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2026 Activities Guide

Spectacular Oceanview Condo w/ Community...

Point of View - Vacation Units by Five Star PropertiesFavorite Features: STR#030139- Charming Ocean Vistas- Community Pool- Fireplace- Simple access to shopping, dining, kayaking, and other activitiesWater vistas to the beach, comfort and...

  • Hilton Head
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
The 7 Best Beach & Fishing Coolers 2026

Nothing beats an ice-cold beverage while relaxing on the beach. Nothing is worse than reaching for an icy drink and finding your cans swimming. Coolers are essential for family days on the sand. A good modern cooler will keep food and drinks fresh...

Waterfront condo with private balcony, W...

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

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Folly Field Beach Park

Folly Field Beach Park is a gorgeous stretch of shoreline that is known informally by residents and long-time visitors alike as a "local's beach." Seldom overcrowded, with parking spots that are almost hidden by a line of live oaks and squat...

Updated Oceanfront Two Bedroom Condomini...

You'll be glad you chose this two bedroom oceanfront Hampton Place condominium. The kitchen is generously refreshed with bespoke cabinetry, granite countertops and stainless steel appliances. Kitchens come completely-equipped, making cooking for...

  • Hilton Head
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Learn to Sail Adventure

Otter Sailing Adventures LLC

Book online
$600.00

duration: 3.5 hours or more group_size: maximum of 6 description: Duration 3.5 hours About Experience the thrill of learning to sail on our Catalina 275 Sport, the perfect boat for learning keel boat sailing for the first time or honing your...

2026 Juneteenth Celebration

Historic Mitchelville Freedom Park

Book online
$10.00

duration: 6 Hours description: Join us for an unforgettable day at the 12th Annual Juneteenth Celebration at Historic Mitchelville Freedom Park — a community gathering filled with music, culture, food, and family-friendly fun. Spend the day...

Romantic Sunset Cruise

Island Time Charters

Book online
$399.00

The most spectacular views and vivid colors! Duration 2 Hours About Come aboard for an enchanted, romantic cruise! Bring your favorite bottle of bubbly and we will provide the rest. This charter includes a sweet treat, fresh flowers, and...

Two Week Electric Bike Rental
Book online
$475.00

duration: 14 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...

Creature Feature

Coastal Discovery Museum Hilton Head

Book online
$7.00

duration: .75 cancellation_summary: • Cancellation Policy: Full refund minus $5 admin fee prior to one day in advance. No refund if cancelled within one day. description: The Lowcountry is home to an incredible variety of fascinating creatures...

Community Workshop- Bird Silhouettes

meeting_point: Mayfair Art Studios

The Art of Tiki Cocktail Class

Hilton Head Distillery

Book online
$95.00

duration: 2 meeting_point: Hilton Head Distillery min_age: 21 group_size: Maximum 12 description: Join us at Hilton Head Distillery for an unforgettable hands-on experience where you'll shake, stir, and garnish your way through the colorful world of...

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!

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...

Equestrian Lessons - Montage Guests

duration: 1 hour meeting_point: Activity Barn Longfield Stables 24 Healey Rd, Bluffton 29910 SC min_age: 6 group_size: Private or semi private description: Whether you're a first-time rider or looking to refine your skills, our equestrian lessons...

Cake Decorating

Color Me Greenville

Book online
$50.00 - $450.00

duration: 1 Hour 30 Minutes meeting_point: Color Me Greenville description: 1hr long party. Join us to decorate your own 5” cake! Booking includes unlimited buttercream, fondant, and sprinkles!

8 Day Rental

Island Life Rentals and Tours

Book online
$36.00 - $255.00

duration: 8 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...

Seven Hour Private Offshore Charter
Book online
$1,400.00

group_size: Up to 5 guests description: Spend a day on Hilton Head Island waters with Captain John aboard the Sweet Pea, a 29 ft. World Cat cat boat. Pursue seasonal game fish such as cobia, bull reds, king mackerel, tarpon, and sharks while the...

Two Day Electric Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$125.00

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...

PVT Sunset Dolphin Cruise 16pk
Book online
$695.00 - $1,350.00

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane description: Looking for a private memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head is the perfect choice. This 90-minute private tour...

PB Private Outback Excursion - 6 passenger

meeting_point: Palmetto Bluff, Bluffton description: The Perfect Combination of Adventure and Fun! ___ Description This trip combines two of our most popular trips, The Dolphin Eco Tour and The Guided Kayak Tour, in an over the top remote...

Solaris - Destination Charter
Book online
$395.00

duration: 2 Hours meeting_point: Hilton Head Island group_size: Private Charter for up to 10 passengers description: Customize your luxurious destination charter aboard Solaris today! **Our private charters accommodate up to ten passengers...

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...

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...

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...

12 Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$94.32 - $224.52

description: Enjoy miles and miles of scenic bike paths Duration 12 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...

Hilton Head to Daufuskie Island

Island Head - Broad Creek

Book online
$10.00 - $30.00

duration: 45 Minute Ferry Time 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 One Way...

Private Afternoon Sail and Dolphin watch on Knot The Office
Book online
$325.00 - $425.00

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 6 people accessibility: Limited Handicap accessibility, Please call us to ensure we can...

PB Private Daufuskie Island Tour - 12 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...

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...

Hilton Head Yacht Charters

Hilton Head Boat Charters

Book online
$595.00 - $1,295.00

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...

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...

Kids Story Time

Coastal Discovery Museum Hilton Head

Book online
$500.00 - $3,000.00

meeting_point: 70 Honey Horn Drive, Hilton Head Island, SC description: Look, listen, and learn! Kids will love hearing local stories and learning about Lowcountry wildlife and history. Stories are geared towards preschool and lower elementary aged...

Shark Fishing Trips

Top Shot Sport Fishing

Book online
$500.00

description: Rates - 3 hour Trip- $500

Junior Clinics

Palmetto Dunes Golf Academy

Book online
$50.00

duration: 50 minutes min_age: 8 max_age: 17 description: Duration & Rates - 50 minutes - $50 per student - Sundays at 11AM and Tuesdays at 1:00PM June1st-August 31st Junior Clinics - "Fun, Friends and Fresh Air" (offered seasonally) Enjoy...

Full Moon Firelight Kayak Paddle

Vintage View River Retreat

Book online
$10.00 - $35.00

description: A 2.5-hour glowing kayak paddle under the full moon, complete with a glow-in-the-dark fun pack and a cozy campfire with treats on the banks of the Pacolet River in Spartanburg South Carolina.

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...

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...

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...

PVT Sunset Dolphin Cruise 12pk
Book online
$595.00 - $1,295.00

duration: 90 minutes cancellation_summary: 48 Hours meeting_point: 1 Shelter Cove Lane description: Looking for a private memorable evening on the water? Our Sunset Dolphin Cruise in Hilton Head is the perfect choice. This 90-minute private tour...

Shark Fishing

Reel Job Charter Fishing

Book online
$495.00

description: The best shark fishing on Hilton Head! Rates All ages welcome aboard! Private Charter (up to 6 passengers) - $495 Duration 3 hours About Around Hilton Head, Reel Job Charter Fishing one of the most popular shark fishing...

Outside DMC Partner Outing - Hilton Head Departure

description: *MUSIC | FOOD | FUN | & MORE* Outside DMC invites our partners to showcase Outside's OHANA & PAGE ISLAND! Join us for music, food, games, and more, and learn about the ultimate destination experience for your clients! Check-in will...

Three Day Bicycle Rentals

Forest Beach Surf & Cycle

Book online
$15.00 - $60.00

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

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...

All-Inclusive Sunset Supper Cruise

Daufuskie Difference

Book online
$44.50 - $89.00

meeting_point: Old Daufuskie Crab Co. Restaurant description: 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...

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...

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...

Three Hour Shark Fishing Excursion

Hilton Head Island Tours

Book online
$505.00 - $575.00

description: *Shark Fishing Trip! * ___________________________________ Rates **Up to Four Guests** - $505.00 **Five Guests** - $555.00 **Six Guests** - $575.00 ***All ages welcome! | Maximum of 1200 lbs*** __________________________________ ...

Hilton Head Pedego Electric Bike Tour

duration: 2 hours meeting_point: Hilton Head Island, SC min_age: 16 pricing: $95 per person description: WHAT A GREAT DAY! HELLO FUN!!! what_is_included: There is no better way to experience Hilton Head than on a comfortable seat of a Pedego...

3 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$21.00 - $140.00

duration: 3 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After hours...

Hilton Head Seafood Festival Daufuskie Island History Experience

description: Step Back in Time on Daufuskie Island Tucked between Hilton Head and the mainland, and accessible only by boat, Daufuskie Island is often described as “the other side of the river” — a hidden gem where time seems to stand still...

Ten Day Bike Rental

Wheelz of Hilton Head

Book online
$65.00 - $130.00

description: Ten Day Bike Rental Rates Duration 10 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

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...

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

Three Day Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$29.99

description: **This item is NOT available for delivery and MUST be picked up/returned to 80 Queens Folly.** Carry everything you need to the beach. Extra large wheels make it easy to pull in the sand. Convenient cup holders and pouch inside to hold...

Old Town Bluffton

Hilton Head Helicopter Tours

Book online
$229.00

max_age: 100 description: Experience an exhilarating helicopter tour over Hilton Head and Bluffton that highlights the area's natural beauty and historic sites. Fly over Pinckney Island to look for bald eagles and hawks, sweep across Bluffton’s...

Private Surf Lessons

Forest Beach Surf & Cycle

Book online
$100.00

description: Come enjoy a day of Hilton Head Surf Lessons! Duration 1 hour About Our friendly and expert Surf Instructors will have you up on your board and riding waves on day one. Please schedule lessons one week in advance HEAD SURF...

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...

SC Pimento Cheese Festival - Tasting Ticket

meeting_point: Saluda Shoals- 6071 St Andrews Road, Columbia, SC 29212 description: A festival to showcase South Carolina's Favorite snack, Pimento Cheese Rates General Admission is Free and $5 Parking Fee per car at Gate Tasting Tickets are...

Pontoon Boat Rental

Island Head- Hilton Head Harbor

Book online
$225.00 - $2,200.00

description: *Explore the Low Country on your own!* ___________________________________ Rates and Duration **Two-Hour Rental:** $275 **Three-Hour Rental:** $375 **Four-Hour Rental:** $475 **Five-Hour Rental:** $549 **Six-Hour Rental:*...

PB Family Fishing - 6 Passenger
Book online
$225.00 - $895.00

meeting_point: Palmetto Bluff, Bluffton description: Fishing Fun for the Whole Family! _____________ This trip includes everything you need: Bait and tackle U.S. Coast Guard licensed captain and fishing guide Licensing Iced cooler ___ This trip...

Guided Congaree National Park Kayak Tour

meeting_point: The Congaree National Park description: *Guided Congaree National Park Kayak Tour* _____________ Rates **Floating Options** * Single Kayak * Tandem Kayak **Adult (Ages 13+):** $80 **Children (Ages 12 & under):*...

Shark Inshore Charter

Out Of The Blue Fishing Charters

Book online
$420.00 - $650.00

description: Shark fishing is an exhilarating and challenging endeavor that takes anglers on a thrilling journey! Duration 2 to 4 hours About As a captain, I've guided countless shark fishing trips, and each one brings its...

Adopt-a-Nest

Coastal Discovery Museum

Book online
$25.00 - $75.00

description: About Adopting a Loggerhead Sea Turtle nest will provide the Coastal Discovery Museum’s Sea Turtle Protection Project with important funds to help support the educational portion of the project and the sea turtle exhibit at the...

Quilting Workshop - A Fused Fabric Underwater Sea Collage

Coastal Discovery Museum Hilton Head

Book online
$35.00

duration: 3 hours cancellation_summary: Cancellation Policy: We will refund your payment (minus a $5 admin fee) if you cancel more than 72 hours before the event. We’re not able to offer refunds for cancellations made within 72 hours of the...

Nine Day Electric Bike Rental
Book online
$295.00

duration: 9 Days meeting_point: 112 Arrow Rd Hilton Head Island, SC 29928 US description: Magnum Low Rider 2.0. These e-bikes are designed to go anywhere. They are designed to fit anyone from 5'2 - 6'6. The Low Step-Thru makes it easier to get on...

Three Week Electric Bike Rental

Hilton Head Bicycle Company

Book online
$150.00 - $675.00

description: Electric Bike Rental Duration 21 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...

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...

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...

Donation

Coastal Discovery Museum

Book online
$25.00 - $1,000.00

description: *Donate Today!*

Deck the Porch

Brice Herndon Draft Horse and Carriage Company

Book online
$15.00

description: Group Carriage Rides Climb aboard and stroll through our beautiful town as we harness in some of our Christmas magic. Travel along historic Hampton Street in Walterboro, known as the Front Porch of the Lowcountry and enjoy the twinkle...

Body Board Rental

Forest Beach Surf & Cycle

Book online
$40.00

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

Charleston, SC to Jersey City

The Bluewater Academy

Book online
$5,250.00

duration: 7 days meeting_point: 3190 Suite C Matecumbe Key Rd, Punta Gorda, FL 33955 description: The Northern Corridor: A Masterclass in Endurance and Extended Passage making Charleston, South Carolina to Jersey City, New Jersey | June 7th...

PVT Shark Tooth 6p

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...

Private Morning Half Day Sail On Knot The Office

Anchors Away Sailing Charters

Book online
$1,050.20

duration: 4 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 we can...

PB Private Pedego Tour
Book online
$130.00 - $425.00

meeting_point: Palmetto Bluff

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...

Dolphin & Nature Cruise

Coastal Discovery Museum Hilton Head

Book online
$5.00 - $35.00

meeting_point: Broad Creek Marina description: *Opportunity to see bottlenose dolphins, river otters and special species of birds! March through October.* ___________________________________ Duration 1.5...

Sunset Cruise

Island Time Charters

Book online
$350.00 - $450.00

The most spectacular views and vivid colors! Duration 2 or 3 Hours About This Sunset Cruise allows access to the best locations in the Low Country to enjoy the breathtaking views. With the sunset on one side of the boat and a view of the...

Ultimate Adventure

Hilton Head Helicopter Tours

Book online
$189.00

description: Take your sightseeing experience to new heights on our Ultimate Adventure Tour. Soar above Hilton Head Island and Daufuskie Island, enjoying breathtaking views of pristine beaches, winding waterways, and iconic landmarks. Along the way...

Sunset Mini Boat Dolphin Tour

Lowcountry Watersports

Book online
$249.00

duration: 2 hours cancellation_summary: We allow cancellations up to 48 hours prior to scheduled activity. meeting_point: Palmetto Bay Marina – 86 Helmsman Way Suite 101, Hilton Head, SC 29928 min_age: 5 group_size: 2, 3, or 4 per mini...

12 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$48.00 - $335.00

duration: 12 Days cancellation_summary: 24 Hours in advance description: Same Day Reservation Pick Up Procedures Business hours are 9am to 4pm. Same day reservations may pick up **anytime** after you book. It does not need to be 4pm. After...

Eight Day Rental (Walk Up)

South Beach Bike Rentals

Book online
$62.88 - $149.68

description: Enjoy miles and miles of scenic bike paths Duration 8 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...