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2025 Activities Guide

Free Tennis & Pickleball, close to beach...

NEW to Rental Market, NEW renovationsPROPERTY IS AVAILABLE FOR SHORTER STAYS. 3 NIGHT STAYS IN THE FALL and WINTER. Any arrival and departure date!!HILTON HEAD ISLAND. This is an oceanside villa complex that's just a short walk to the beach. The...

  • Hilton Head
  • 2 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
The 10 Best Beach Canopies & Umbrellas for 2025

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...

Newly Updated Villa – Short Walk to th...

The Villas at Tanglewood are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Prime Location!!Welcome to Tanglewood 901!Feel the best of South Forest Beach in...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Pinckney Island National Wildlife Refuge

The completely wild and uniquely pre-historic Pinckney Island National Wildlife Refuge is a fascinating natural adventure for cyclists, hikers, nature photographers, and anyone who wants to discover the untamed aspects of this otherwise...

Island oasis with balcony, beach access,...

Island Club 4106Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'An memorable trip to Hilton Head awaits at this bright and ideally located condo sitting mere...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
One Week Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$29.99 - $39.99

The durable and comfortable reclining Hilton Head Outfitters beach chair rentals are made of light-weight aluminum with backpack straps for easy transportation. They can be rented individually or as a package.

Skate Camp

Hilton Head Island Recreation Association

Book online
$250.00

duration: 4 days • 3.5 hours per Day meeting_point: Bristol Sports Arena-Hockey Rink min_age: 7 max_age: 18 group_size: Up to 20 Campers description: Learn from one of the best and most experienced instructors on Hilton Head at the Bristol Sports...

Shrimping

May River Excursions

Book online
$300.00 - $400.00

*Experience sea life like never before!* ___________________________________ **Please note**: Shrimping is only available from August-December ___________________________________ Rates **Private Charter** - $300 2 hours (for 6 people and...

Island Time Cocktail Classes

Hilton Head Distillery

Book online
$95.00

Set your watch to Island Time and join us on a rum-filled tropical adventure. We'll explore classic tiki cocktails, Escapism culture, and the pure joy of over the top garnishes, all while sipping on locally made rum. Join us for an evening full of...

Private Family Or Group Fishing Trip Aboard The Drifter

Rate 3 hours $995 _______________________ About Join us for a fun and exciting shark fishing excursion aboard the 60' Drifter on the calm waters of Calibogue Sound. Fish for Black Tip, Atlantic Sharpnose, Hammerhead, Bonnethead and small Bull...

HHI: Tales Through Time

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

*Learn about island history from an expert!* ___________________________________ Duration 1 Hour ___________________________________ About Hilton Head Island has been visited and inhabited for over 4,000 years—from the earliest Indigenous...

One Day Beach Cornhole

Hilton Head Outfitters - Bike Rental

Book online
$45.00

PORTABLE CORNHOLE SET – This tailgating game includes 2 portable cornhole boards (2x3 feet), 8 all-weather regulation bean bags, and cornhole Rules. For travel, tailgating, beach, lawn, or backyard WATER FILLED - Lightweight travel cornhole boards...

Fireworks Cruise Aboard Dolphin Seafari
Book online
$35.00 - $50.00

Fireworks Cruise Fireworks Tour begins at 7:30 Sharp! We our on our 30' covered pontoon boat, with a restroom on board!! Coolers are welcomed!! We will enjoy a dolphin/nature tour till the sunsets and than while still on the water watch the...

Adrenaline Package

Hilton Head Helicopter Tours

Book online
$100.00

pricing: $100 + Taxes/Fees description: Crank up the thrill and elevate your helicopter tour to the ultimate adventure with our doorless experience! Soar through breathtaking landscapes with the wind in your hair and unobstructed views that will...

Private Water Ski Adventure Day (7-12 Passengers)

Island Head- Hilton Head Harbor

Book online
$450.00 - $1,350.00

Come enjoy a day on the water with Island Head! About Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard...

2 Hour Private Afternoon Sail and Dolphin watch on Knot The Office

*Afternoon Sail* Generally a breezy afternoon leading to some of our most exciting sailing all day. Come and experience true sailing without running the motor. Take the helm and help with handling sails if you desire, but either way, kick back...

Private Dolphin Encounter - Two Hour

Island Life Rentals and Tours

Book online
$45.00 - $540.00

See dolphins up close! Premium Private Pricing 1-4 People - $220 5 People - $275 6 People - $330 7 People - $405 8 People - $450 9 People - $495 10 People - $540 11 People - $585 12 People - $630 About Our two hour Dolphin...

Morning Half Day Sail Trip On Knot The Office Sailboat

About Set sail aboard our monohull sailboat for a 4 hour customizable trip. Sail out to the ocean or stop and anchor and swim off the boat. The trip is up to you. All Half day Experiences includes Gratuity for the Captain and Crew of 18%. ...

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...

Private / 2 Hour Family Shark Fishing

Dolphin Discoveries Hilton Head

Book online
$315.00 - $395.00

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, above kayaks. group_size: Max of 6 accessibility: Boats take 2 steps from dock to deck. We are here...

Nightly Rental.   Premium 6 Passenger Electric

About 48 volt electric golf cart with 2023 Trojan lead acid batteries. Equipped with seat belts, anti lock brakes, extended top, LED headlights (high and low beam), turn signals, horn, and digital gauges. More info - Riding weight capacity...

One Week Beach Cart Rental

Hilton Head Outfitters - Bike Rental

Book online
$32.99

WIDE ALL-TERRAIN BACK WHEELS provides easy roll over sand HOLDS ALL YOUR BEACH GEARS, carries cooler, beach towels, umbrellas and more! EASY OPEN AND CLOSING, opens in seconds and folds flat for travel and storage MULTI PURPOSE - can be used for...

Family Fishing

Hilton Head Island Recreation Association

Book online
$25.00

duration: 2 Hours meeting_point: Rowing and Sailing Center group_size: Up to 20 people description: Enjoy a night of fishing and education with your family and learn some pro tips from some of the Lowcountry's most sought-after Fishing Captains! In...

Historic River Excursion

May River Excursions

Book online
$40.00 - $50.00

*Learn more about Bluffton through our scenic trip!* ___________________________________ Rates **Adult** - $45.00 **Child** - $35.00 **3 Adult minimum to go out** ___________________________________ Duration 1.5...

Lowcountry Seafood Experience

May River Excursions

Book online
$135.00

Rate - $135 per person includes boat excursion as well as a meal and one beverage __________ Duration - 2 Hour Boat Excursion with meal afterwards at Hudson's ____________ About - A two hour excursion that includes instruction on...

Three Hour Ocean Kayak Rental

Hilton Head Outfitters - Bike Rental

Book online
$53.99 - $71.99

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

One Hour Sunset/Dolphin Cruise

Lowcountry Cowboy Fishing Charters

Book online
$40.00

Duration 1 Hour ___________________________________ About Hilton Head has a ton of dolphins, and we wont come back to the dock until you see some! The sunsets are world class too! It's the perfect way to spend an hour enjoying the water...

Gift Card

Island Segway

Book online
$40.00

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

Distillery Tour and Tasting  - Includes a Souvenir Shot Glass and $5 Off a Bottle

We love sharing how our spirits are made. Join us for a tour to explore our island production facility and the world of craft spirits. Learn about the distillation process, see it in action, and enjoy a guided tasting while overlooking our still...

Art Market: Fine Art and Craft Festival Tickets

Coastal Discovery Museum Hilton Head

Book online
$5.00

$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 entrance on site. Stroll the grounds of picturesque Honey Horn to find...

Three Week Electric Bike Rental

duration: 21 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...

Sunset Sport Crabbing Adventure
Book online
$10.00 - $49.00

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 vacation! You will...

Kayaking Tour

Hilton Head Island Recreation Association

Book online
$40.00 - $80.00

duration: 1.5 hours meeting_point: Rowing and Sailing Center group_size: Up to 10 people description: Your 1.5hr kayak trip will explore the marshes of Skull Creek. An educational Lowcountry experience learning and working with the tides, oysters...

Ocean View

Hilton Head Helicopter Tours

Book online
$39.00

This introductory tour offers views of Folly Field Beach and the Port Royal Sound. Duration - **3 minutes** About - This tour offers great views of Folly Field Beach, Broad Creek, Port Royal Sound, and Shelter Cove.

Shark Fishing Excursion

May River Excursions

Book online
$375.00 - $775.00

*Private trip along the backwaters of Hilton Head Island, Daufuskie Island, and Bluffton* Rates are per private charter **2 Hours** - $350.00 **3 Hours** - $450.00 **4 Hours** - $550.00 **5 Hours** - $650.00 Each additional passenger over 6...

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

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

Morning Cruise

Seaglass Charters LLC

Book online
$650.00 - $750.00

*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 & 3 Hour Sails About A great time of day to see the harbor. Bring your suit and we will go...

Two Day Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$69.99

Rate Two Day Rental: $69.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration 2 Days

Cocktails & Camellias

Coastal Discovery Museum Hilton Head

Book online
$150.00

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...

Two Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$35.99

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.

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...

Private Guided Dolphin Kayak Tour - Just you and your family!

Private Dolphin Kayak Tour Duration 2 hours About Explore the beautiful salt marshes of Hilton Head Island with your group only! Private Tours are for smaller groups of 2 to 12 people that want a private guide to be with your group only...

Three Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$480.00

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 will catch....

Beach Gear Rental • Five Days

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

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

Island Head Inshore Fishing

Island Head - Broad Creek

Book online
$495.00 - $1,125.00

duration: 3 - 8Hours description: Join us for an unforgettable inshore fishing adventure aboard our 21-foot Parker center console. Whether you're a beginner or an experienced angler, our trips are tailored for fun, excitement, and reeling in the...

One Week  Surf Board Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99

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

Heritage Tour

Gullah Heritage Trail Tours

Book online
$25.00 - $49.00

*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...

Thirteen Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $475.00

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...

Fireworks Cruise

BC2 - Island Head

Book online
$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

Hack, Snack and Roadie Ride

Daufuskie Marsh Tacky Society

Book online
$450.00

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...

Donation

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

*Donate Today!*

Boomerang Private Charter Fishing
Book online
$530.00 - $650.00

Rate The three hour price is $530 The four hour price is $650 ______________ About Make a day of it on the 32-foot Stuart Angler "Boomerang"! The "Boomerang" is conveniently located on the south end of Hilton Head at Palmetto Bay Marina with...

Segways & Smoothies Tour

Island Segway

Book online
$109.00

A Smoothie hits the spot! Duration 1.5 Hours About 50% Ride, 50% Smoothie, 100% Fun Segways are for every day of the week and Smoothies and Boba Tea is refreshing on a HOT day. This Segway tour takes you all around the south end to find an...

Go Try Archery

Hilton Head Island Recreation Association

Book online
$30.00

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...

Crabbing

May River Excursions

Book online
$300.00

*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...

One Day Beach Cart Rental

Hilton Head Outfitters - Bike Rental

Book online
$14.99

WIDE ALL-TERRAIN BACK WHEELS provides easy roll over sand HOLDS ALL YOUR BEACH GEARS, carries cooler, beach towels, umbrellas and more! EASY OPEN AND CLOSING, opens in seconds and folds flat for travel and storage MULTI PURPOSE - can be used for...

Round Trip To Downtown CHS

Daniel Island Ferry

Book online
$10.00 - $26.00

duration: 30 Minutes meeting_point: description: The boat departs from Daniel Island for service to downtown Charleston's Waterfront Park. The trip takes approximately 30 minutes. what_is_included:

Sun, Surf and Sail Package

Hilton Head Island Recreation Association

Book online
$65.00 - $500.00

duration: 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...

Shelling, Shark Tooth, & Dolphin Excursion
Book online
$45.00 - $525.00

___________________________________ Rates are based on 6ppl **2 Hours** - $300.00 **3 Hours** - $400.00 **4 Hours** - $475.00 *Can take a maximum of 12 people. Each additional person is $35* ___________________________________ About - Take...

Two Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $475.00

Electric Bike Rental Duration 14 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...

One Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$50.00 - $250.00

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 without...

Vanishing Mile Isle Tour

Cross Island Cruises

Book online
$369.00

Bring your family on this private excursion to Grenadier Shoals, the famed “vanishing island” sandbar at the mouth of the Calibogue Sound. Duration 2 hours, 30 minutes Rates **Private Charter:** $369 Call to Book only November...

Surfing Lessons

Hilton Head Island Recreation Association

Book online
$100.00

duration: 1 hour & 15 minutes meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 min_age: 5 group_size: Up to 10 people description: Learn to Surf in the safe and warm waters of Hilton Head Island! Our safe...

Heritage Garden Tour

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $15.00

Duration 1 hour and 30 minutes ___________________________________ About All ages welcome but not a Family Friendly program. More geared towards adults but kids that are interested in plants/gardening/nature will enjoy. Take a walk...

Bike Rental • One Month

Lowsea Bike, Beach and Baby Rental

Book online
$100.00

Rent Bikes and Gear Accessories for your vacation! Duration 30 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Sunset Sail

Cheers Sailing Charters

Book online
$600.00 - $1,500.00

Stunning Sunset Views About 2.5 hour private sailing up the Broad Creek and into the Calibouge Sound. Sailing past Harbour Town and Daufuskie Island on a 45 ft Morgan Nelson Merrick Racing sailboat. Stunning sunset views over the water and...

Private Sunset Cruise

Unwritten Charters LLC

Book online
$600.00 - $900.00

Enjoy a Beautiful Sunset Cruise! Duration 2 or 3 Hours About Unwritten Charters will provide bottled water and soda. You and your guests are welcome and encouraged to bring on board your own food and adult beverages (for those 21 and up) for...

Twelve Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $450.00

Electric Bike Rental Duration 12 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...

Private Hilton Head Yacht Charter

Hilton Head Boat Charters

Book online
$425.00 - $999.00

duration: Two, Three, or Four 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 min_age: 12 group_size: Up to 12 People description: This private yacht...

One Day Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$24.99

The durable and comfortable reclining Hilton Head Outfitters beach chair rentals are made of light-weight aluminum with backpack straps for easy transportation. They can be rented individually or as a package.

Paddle Splash Party

Hilton Head Island Recreation Association

Book online
$40.00 - $400.00

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...

6 Hour Fishing Charter

Awesome Adventure Charters

Book online
$865.00

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...

4 Hour Fishing Charter

Awesome Adventure Charters

Book online
$615.00

Our Most Popular Charter, Allowing Ample Time to Pursue Game Fish! Duration 4 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...

All-Inclusive Sunset Supper Cruise

Daufuskie Difference

Book online
$44.50 - $89.00

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...

Marsh Critters

Coastal Discovery Museum Hilton Head

Book online
$7.00

*Learn about the creatures of the salt marsh ! Great for families with younger children.* ___________________________________ Rates - **$6 per person aged 3 and up, under 3 Free** ___________________________________ Duration 30 minutes...

Ricochet Private Charter Fishing
Book online
$440.00 - $540.00

Rate $440 for a two hour charter $540 for for a three hour charter About Join us aboard the brand new, Coast Guard inspected, 25 foot Ricochet, departing from Palmetto Bay Marina for an exciting 2 or 3 hour private shark fishing trip. The 2 hour...

Merchandise

Carolina Hydrofly

Book online
$440.00 - $540.00

Glow in the Dark • Splatter Session
Book online
$50.00 - $300.00

duration: 40 minutes meeting_point: 50 Liberty Ln., Greenville, SC 29607 group_size: 10 Max description: Come glow with us at Color Me Greenville! Bookings are for parties of 5 to 10 people! Reservations include music or bluetooth access to...

Eco Tour

Hilton Head Helicopter Tours

Book online
$269.00

This amazing flight follows some the most beautiful and remote beaches on the east coast Duration - **30 minutes** About - Along the way you will see shipwrecks, a deserted lighthouse, and old fishing cabins. - This tour also provides a...

Discovery Lab Open House

Coastal Discovery Museum Hilton Head

Book online
$269.00

Rates Suggested $5 donation per person (Ages 4+). Children must be accompanied by an adult. Everyone must have fun!! Duration 2 Hours (Drop in any time during Open House hours and stay as long as you'd like!) Discovery Lab During the...

11 Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$80.99 - $161.99

11 Day Rental 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: $80.99 ...

Inshore Fishing Charter

Gone Fishing HHI

Book online
$475.00

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 Info It’s never...

Body Board Rental

Forest Beach Surf & Cycle

Book online
$40.00

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