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2026 Activities Guide

Family-friendly retreat- private saltwat...

Summary:Lagoon Road 27The Space:Welcome to your ideal Hilton Head hideaway at 27 Lagoon Road, a family-friendly getaway attractively located just moments from the island’s most fashionable attractions. Located in a prime South Forest Beach...

  • Hilton Head
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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...

Oceanfront home with huge windows and a ...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.This elegant, nine-bedroom Beachcomber home sports a private pool and spa and provides broad living spaces, as well as exceptional vistas of the beach and the...

  • Hilton Head
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 22
Fish Haul Beach Park

Fish Haul Beach Park is a serene and naturally rich destination that offers visitors a more peaceful and secluded beach experience compared to the island’s more commercialized oceanfront areas. Located on the northern end of Hilton Head near...

Stunning Oceanfront property, Just Steps...

Welcome to your ideal home base for a Hilton Head hideaway, whether it’s your first or your next! Located in an unbeatable oceanfront complex, you’ll be just mins. from the beach, with the complex pool conveniently located right downstairs. For...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Day Trip to Savannah

Flip Flop Charters

Book online
$525.00 - $1,150.00

description: Cruise to Savannah! Duration - 5 hours - 6 hours About Avoid the traffic and cruise to Savannah in style. We’ll take you through the backwaters into the Savannah River and dock right on river street. You’ll be right at the...

HH Seafood Festival: Ohana Fireworks Cruise

description: A special cruise on the luxury power catamaran, Ohana. This leisurely sunset dolphin cruise will end with the best seat in the house for the fireworks show! Departing Saturday, February 26th 5-7pm $115 per person (includes Kettle One...

Eight Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$70.99 - $141.99

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...

Curator's Tour

Coastal Discovery Museum Hilton Head

Book online
$70.99 - $141.99

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...

SC Pimento Cheese Sponsor

Red Maple Event

Book online
$500.00 - $3,000.00

duration: 5 hours meeting_point: 6071 St Andrews Rd, Columbia, SC 29212 description: Promote your business in front of the crowds at the SC Pimento Cheese Festival This free, family friendly event will draw crowds from all over the state. There...

Two Day Bike Rental

Wheelz of Hilton Head

Book online
$35.00 - $70.00

description: Two Day Bike Rental Rates Duration 2 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect getting...

Three Week Chair or Umbrella Rental

Hilton Head Outfitters - Bike Rental

Book online
$79.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Umbrellas include a sand spike for easy set up at the beach. The durable and comfortable reclining Hilton Head Outfitters beach chair...

PVT Vanishing Island Beachcombing 6p

description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A family favorite!* --- Description This 3 hour boat cruise incorporates a 90 minute Dolphin tour with the added...

Tuesday night Firework Sailings

Cheers Sailing Charters

Book online
$600.00 - $1,500.00

description: About Night time Fire Work sailing charter! More info **Pricing:** • 1-6 people: $600.00 and $100 for each additional person up to 14. ($1,400) • 15-20 people is a flat $1,500.00

SCM Private SUP Yoga
Book online
$45.00 - $325.00

duration: 1.5 Hours meeting_point: 1 Shelter Cove Lane, Hilton Head Island min_age: 12 group_size: 10 pricing: $225 for up to first 3 people $60 each additional person description: Find your flow where the river meets the sky...

Shark Fishing Excursion

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** - $350.00 **3 Hours** - $450.00 **4 Hours** - $550.00 **5 Hours** - $650.00 Each additional...

WAHHI Vanishing Island Beachcombing Cruise

meeting_point: Hilton Head Island, SC description: *Meet Hilton Head's dolphin population and visit a vanishing island. Collect shells and observe local wildlife. A Lowcountry favorite!* --- Description This three-hour boat cruise...

Hilton Head -> Savannah Daily Round Trip Ferry
Book online
$19.99 - $99.00

duration: 2 Hour 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 -> Savannah Daily Round...

Pony Rides

Daufuskie Marsh Tacky Society

Book online
$10.00

description: Duration 10 minutes About Do you have a child that's either totally horse crazy or slightly horse curious who would delight in a chance to sit in the saddle? Allow us to provide a memorable, confidence building experience while...

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...

Bike Rental • Four Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

description: Rent Bikes and Gear Accessories for your vacation! Duration 4 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Seas The Moment Public Afternoon Sail

Anchors Away Sailing Charters

Book online
$120.00

meeting_point: Hilton Head Island, SC description: *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...

Paella Dinner

Kennington Family Winery

Book online
$95.00

duration: 2 Hours min_age: 21 group_size: Maximum 30 Guests description: **Join us for a Paella Dinner, catered by the highly esteemed Chef Daniel Lopez!** Choose between chicken paella or authentic Spanish paella with muscles and shrimp. Glass of...

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 Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

description: Enjoy miles and miles of scenic bike paths Duration 4 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...

Two Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$40.00 - $100.00

description: Enjoy miles and miles of scenic bike paths Duration 2 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...

Awendaw Passage of Palmetto Trail Hike

Nature Adventures Outfitters

Book online
$30.00 - $35.00

duration: 2.5 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...

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...

PB Electric Bike Rentals

meeting_point: Palmetto Bluff

Corporate Parties & Team Building

Color Me Greenville

Book online
$50.00 - $400.00

duration: 1.5 Hours cancellation_summary: 7 Days meeting_point: 50 Liberty Ln., Greenville, SC 29607 description: 1.5 hours active painting for groups of people. Includes a 11”x14” premium canvas for each attendant plus a 18”x24”...

Palmetto Bluff Daufuskie Island History Tour

meeting_point: Palmetto Bluff description: *Catch a glimpse into a fascinating chapter of Lowcountry history* _____________ About Tucked between Hilton Head Island and the mainland - accessible only by boat – the island on ‘the other side...

2.5 Hour Firework Tour

Hilton Head Island Tours

Book online
$425.00

description: *Learn about our Coastal Ecology on our 2hr Private Crabbing Excursion!* ___________________________________ Rates **Private Charter** - $425.00 *(Up to 6 passengers)* ***All ages welcome! | Maximum of 1200...

PB Private SUP Instruction
Book online
$75.00 - $325.00

meeting_point: Palmetto Bluff, Bluffton description: *Get on the water with one of our custom kayak tours & classes* Outside Palmetto Bluff has a professional staff of Instructors ready to help you enjoy the fun, fitness and beauty of the...

Seven Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$55.00 - $131.00

description: Enjoy miles and miles of scenic bike paths Duration 7 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...

Pirate Cruise

Pirates of Hilton Head

Book online
$15.00 - $44.99

duration: 1.5 hours cancellation_summary: Full refunds with 48 hours notice meeting_point: 149 Lighthouse Rd, Hilton Head Island, SC, 29928 accessibility: Ramps lead to the ship; boarding requires 2 steps up, 1 step over and about 3–5 steps to a...

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...

Paddleboard Rental

Wateree Marina

Book online
$25.00 - $50.00

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

Deck the Porch

Brice Herndon Draft Horse and Carriage Company

Book online
$100.00

description: Ride in our Vis-a-vis Carriage A more intimate and private setting with your own personal horse and driver. Enjoy private time with your family or make it a couple's adventure strolling through the Front Porch of the Lowcountry! ...

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...

Parasailing

Island Head- Hilton Head Harbor

Book online
$29.99 - $999.00

meeting_point: Hilton Head Harbor description: *High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $95 **Observer (All Ages):** $49 ___________________________________ ...

Private Food Tour

Food Tours Hilton Head

Book online
$695.00

description: Customize Your Tour! Duration 3 hours What's Included: - A private luxury SVU pickup for 6 - A knowledgeable tour guide About This tour is made especially for you. After you book the tour, our tour guide will contact you...

Marsh Critters

Coastal Discovery Museum Hilton Head

Book online
$10.00

description: *Learn about the creatures of the salt marsh ! Great for families with younger children.* ___________________________________ Rates - **$10 per person aged 3 and up, under 3 Free** ___________________________________ ...

Sunset Cruise

Reel Native Fishing Charters

Book online
$175.00

description: Enjoy the Sunset on the Water! Duration 2 hours About We're committed to providing a stress-free experience to both new and returning clients. More info Minors must be accompanied by adults

Community Workshop- Bird Silhouettes

meeting_point: Mayfair Art Studios

Private Lesson with Jason Heintenchel

Palmetto Dunes Golf Academy

Book online
$90.00

meeting_point: Arthur Hills Golf Course description: About the Palmetto Dunes Golf Academy The Palmetto Dunes Golf Academy in Hilton Head, South Carolina, is one of the most respected golf schools in the world. Featuring lessons, clinics and...

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...

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...

Private Sunset Sail

BC2 - Island Head

Book online
$1,400.00 - $4,400.00

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

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...

Party Cycleboat Tour

Bluewater Adventure Cycleboat

Book online
$49.95 - $1,250.00

description: Rates **Party of 2-20:** $1250 *Ages 21+* _____ Duration 2 Hours About Join us on the water on Hilton Head's first ever party cycle boat. We provide the coolers, ice, music and fun while our guests sit on cycle seats and enjoy...

Four Week Rental (Walk Up)

South Beach Bike Rentals

Book online
$220.00 - $524.00

description: Enjoy miles and miles of scenic bike paths Duration 4 Weeks 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...

Ultimate Dolphin Experience

Lowcountry Watersports

Book online
$16.95

All Day Kayak Rentals

Crooked Creek Kayaks

Book online
$80.00 - $100.00

duration: 8 Hours description: Unguided access begins with personalized, concierge-style recommendations designed to help you move with Jarvis Creek’s ever-changing tidal currents. Before you launch, our team will walk you through ideal routes...

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...

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...

Six Day Bike Rental

Wheelz of Hilton Head

Book online
$48.00 - $96.00

description: Six Day Bike Rental Rates Duration 6 days Rental Bikes Single Speed Cruisers - Low Entry Unisex Cruiser The ultimate old school cruiser, our Boardwalk is designed with a comfortable upright riding position perfect getting...

Sunset Dolphin Cruise

Island Life Rentals and Tours

Book online
$55.00 - $660.00

duration: 2 Hours group_size: 12 - 14 Max description: What could be more peaceful and romantic than a beautiful sunset cruise on the calm evening waters around Hilton Head Island. Share this experience with your loved ones and create memories to...

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...

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...

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...

13 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$51.00 - $355.00

duration: 13 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...

Revolutionary War Lecture Series

Coastal Discovery Museum Hilton Head

Book online
$7.00

duration: 1 hour cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. min_age: 13 group_size: 60 description: Join us for "Revolutionary Reflections", a...

Three Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$40.00 - $150.00

description: Electric Bike Rental Duration 3 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...

Intro to Wheel-Throwing | Pottery Wheel Basics

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

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...

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. ...

DI PVT Shark Tooth 12p

duration: 2 Hours meeting_point: Daufuskie Island group_size: Up to 12 guests pricing: $975 description: Enjoy a scenic boat ride from Daufuskie Island to Savannah, where you will step off onto islands to search for the fascinating artifacts that...

Baby Gear Rental • Two Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $125.00

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...

Baby Gear Rental • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $125.00

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 drop...

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

Remote Beach and Shelling Experience

Hilton Head Boat Charters

Book online
$95.00

Surfboard Rental

Forest Beach Surf & Cycle

Book online
$25.00 - $125.00

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

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...

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...

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...

Romance Package

Hilton Head Helicopter Tours

Book online
$100.00

pricing: $100 + Taxes/Fees description: Create unforgettable memories with your special someone aboard a private helicopter tour designed to ignite romance. Sip on complimentary champagne, savor a hand-selected box of chocolates, and let love take...

Four Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$600.00

description: Duration 4 Hours ___________________________________ About *Most Popular* Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide ...

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...

Private Charter to Daufuskie

Daufuskie Difference

Book online
$350.00

meeting_point: Hilton Head description: Now Offering Private Boat Charters for Hilton Head Island. Get outside and enjoy a Dolphin Nature Cruise, Brunch or Lunch, or any of our other great Charter Options.

One Week Surfboard / Paddleboard Rental

Hilton Head Outfitters - Bike Rental

Book online
$149.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Rate 7 Day Rental: $149.99 *NOTICE: The minimum age allowed out on the lagoon is 5 years old!* _______________ Duration One Week (7...

Blue Angel Airshow Harbor Cruise

Charleston Water Taxi

Book online
$65.00 - $75.00

duration: 1.5 Hours description: Departure is from Charleston Harbor Resort & Marina, A Dock. Guests are welcome to bring their own drinks (no glass bottles permitted). Please plan to arrive at least 30 minutes early to allow time for parking at the...

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

description: ___________________________________ 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* ___________________________________ ...

Tubing and Dolphin - 6 max

meeting_point: Hilton Head Island, SC description: Family Fun With Nature, Tubing and Exploring! --- Join us for a boating and tubing tour through the Lowcountry waters! Watch for birds and dolphin through the salt marsh ecosystem and get behind...

Sips, Small Bites, Starlite, and Sinatra

Kennington Family Winery

Book online
$50.00

duration: 2 Hours min_age: 21 group_size: Maximum 30 Guests description: **Join us for an evening of wine, the Synergy Twins and the stars!** *Dates for this event are: 9/4 and 9/18, event starts at 7pm.* We hope to see you...