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2025 Activities Guide

Ideal Hilton Head vacation rental for fa...

This Hilton Head Island home rental features an open floor plan that is ideal for family gatherings - and you'll adore the private pool! The dining room has seating for eight and a wall of windows flanking a French door that opens to the outside...

  • Hilton Head
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Coligny Beach Park

Coligny Beach Park is easily one of Hilton Head Island's top-rated beaches, and it won't take new visitors very long to discover why. From the extensive free parking to the kid-friendly splash pad, the park is remarkably accommodating, and simply...

Beautifully remodeled villa w/ WiFi, inv...

Tennismaster 303Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

  • Hilton Head
  • 2 Bedrooms
  • 2 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...

Condo 1 block from Coligny Plaza with on...

Sands Village A2COur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Hilton Head, SC, this impressive villa is just blocks away from the...

  • Hilton Head
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 5
1.5 Hour Dolphin Tour
Book online
$35.00 - $500.00

duration: 1.5 hour tour cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 booth, conveniently located next to the lighthouse and departure dock! group_size: Up to 14...

Daufuskie Island History and Artisans Excursion

Coastal Discovery Museum Hilton Head

Book online
$75.00 - $115.00

*Boat cruise from Hilton Head to Daufuskie Island* ___________________________________ Duration 4.5 Hours ___________________________________ About Tucked between Hilton Head Island and Savannah is Daufuskie Island, a true gem of the...

Five Day Electric Bike Rental
Book online
$250.00

duration: 5 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...

2 Hour Fishing Charter

Awesome Adventure Charters

Book online
$410.00

Great Option for Families With Small Children or Novices Who Would Like to Give Charter Fishing a Shot! Duration 2 Hours About Whether going for that trophy fish, pursuing world-class tarpon in the ocean, or enjoying the scenery while fishing...

Eight Hour Fishing Charter

Lowcountry Cowboy Fishing Charters

Book online
$1,200.00

Duration 8 Hours ___________________________________ About Redfish, Trout, Blackdrum, Sheepshead, Jack Crevalle, Tarpon, Spanish Mackerel, King Mackerel, Cobia, Triple Tail, Sharks! (Species Depend On Season, Tide & Weather) *This Charter can...

Private / Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$243.00 - $319.00

duration: 1.75 to 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 (Check Out Our Rentals for Larger Groups) accessibility...

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

Stand Up Paddle Boarding Tour

Hilton Head Island Recreation Association

Book online
$40.00

duration: 1.5 hours meeting_point: Rowing and Sailing Center description: Your 1.5hr stand up paddle board trip will explore the marshes of Skull Creek. An educational Lowcountry experience learning and working with the tides, oysters, and...

Bike Rental • Five Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $100.00

Rent Bikes and Gear Accessories for your vacation! Duration 5 Days About All bike rentals include: - Free Delivery & Pickup - Free Basket - Free Lock Bike Options: **Adult Cruiser 26"** ![Adult Cruiser...

Earth Day Celebration

Hilton Head Island Recreation Association

Book online
$20.00 - $100.00

duration: 2hrs meeting_point: Rowing and Sailing Center group_size: Up to 25 families description: Come join Moore To Life and Island Rec Center for an Earth Day Celebration! Have fun with the whole family while also helping our planet! Clean-up...

Curator's Tour

Coastal Discovery Museum Hilton Head

Book online
$20.00 - $100.00

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 Angela Dore, as...

Two Week Bike Rental

Hilton Head Outfitters - Bike Rental

Book online
$95.99 - $191.99

Two Week Rental Rates: - 16” Kids Beach Bike: $95.99 - 20” Kids Beach Bike $95.99 - 24” Youth Beach Bike: $95.99 - 26” Bike w/ Child Seat: $110.99 - 26” Mens Beach Bike: $95.99 - 26” Unisex Beach Bike: $95.99 - 12" Balance Bike...

8 Day Rental

Island Life Rentals and Tours

Book online
$36.00 - $255.00

___________________________________ 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...

Parasailing

Island Head- Hilton Head Harbor

Book online
$49.00 - $999.00

*High Flying Family-Fun Parasail over Hilton Head.* ___________________________________ Rates **Flyer (Ages 6+):** $89 **Observer (All Ages):** $39.99 ___________________________________ Duration 1 hour and 30...

Baby Gear Rental • Two Weeks

Lowsea Bike, Beach and Baby Rental

Book online
$30.00 - $300.00

Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 14 Days About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...

Paint the Pony - Montage Guests
Book online
$168.00

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: Unleash your creativity with our Paint the Pony activity! This hands-on...

Private Excursion

Carolina Breeze Charters

Book online
$275.00 - $450.00

duration: 2 to 4 hour options meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Create your perfect day on the water with a custom, private charter aboard the Carolina Breeze, our...

Four Hour Inshore Shark Fishing Trip

Hilton Head Island Tours

Book online
$525.00 - $565.00

*4hr Shark Fishing Trip in Calm Coastal Waters* ___________________________________ Rates **Up to Four Guests** - $525.00 **Five Guests** - $545.00 **Six Guests** - $565.00 ***All ages welcome! | Maximum of 1200...

Fishing Charters

Hilton Head Inshore Charters

Book online
$400.00 - $1,200.00

Let's Adventure! About Inshore and nearshore fishing trips. Fun for the whole family. Targeting redfish, speckled trout, jack crevalle, tarpon, cobia, sharks, and more!

Community Workshop- Bird Silhouettes
Book online
$400.00 - $1,200.00

Civil War Era

Coastal Discovery Museum Hilton Head

Book online
$7.00 - $50.00

*Find out how the soldiers of the Civil War spent their time on the island!* ___________________________________ Duration 1 Hour ___________________________________ About During the Civil War, Hilton Head Island played a crucial role as 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...

11 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$45.00 - $315.00

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. Attendant will text you lock...

Sunrise Guided Kayak Tour

Island Head- Hilton Head Harbor

Book online
$40.00 - $75.00

This special sunrise kayak tour is only available in the summer season May through August. Come and paddle as the sunrises in the low country. This is the calmest part of the day to explore the untouched beauty of Skull Creek. Come experience a...

2-Hour Sunset Sail

BC2 - Island Head

Book online
$19.99 - $99.00

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

Open Climb

Hilton Head Island Recreation Association

Book online
$5.00 - $20.00

duration: 1-3 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...

Two Day Electric Bike Rental
Book online
$120.00

duration: 2 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...

Beach Gear Rental • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$20.00 - $75.00

Everything you need for a fun and comfortable day at the beach! Duration 24 Hours 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. ...

Sunset Cruise

Carolina Breeze Charters

Book online
$275.00 - $350.00

duration: 2 and 3 hour options meeting_point: Broad Creek Marina, 18 Simmons Rd, Hilton Head Island SC 29926 group_size: Maximum 6 people description: Experience the magic of Hilton Head Island at the most breathtaking time of day—sunset—aboard...

Trail Rides Experience - Montage Guests

duration: 1.5 hours meeting_point: Longfield Stables Trail Barn min_age: 8 group_size: Up to 5 people description: Embark on an unforgettable experience through the scenic Lowcountry of Palmetto Bluff. Our expertly guided rides take you through...

Shared / Sunset Guaranteed Dolphin Tour

Dolphin Discoveries Hilton Head

Book online
$59.75

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, over the water. group_size: Max of 6 (Check Out Our Rentals w/ Captain for Larger...

Learn to Sail - Hobie Beach Catamarans

Hilton Head Island Recreation Association

Book online
$350.00

duration: 2 hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: Up to 10 people description: A truly one-of-a-kind experience and adventure of a lifetime! This 2hr instructional course will teach...

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...

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...

Gift Card

Drifter Excursions

Book online
$120.00

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

Baby Gear Rental • One Day

Lowsea Bike, Beach and Baby Rental

Book online
$15.00 - $100.00

Don't pack it, Rent it! Baby Sleep, Feed, and Play necessities for your vacation! Duration 1 Day About All baby gear rentals include: - Free delivery, setup & pickup - Linens washed in baby detergent to keep your baby clean and happy ...

Custom Private Charter

Captain Moto Adventures

Book online
$325.00 - $1,050.00

Join us on the water! Duration 2-7 Hours About Our boat is a 24 ft. Sea hunt open bow. Plenty of room for 6. The hull is designed to handle ruff water very well. You wont get bounced around like some other boats. With Captain...

Surf Party

Hilton Head Island Recreation Association

Book online
$40.00 - $500.00

duration: 2 Hours meeting_point: Sea Pines Beach Club, 87 N Sea Pines Dr, Hilton Head Island, SC 29928 group_size: 11 description: Let us host your own Surf Party for an unforgettable experience on the beautiful, warm waves of Hilton Head Island...

The Shores of Asbury - Jet Ski Rental

Captain Cams Watersports

Book online
$90.00 - $325.00

duration: 1-7 Hours meeting_point: 1600 Asbury Park Road, Anderson, SC 29625 min_age: 25 group_size: Up to 8 People description: We run Yamaha VX models. These are very comfortable jet skis that will go about 45 mph depending on the weight of the...

2.5 Hour Hilton Head Guided Boat Tour

Bluewater Adventure - Hilton Head

Book online
$115.00 - $149.00

Rates - Adults - $135 - Children - $115 - Fireworks Tour every Tuesday night - $135 ___________________________________ Duration 2 hours and 30 minutes ___________________________________ Guided boat tours offered daily! Adventure...

Holiday Market

Coastal Discovery Museum Hilton Head

Book online
$115.00 - $149.00

Holiday Market - November 25,2025 10AM- 1PM We will have local authors and artists on site as well as food tastings. Buy a special gift for your special someone for the holidays.

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...

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...

New Sailboat Seas The Moment - 2-hour Morning Sail and dolphin watch

duration: meeting_point: description: what_is_included: extras: **The total cost includes a boat rental fee of $490.86, insurance for $37.14, crew hire for $125, drinks for $10, and fuel for $12.**

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...

Donations

Daufuskie Island Gullah Heritage Society

Book online
$450.00 - $1,350.00

Daufuskie Island Gullah Heritage Society is a non-profit 501(c)3 organization that is working to help restore the old Gullah homes, clean up and maintain Gullah cemeteries on Daufuskie Island. Many of the Gullah homes are deteriorating because...

Salt Marsh Excursion

Cross Island Cruises

Book online
$299.00

Join your Captain on a private excursion in the back waters of the salt marsh as we look for dolphins strand feeding. Duration 2 Hours Rates **Private Charter:** $299 Call to Book only November through March About Get up close...

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...

Afternoon Half Day Sail Trip On Knot The Office Sailboat

About Set Sail for a half day adventure aboard our Monohull Sailboat. This trip is customizable for you and your group. Sail out to the Ocean and do some ocean sailing (providing conditions allow) or anchor and enjoy some water time off the boat...

Hilton Head Taco Tour

Island Segway

Book online
$119.99

Tacos and Segways! What an amazing combination. Duration 2.5 Hours About 50% Ride, 50% Taco, 100% Fun Segways are for every day of the week and Tacos are for more than just Tuesday! This Segway tour takes you all around the south end to...

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...

Bachelorette Booze Cruise Party

Unwritten Charters LLC

Book online
$1,200.00

Enjoy a Private Cruise for that special event! Duration 4 Hours About Is the stress of planning your big day getting to you? Why not get together with all of your friends on a private cruise around Charleston Harbor on one of our luxury...

Birthday Parties and Private Events
Book online
$75.00 - $275.00

Give your child their best birthday yet! Rates - **Party Package Option A (includes 10 guests in the base price)** - $275 - **Party Package Option B (no guests included in the base price)** - $75 **Please contact us directly at 843-835-5912...

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...

Parasailing

H2O Sports

Book online
$95.00

duration: 8-10 minutes per parasail ride • Up to one 1 hour for entire trip cancellation_summary: All reservations are subject to our 24 hour cancellation policy meeting_point: Meet at H20 Sports booth, conveniently located next to the lighthouse...

Family Fishing Session

Catmandoo Sport Fishing

Book online
$95.00

Duration 2-6 Hours Rates **Private Session:** 2 Hour Trip - $395* 3 Hour Trip - $495* 4 Hour Trip - $650* 5 Hour Trip - $850* 6 Hour Trip - $995* *Prices are for up to 4 passengers. We can take up to 6 people on our shorter trips(2hr&3hr...

28 Day Rental (Walk Up)

Island Life Rentals and Tours

Book online
$96.00 - $740.00

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. Attendant will text you lock...

1 Week Rental

Island Life Rentals and Tours

Book online
$33.00 - $235.00

___________________________________ 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...

Three Day Single Jogging Stroller

Hilton Head Outfitters - Bike Rental

Book online
$45.99

These Schwinn brand strollers are made of lightweight aluminum and are great at the beach at low tide or on our miled of bikes paths.

Private Dolphin Discovery Tour - One Hour

Island Life Rentals and Tours

Book online
$35.00 - $250.00

See dolphins up close! About Our one hour Discovery Tour is a great introduction to Hilton Head Island's beautiful salt marsh environment and dolphin habitat. It's perfect for those with small children, senior citizens, or anyone that wants a...

One Day Surf Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$25.99

Surf Rod is used for fishing in the ocean

Old Town Bluffton

Hilton Head Helicopter Tours

Book online
$229.00

Duration - **25 minutes** About At last we have built a tour of all the local favorites and it's quickly becoming the most popular! We will begin by flying right over Pinckney Island in search of Bald Eagles and hawks as we head towards the...

Two Day Electric Bike Rental

Hilton Head Bicycle Company

Book online
$35.00 - $120.00

Electric Bike Rental Duration 2 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...

Climbing Wall Rental

Hilton Head Island Recreation Association

Book online
$100.00 - $400.00

duration: 2 Hours meeting_point: Island Recreation Center, 20 Wilborn Rd, Hilton Head Island, SC 29926 group_size: 10 description: Are you celebrating a birthday or want to schedule a group Climb? Come to our Indoor Climbing wall for a 2-hour rental...

Same Day E-Bike Rental • 9AM-4PM(up to 7 hours)
Book online
$30.00 - $55.00

Same Day: Electric Bike Rental Duration up to 7 Hours must be returned by 4:00pm same day 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...

Full Moon Glow Bike Tour

Glow Bikes Hilton Head

Book online
$41.00 - $50.00

Experience the enchantment of our Full Moon bike tour on glowing bicycles! Overview Unique moonlit tour on glowing bicycles 3 picturesque stops at Hilton Head Island landmarks Perfect for individuals, couples, families, and groups Create...

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...

Secure Your St. Lucia Date

Hilton Head Yacht Charter Company

Book online
$500.00

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...

Blue Crab Discovery

Coastal Discovery Museum Hilton Head

Book online
$10.00 - $90.00

*Explore where Atlantic Blue Crabs live, how they impact local communities, and why the Lowcountry enjoys and protects this food source!* ___________________________________ Rates - **Adult $15** - **Child $10*...

Summer Fireworks and Kayaking Dolphin Nature Tour

Kayaking Tour and Shelter Cove Fireworks Display! Duration 2.5 Hours *Please arrive 30 minutes prior to your scheduled tour time* On Tuesday evenings in the summer months our regular 2 hour evening sunset tour is followed by the Shelter Cove...

Island Explorer

Hilton Head Helicopter Tours

Book online
$149.00

This breath-taking tour travels over Hilton Head Island and all the surrounding beaches. Duration - **15 minutes** About - This is the perfect trip to see The Harbour Town Lighthouse, South Beach Marina, Shelter Cove Marina, Coligny Beach...

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

Two Day Light Tackle Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$35.99

Light Tackle Rod for use in the lagoon system

Coligny Food Tour

Food Tours Hilton Head

Book online
$64.95

Explore Coligny and its culinary offerings! Duration 2 hours and 30 minutes What's Included: - All tastings (amounts to a whole meal) - A fun and informative tour of the Coligny area About We will meet at our first location in Coligny...

Multi Day Destination sail with Overnight Stay

Anchors Away Sailing Charters

Book online
$1,275.00 - $1,425.00

*Multi-Day sail to a destination of your choosing* Stay onboard the boat overnight at the dock Duration Up to you!

One Week Beach Wagon Rental

Hilton Head Outfitters - Bike Rental

Book online
$39.99

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 small items. Folds with one pull of the strap inside the wagon. Includes storage cover.

Two Day Surf Rod Rental

Hilton Head Outfitters - Bike Rental

Book online
$35.99

Surf Rod is used for fishing in the ocean

10 Day Rental

Island Life Rentals and Tours

Book online
$42.00 - $295.00

___________________________________ 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...