI,SC 29926 min_age: 16 description: Get ready for the adventure of a lifetime with a Discovery Flight! This hands-on experience gives you the...

Thirteen Day Electric Bike Rental

duration: 13 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...

PB Outside Foundation Cruise

meeting_point: Palmetto Bluff description: The Outside Foundation and Palmetto Bluff are partnering to preserve the South Wilson Bluff, utilizing oyster shells recycled from Palmetto Bluff Club restaurants. To learn more about this program and other...

One Month Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$875.00

meeting_point: 80 QUEENS FOLLY RD HILTON HEAD, SC 29928 description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All eBike rentals include 1 lock for every bike.** Our e-bikes are a fun and easy...

Rosie

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. ...

12 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$85.99 - $171.99

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...

Bike Rental • Two Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $80.00

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...

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...

Two Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$42.99 - $85.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **All bike rentals include 1 lock for every 2 bikes (6 foot coil lock)** Two Day Bike Rental: - 16” Kids Beach Bike: $42.99 - 20” Kids...

Rosé Fireworks Sail

BC2 - Island Head

Book online
$19.99 - $89.00

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

Half Day Flats Fishing (4 Hrs)

Green Heron Adventures

Book online
$550.00

meeting_point: Beaufort and Hilton Head/Bluffton, SC description: Duration 4 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...

Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $40 **Tandem Kayak:** $75 ** ___________________________________ Duration 1 hour and 30 minutes ___________________________________ About Come...

Sunrise Dolphin Tour

Lowcountry Watersports

Book online
$15.00 - $44.99

duration: 1.5 Hours cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 description: Experience the magic of the Lowcountry...

Workshops

Coastal Discovery Museum Hilton Head

Book online
$5.00 - $35.00

duration: varies cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. description: Join us for a dynamic series of hands-on, creative workshops designed...

Inshore Fishing Charter

Gone Fishing HHI

Book online
$500.00 - $600.00

description: Fish like a local! Duration 3 Hours About Targeting Red Drum, Black Drum, Seatrout, Flounder, and Sheepshead in local tidal creeks and nearby waterways with light tackle. This trip is great for all experience levels! More...

Limited Edition T-Shirts

Historic Mitchelville Freedom Park

Book online
$15.00

pricing: $15 description: Juneteenth Limited Edition T-Shirts

Cooler and Ice

Lowcountry Watersports

Book online
$15.00

Private Morning Sail / dolphin watch on Seas The Moment - newest vessel

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...

Three Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$480.00

description: Duration 3 Hours ___________________________________ About Catch sharks, other species, might catch some nice fish and see dolphins. (We have 27 different species of sharks in the Hilton Head waters so you never know what kind you...

Private Fireworks Paddle
Book online
$55.00 - $110.00

Nearshore Fishing Charter

Gone Fishing HHI

Book online
$600.00 - $700.00

description: Fish like a local! Duration 4-5 Hours About Our four hour trip, weather permitting, allows us to fish our inshore creeks, or nearshore wrecks and jetties. Common targets are Red Drum, Black Drum, Trout, Flounder, Sheepshead, and...

Stand Up Paddle Board Rental

Forest Beach Surf & Cycle

Book online
$60.00 - $200.00

description: Rent with us! Duration 1 day, 3 day, or 1 week About Forest beach surf & cycle is your source for Hilton Head Island SUP rentals

Private Inshore Charter Fishing aboard Hobo

duration: 3 hours cancellation_summary: 48 hours meeting_point: Palmetto Bay Marina, 86 Helmsman Way. Please proceed down to the first dosk on the right side of the marina. group_size: Licensed for up to 16 passengers; rate includes 6...

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. ...

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...

Sunset & Fireworks Dolphin Tour

Lowcountry Watersports

Book online
$15.00 - $59.99

duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 1 max_age: 99 group_size: Maximum 48...

Pluff Mudder Summer Camp

Port Royal Sound Foundation

Book online
$445.00

duration: Monday-Friday cancellation_summary: Due to limited space and high demand for our Pluff Mudder Summer Camps, all payments are non-refundable. Please let us know as soon as possible if you have to cancel your reservation so we can fill your...

Bonjour Private Charter

BC2 - Island Head

Book online
$550.00 - $5,500.00

duration: 1-10 Hours meeting_point: Broad Creek Marina, 18 Simmons Road group_size: Up to 35 People description: Bonjour – Hilton Head’s Premier Charter Boat Step aboard Bonjour, Hilton Head’s newest and most luxurious charter boat, built...

PB Private Pedego Tour
Book online
$130.00 - $425.00

meeting_point: Palmetto Bluff

Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$49.75 - $269.00

duration: 1 hour 45 minutes cancellation_summary: Up to 48 hours Before w/ No Questions Asked meeting_point: Broad Creek Marina - End of wooden pier, at sign, above kayaks. max_age: 1000 group_size: 6 passengers accessibility: Boats take 2 steps...

Dolphin Tour

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: See Dolphins up Close! Join us...

Private Dolphin Tour

Lowcountry Watersports

Book online
$329.00 - $479.00

duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours prior; no refunds within 48 hours. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 9 max_age: 99 group_size: Maximum 14...

12 Day Rental

Island Life Rentals and Tours

Book online
$48.00 - $335.00

duration: 12 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...