Sunset Watersports & Island Adventures

When you’re staying at The Reach, the ocean is part of the experience. Step from the island’s only natural sand beach into a day of adventure on the water. Whether you want high-speed thrills, a laid-back sunset sail, or a chance to spot dolphins in the wild, there’s always something happening just beyond the shoreline.

Jet Ski Island Tour

Turn up the adrenaline and see Key West from the water on a guided jet ski tour around the island. This action-packed ride takes you across crystal-clear waters as you circle the island with scenic stops along the way.

Along the route, you may pass the Southernmost Point, Key West Harbor, the Florida Keys Wildlife Sanctuary, and even pause at a sandbar. With experienced guides leading the way, riders of all levels can enjoy the thrill of exploring Key West by jet ski.

Sunset Cruise

There’s nothing quite like a Key West sunset, especially from the water. Hop aboard a sunset cruise and watch the sky shift into brilliant shades of orange, pink, and gold as the sun sinks into the Gulf.

Choose between a lively Sunset Dinner Cruise with tropical flavors, live music, and unlimited drinks, or a relaxed Sunset Sip & Sail with cocktails and light bites aboard a spacious catamaran. Either way, it’s the perfect way to end a day in paradise.

Parasailing

See Key West from a whole new perspective. Parasailing lifts you high above the turquoise waters for breathtaking views of the island, coral reefs, and endless horizon.

Smooth takeoffs and landings make this experience easy and unforgettable, whether you’re flying solo or sharing the ride with friends.

Dolphin Watching Tour

Set out on a scenic cruise to search for dolphins playing in the waters surrounding Key West. These guided eco-tours explore protected marine habitats where dolphins often swim alongside the boat.

Along the way, learn more about the wildlife and ecosystems that make the Florida Keys such a special place.

Bike & Golf Cart Rentals

Explore Key West the island way. Rent a bike or golf cart and cruise through Old Town, down palm-lined streets, and toward iconic spots like Duval Street and the Southernmost Point.

It’s one of the easiest and most fun ways to discover the laid-back rhythm of the island.

More Watersport Experiences

Prefer to explore at your own pace? Sunset Watersports also offers convenient rentals and laid-back ways to enjoy the island. Cruise the coastline, paddle along calm waters, or relax with beach gear that makes your day by the water even easier.