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.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
2–6 hours
Fitness Level
Suitable for riders with basic fitness who can bike on flat trails for several hours at a steady pace.
Wildlife
History
The Legacy Trail follows a former railroad corridor used in the early 20th century to connect Sarasota and Venice.
Conservation
The trail supports local conservation by preserving green space and promoting eco-friendly transportation options like cycling.
Siesta Key Bike & Kayak
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.
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.
Tours Offered
10
Bike, e-bike, kayak and gear rentals
Bike Fleet
500+ options
Sizes for all riders
Free Delivery
Siesta Key
Complimentary island delivery
Flexible Rentals
24 hr to 14 days
Short and long-term options
Book a 24-hour ride, multi-day rental, electric bike or resort-delivered kayak today — free delivery on Siesta Key and flexible booking windows.
Bring Plenty of Water
Stay hydrated as Florida’s warm weather can quickly lead to dehydration while cycling on the Legacy Trail.
Start Early to Avoid the Heat
Begin your ride early in the morning to enjoy cooler temperatures and quieter trail conditions.
Lock Your Bike When Stopping
Use provided locks or bring your own to secure your bike or ebike if you plan to explore parks or local shops.
Respect Trail Etiquette
Keep to the right to allow faster riders to pass and always signal before overtaking to ensure a safe, courteous ride.
Helmet
Protects your head and is required by law for bike rentals in Florida.
Reusable Water Bottle
Keeps you hydrated during warm Florida rides, especially crucial in summer.
summer
Light Layers
Comfortable for variable temperatures when starting early or late in the day.
fall
Sunscreen
Protects your skin from strong Florida sun exposure throughout the year.