Best results for Englewood Florida

Cruise Siesta Key’s shoreline from a beachfront pickup point

Choose a 3–8 hour private boat charter with a captain in Sarasota

Customize a 4–8 hour private Sarasota cruise with a captain

Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

Relax on Sarasota Bay as sunset colors fill the water

Explore Siesta Key with room for your belongings

Explore Siesta Key on a street-legal scooter built for two

Explore Siesta Key at your pace with flexible golf cart rental times

Choose a bike style and rental length for easy Siesta Key exploring

Get out on the water with free delivery on Siesta Key

Flexible golf cart rentals for exploring Siesta Key at your pace

Cruise Siesta Key with easy pedal-assist power

Ride side by side on two jet skis in Sarasota Bay

Cruise Cape Coral waters with onboard navigation, sound, and first-day instruction

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

Target snook from Sarasota's shoreline with a guide

Flexible rentals with GPS, stereo, and shade on a 23-foot center console

Cruise Siesta Key by e-bike with a rental timed for sunset

Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.

Scan Sarasota's coastal waters for dolphin sightings by jet ski

Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

Spend 4.5 hours cruising, snorkeling stops, and sandbar time off Siesta Key

Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

Cruise Siesta Key’s western coast with your private group