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2026 Activities Guide

Sunset Rentals | Ocean Breeze 7 | Dog Fr...

7 Ocean Breeze will quickly become your new favorite Hilton Head vacation home. This end-unit is positioned at the front of the community, making it both private and an painless walk to the beach!As you enter the property, you’re greeted with an...

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

Sunny & bright home near the beach with ...

Summary:Sandhill Crane 3The Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $95/nighttime. At...

  • Hilton Head
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
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...

Waterfront condo with private balcony, W...

Summary:Port II Villas 1613The Space:Welcome to Port II Villas 1613, a gorgeous condo located on the beautiful Hilton Head Island. This exceptional property offers handsome water vistas of the Calibogue Sound, accepting you to wake up to the calming...

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

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...

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...

Gift Card

Drifter Excursions

Book online
$50.00

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

19' Stingray Rental

H2O Sports

Book online
$325.00 - $750.00

duration: 2-6 hour rentals cancellation_summary: All reservations are subject to our 48 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse and departure dock! group_size: Boat holds 6...

Bachelor/Bachelorette

Flip Flop Charters

Book online
$895.00

description: Explore Calhoun Street! Duration 4 hours About If you’re looking for a picturesque location to raise a glass and toast the happy couple, we’d love to help you celebrate! Waterfront bars are an excellent choice. With a...

Flyboard 20 Minute

Carolina Hydrofly

Book online
$129.00

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

Twelve Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$100.00 - $450.00

description: 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...

Baby Gear Rental • Three Days

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $125.00

duration: 3 Days cancellation_summary: Cancellations must be received a minimum of 72 hours in advance to be considered for a refund. meeting_point: A member of our staff will reach out with the contact information provided to confirm the rental...

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...

Multi Day Destination sail with Overnight Stay

Anchors Away Sailing Charters

Book online
$1,275.00 - $1,425.00

meeting_point: Hilton Head Island, SC description: *Multi-Day sail to a destination of your choosing* Stay onboard the boat overnight at the dock Duration Up to you!

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

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

Baby Gear Rental Package • Two Weeks

Lowsea Bike, Beach and Baby Rental

Book online
$460.00 - $610.00

duration: 14 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...

Five Day Bike Rental

Wheelz of Hilton Head

Book online
$46.00 - $92.00

description: Five Day Bike Rental Rates Duration 5 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...

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...

Old Town Bluffton Inn May River Discovery Cruise

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

Pirate Cruise

Pirates HHI

Book online
$10.00 - $39.99

duration: 1.5 Hours cancellation_summary: Full Refunds are issued with 48 hours advanced notice meeting_point: 86 Helmsman Way, Hilton Head, SC 29928 - Check In at the Lowcountry Watersports Office to the left of Black Marlin Restaurant pricing...

Donuts with Dads

Saluda Lake Landing

Book online
$10.00 - $39.99

duration: 10am-8pm max_age: 101 group_size: 300 description: Celebrate Father’s Day Weekend at The Landing with coffee, fishing, lake days, and family memories made by the water. Join us for Donuts With Dads: Father’s Day Fish-a-Thon at Saluda...

9 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$39.00 - $275.00

duration: 9 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. It...

Paddleboard Rental

Wateree Marina

Book online
$25.00 - $50.00

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

Museum Closed Today

Coastal Discovery Museum Hilton Head

Book online
$25.00 - $50.00

PB Heritage Shuttle

meeting_point: Palmetto Bluff description: Roundtrip shuttle from Palmetto Bluff to Harbour Town by boat for the Heritage Golf Tournament. Please call Reservations at 843-686-6996 for private options. Limited spots available.

PVT Shark Tooth 12p

description: Discover Shark Tooth Island! ___ Description Enjoy a boat cruise from Hilton Head Island through the back waterways to Shark Tooth Island (near Savannah, Georgia) where you can hunt for shells, shark teeth and other ocean...

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...

Gift Card

Wheelz of Hilton Head

Book online
$525.00 - $1,099.00

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

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...

Sunset Sail

Cheers Sailing Charters

Book online
$600.00 - $1,500.00

description: 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...

Dolphins & Donuts

Lowcountry Watersports

Book online
$10.00 - $49.99

duration: 1.5 hours cancellation_summary: Cancellations allowed up to 48 hours before the scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 max_age: 99 group_size: 48 accessibility: Ramp...

Betty

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. ...

Sunset Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$49.00 - $95.00

description: *Paddle the Low Country!* ___________________________________ Rates **Kayak:** $49 **Tandem Kayak:** $95 *All Ages* ___________________________________ Duration 1 hour and 30 minutes ___________________________________ ...

Four Day Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$64.99 - $129.99

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...

One Week Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$259.00

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...

Shelter Cove Marina Kayak & Stand Up Paddleboard Rental

description: *Want to explore the Lowcountry waters on your own? We have paddleboards and kayaks you can rent!* --- Description Outside Hilton Head has a fleet of safe and comfortable boards & kayaks that you can rent to enjoy the area's...

Vineyard Tour

Victoria Valley Vineyards at Table Rock

Book online
$50.00

duration: Up to 2 Hours group_size: Max 4 People description: Join us for a tour of our vineyard and learn more about our small business! The vineyard tour consists of a 1- to 1.5-hour tour of the vines on our 47 acre property, where you’ll...

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...

Five Hour Inshore/Nearshore Fishing Trip

Hilton Head Island Tours

Book online
$645.00 - $695.00

description: *Five Hour Inshore/Nearshore Fishing Trip* ___________________________________ Rates **Up to Four Guests** - $645.00 **Five Guests** - $675.00 **Six Guests** - $695.00 ***All ages welcome! | Maximum of 1200...

Private Sunset & Fireworks Cruise - 12p

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

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...

Gift Card

Wateree Marina

Book online
$5.00 - $35.00

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

DIY Custom Sneaker Painting

Color Me Greenville

Book online
$45.00

duration: 3 Hours meeting_point: 50 Liberty Ln., Greenville, SC 29607 pricing: Charms and Accessories vary in prices. You can view our options in person along with pricing.: Shoe Charms:($1-$10) Color laces: Variable ($2-$10) Pre-made...

Two Week Bike Rental

Wheelz of Hilton Head

Book online
$85.00 - $170.00

description: Two Week Bike Rental Rates Duration 14 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...

Guided Wine Tasting

Victoria Valley Vineyards at Table Rock

Book online
$28.00

duration: 90 Minutes min_age: 21 group_size: Max 15 People description: Come taste a little piece of Europe with a traditional wine tasting of our European Vinifera wines, sure to be enjoyed by any wine drinker from a novice to the connoisseur. Your...

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...

Hilton Head Seafood Festival: Lowcountry Boil Dinner Cruise

duration: 2 Hours meeting_point: 1 Shelter Cove Lane, Hilton Head pricing: Adults: $145 Children 10yr-2yr: $99 Under 2: $20 description: Lowcountry Boil Dinner Cruise aboard The Ohana Step aboard The Ohana, Outside Hilton Head’s stunning luxury...

Private Tubing Trip

Island Head- Hilton Head Harbor

Book online
$250.00 - $675.00

description: Have a blast on a private tubing trip! About This is fun for everyone! Have a blast on a private tubing trip. Our captain will show your group a thrilling time as you tube the beautiful low country. This trip is private to your group...

Tour & Tasting Experience

Hilton Head Distillery

Book online
$34.95

duration: 1 Hour min_age: 21 group_size: Maximum 15 people accessibility: Wheelchair accessible description: Our signature 1-hour Tour & Tasting Experience invites you behind the scenes for a closer look at the craft, history, and rum-making process...

Bar Crawl

Flip Flop Charters

Book online
$625.00 - $750.00

description: Beautiful Scenery Duration - 3 hours - 4 hours About If you’re looking for some adult fun, there is no shortage of waterfront bars in our area. We’d love to take you to some of our favorites or let you pick the itinerary....

Dolphins & Donuts (Small Group)

Lowcountry Watersports

Book online
$15.00 - $59.00

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: 6 max_age: 99 group_size: 1- 6...

PB Bluffton Beach Kayak Adventure

duration: 3 hours group_size: Private excursion: up to 3 guests (base); additional guests available for a fee pricing: * $565 for up to 3 guests * $155 for each additional guest description: Paddle through the scenic salt marshes of Palmetto Bluff...

Dolphin Day Sail

Salt Marsh Sailing

Book online
$359.00

description: *Be on the lookout for Dolphins and other wildlife!* ___________________________________ Rates - **Private Charter (Up to 6 People):** $359 ___________________________________ Duration 2...

Private Sunset Cruise (Up to 14 Passengers)

Island Head- Hilton Head Harbor

Book online
$549.00 - $699.00

meeting_point: 43 Jenkins Rd, Hilton Head, 29926, South Carolina description: The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water...

Private Sunset & Fireworks Dolphin Tour
Book online
$475.00 - $795.00

duration: 2 hours cancellation_summary: Cancellations allowed up to 48 hours prior for a refund. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 1 max_age: 99 group_size: Maximum 14...

3 Hour Private Spring Jocassee Boat Tour

Southern Outlaw Adventures

Book online
$475.00 - $795.00

description: Private 3hr Spring Tour on Beautiful Lake Jocassee! Rates - Private Charter (includes up to 6 people): $350 ***$50 for each additional person (up to 10 total passengers)*** About Boat Tour includes all major waterfalls...

Private Sunset Cruise (Up to 14 Passengers)
Book online
$549.00 - $899.00

duration: 2 or 3 Hours 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 group_size: Up to 14 Passengers description: The private sunset...

22' Hurricane Fun Deck

Hilton Head Island Boat Rentals

Book online
$325.00 - $1,525.00

meeting_point: 1 Shelter Cove Lane, Hilton Head Island, SC 29928 description: About 22' Hurricane Deck Boat The Hurricane Deck Boat's "Fun Deck" Layout Up to 6 people Max Duration 2-8 Hours

Lighthouse Tour

Hilton Head Helicopter Tours

Book online
$369.00

cancellation_summary: Cancellations accepted up to 24 hours before the scheduled tour. description: See a magnificent fort, lighthouses, beaches and private coastal property from the air on a scenic helicopter flight. Enjoy sweeping Low Country...

One Month Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$180.99 - $361.99

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...

Lowcountry Boil Sunset Cruise

Lowcountry Watersports

Book online
$19.99 - $99.99

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

Sweetgrass Basket 3-Day Workshop

Coastal Discovery Museum Hilton Head

Book online
$425.00

meeting_point: Coastal Discovery Museum description: March 19, 20, 21, 2025 from 9:30-12:30 on each date. World-famous but with origins right here in the Lowcountry, the Sweetgrass basket is one of the region’s best known art forms and cultural...

Creek Cat Tour

Lowcountry Watersports

Book online
$120.00 - $145.00

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 people per creek...

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...

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...

2 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$18.00 - $100.00

duration: 2 Days meeting_point: Hilton Head Island, SC description: *Perfect for your day exploring around Hilton Head!* ___________________________________ Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day...

Daily Clinics

Palmetto Dunes Golf Academy

Book online
$50.00

meeting_point: Arthur Hills golf course description: Learn something new every day! Duration 50 minutes About The Academy presents a daily golf clinic at the Arthur Hills Golf Course, featuring special instruction on the stroke of the day...

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...

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...

July 4th Fireworks Cruise
Book online
$65.00 - $95.00

description: *Get the best seat in the house for the Independence Day fireworks!* --- > Prices >- **Adults:** $145 >- ** All Children:** $95 (12 and under) --- Description Book this cruise early, it is extremely popular! Incorporates a 2...

SC Pimento Cheese Festival- Vendor
Book online
$30.00 - $125.00

duration: 8 hours meeting_point: 6071 St Andrews Rd, Columbia, SC 29212 description: With over 2,500 in attendance in our 1st SC Pimento Cheese Fest last year, we believe this year will be bigger and better! Promote your business in front of the...

Valentine's Day Carriage Rides

Brice Herndon Draft Horse and Carriage Company

Book online
$100.00

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

Remote Beach and Shelling Experience

Hilton Head Boat Charters

Book online
$95.00

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...

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...

Solaris - Fireworks Cruise

Vagabond Cruise

Book online
$695.95

duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for up to 10 passengers description: Book the Hilton Head summer time favorite Fireworks Cruise aboard the all new Solaris! **Our private charters accommodate up to 10...

Ohana Sunset Dolphin Cruise
Book online
$45.00 - $2,500.00

meeting_point: Hilton Head, SC description: Explore the marsh and enjoy the view of the incredible Lowcountry sunset! --- Join us for this 90-minute tour to learn about the salt marsh and search for local dolphins aboard the luxury catamaran...

One Week Fishing Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$49.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** **This rental item includes ONLY the fishing pole, reel, and line.** This rental item DOES NOT include TACKLE or BAIT. Tackle and bait...

Ultimate Dolphin Experience

Lowcountry Watersports

Book online
$16.95

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

duration: 24 Hours meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get...

Sip & Sunset - BYOB Adults Only Dolphin Cruise

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: 21 max_age: 99 accessibility: Boat is...