easy
2–3 hours
Minimal fitness needed; participants should be steady on their feet for boat boarding.
Set off on a lively dinghy drinking tour through Key West’s calm waters with Stray Cat Sailing Adventures. This unique trip combines easy cruising, local libations, and intimate bayside stops for an unforgettable island outing.
Tours fill quickly, especially during peak season—reserve early to secure your spot.
Bring sunscreen and a hat; the Florida sun can be intense on open water.
Be cautious when stepping into the dinghy as docks and boats can be slippery.
Balance the cocktails with plenty of water to stay hydrated during the trip.
Key West was once a bustling seaport and salvage hub, with deep ties to shipwrecking and maritime trade dating back to the 19th century.
Local operators follow strict guidelines to protect fragile marine ecosystems, promoting sustainable boating and minimizing disturbance to wildlife.
Protects skin from prolonged sun exposure on the water.
summer specific
Keeps you hydrated throughout the tour, especially important with alcohol consumption.
Provides stability when boarding and moving around the boat.
Useful for cooler breezes, especially during sunset sails.
fall specific