Rent bikes, e-bikes, kayaks, paddleboards and beach gear with free Siesta Key delivery and resort drop-off options.
Choose from short rentals to multi-day adventures: Legacy Trail rides, electric bikes, beach gear and resort-delivered watercraft.
land-adventures · Sarasota
Rent a bike for 14 days in Siesta Key and explore Sarasota’s stunning beaches, scenic trails, and local hotspots. Discover why this is the perfect way to experience Florida’s coast.
Siesta Key Bike & Kayak is a Sarasota-based rental provider offering bikes, e-bikes, kayaks, paddleboards and beach gear for visitors to Siesta Key and surrounding areas. The company provides flexible rental durations including 24-hour, 3-day, 7-day, 1-week and 14-day bike rentals, plus electric bike options and Legacy Trail rentals for rides between Sarasota and Venice. Free delivery is available on Siesta Key, and kayaks and paddleboards can be delivered directly to resorts for convenient on-site access.
The fleet includes a wide range of bicycles sized for all riders — the 14-day rental listing references over 500 bike options — as well as electric bikes with 20–40 mile ranges after a brief training session. Legacy Trail rides are offered for short outings or full-day adventures, with listings noting the trail distance between Sarasota and Venice (commonly referenced as 31 miles and a 25-mile route in different trip options). Beach gear rentals include folding chairs, premium umbrellas and beach carts available for multi-day or week-long use.
Accessories such as helmets, locks and baskets are provided with many bike rentals, and lights are available for evening rides. These services allow guests to explore Siesta Key beaches, local dining and nightlife, or cruise scenic trails at their own pace. Reservations and bookings make it easy for travelers to secure the right gear for seaside recreation and trail cycling in Sarasota and Siesta Key. Service options emphasize convenience, with resort delivery, flexible rental windows, and helpful staff guidance for first-time riders and paddlers available to visitors.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Bike, e-bike, kayak and gear rentals
Sizes for all riders
Complimentary island delivery
Short and long-term options
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Siesta Key Bike & Kayak listing.
Siesta Key Bike & Kayak offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book a 24-hour ride, multi-day rental, electric bike or resort-delivered kayak today — free delivery on Siesta Key and flexible booking windows.
land-adventures · Sarasota
Rent a high-quality road bike for 7 days and explore Sarasota’s scenic roads and beaches on your own schedule. Experience sunny Florida cycling like never before!
land-adventures · Sarasota
Discover the Legacy Trail’s stunning 31-mile path from Sarasota to Venice with bike or ebike rentals. Perfect for all skill levels, this scenic route offers unforgettable views and easy access to beaches and parks.
water-activities · Sarasota
Bring your own kayaking and paddleboarding adventure right to your resort in Sarasota. Enjoy calm waters, vibrant wildlife, and flexible paddling at your pace.
others · Sarasota
Maximize your Sarasota beach days with premium chair, umbrella, and cart rentals. Perfect for hassle-free sun and sand enjoyment.
water-activities · Siesta Key
Make your Sarasota beach day seamless with premium rental gear. Chairs, umbrellas, and carts make sun, sand, and surf more comfortable and hassle-free.
land-adventures · Sarasota
Discover the best way to see Siesta Key’s beaches and eateries with a one-week bike rental from Siesta Key Bike & Kayak. Ride sunny streets by day and glowing sunsets by night.
others · Sarasota
Cycle through Siesta Key’s scenic beaches and lively streets with a flexible 3-day bike rental from Siesta Key Bike & Kayak. Enjoy free delivery, a range of bike sizes, and optional night rides to catch breathtaking sunsets.
land-adventures · Sarasota
Cover miles of Florida’s scenic coast effortlessly with electric bike rentals at Siesta Key Bike & Kayak. Discover the Legacy Trail and Sarasota’s outdoors with easy rides that blend adventure and accessibility.
land-adventures · Sarasota
Cruise along Siesta Key's pristine beaches and vibrant streets with a 24-hour bike rental, your key to flexible island exploration day and night. Discover why biking is the best way to experience this Florida gem.
land-adventures · Sarasota
Discover Siesta Key’s scenic beauty and coastal trails with a 3-day road bike rental. Choose from top-tier bikes and explore Sarasota’s stunning shoreline at your own pace.
water-activities · Sarasota
Skip the rental shop lines and paddle straight from your resort with kayaks and paddleboards delivered to Siesta Key. Explore crystal-clear Gulf waters with ease and soak up Florida’s stunning coastal scenery.
water-activities · Sarasota
Discover Sarasota's stunning coastline with kayaks and paddleboards delivered directly to your resort. Enjoy three days of self-guided aquatic adventure exploring mangroves, beaches, and abundant wildlife on your own schedule.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.