Tours and Rentals

2.5 Hour Sandbar Trip

From the mangroves to the Dolphin Playground, there's no shortage of things to see and do. Our tours primarily focus on sand bars, but we are open to special requests. 🏝️

Parasailing – Historic District (Downtown)

Sunset Watersports is the oldest parasailing company in Key West, Florida. If you are looking for a great parasail ride let us take you up over the famous Key West bight. 🪂

4 Hour Sandbar Sunset Trip

There is no better way to enjoy the famous Key West sunset. Let's get out on the water cruise around Key West. 🐬

Full Day Boat Rentals

Select the boat that best fits your needs. We have everything from pontoons with space to lounge to smaller fishing crafts. All available from our Cow Key location. 🚤

Sunset Sail And Wine

Danger’s Wind and Wine sunset sail features an array of fine wines and upscale beers from around the world, complemented by bountiful hors-d'oeuvres that will arouse your palate. All this while sailing under a cloud of canvas aboard our Historic Key West Schooners. ⛵️

Custom Luxury Charter

With the plethora of water activities in this area, the secret behind our consistently high ratings across all platforms is simple: customization. 🛥️

Half Day Sail

Dream Reach: Leopard 44: Multi-Day Private Charter

Tried and true among chartering families, the Leopard 44 is spacious and comfortable choice for families and friends to relax. ⛵️