Tours and Rentals

120 Tours found

Private 6-Hour Boat Charter Key West

You will stop at a tropical sandbar to splash around and see the home for many bird species while encircling the mangroves on your tour.

Company: Native Sun Private Charters
Tour Type: Sandbar Tour, Snorkeling
Starts At: $1050 Book Now

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. 🪂

Company: Sunset Watersports
Tour Type: Parasailing
Starts At: $55.95 Book Now

2.5 Hour Sandbar Trip

Our tours take you on the ultimate back country adventure, stopping at one or multiple sandbars as you'd like. 🏖️

Company: Low Tide Charter
Tour Type: Sandbar Tour
Starts At: $475 Book Now

25′ Single Deck Pontoon Boat

All Ages! • 4 Hours to 5 Days • Up to 12 People • Starting at $500, Fuel and Taxes Not Included. 🏝️

Company: Beach Weekend
Tour Type: Boat Rental
Starts At: $500 Book Now

Leopard 44: Multi-Day Private Charter

A favorite among chartering families, the Leopard 44 is a comfortable choice for family and friends who want plenty of space to relax. 🛥️

Company: Sail Away Key West
Tour Type: Luxury Tour
Starts At: $1543 Book Now

Smathers Beach Day Pass w/Chairs

Key West’s best public beach, Smathers Beach is an all day adventure. Jump on a paddle board, kayak or hobie cat and explore crystal clear waters on the largest beach in Key West. 🏖️

Company: Sunset Watersports
Tour Type: Beach Rental
Starts At: $70 Book Now

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. 🏝️

Company: Low Tide Charter
Tour Type: Sandbar Tour
Starts At: $475 Book Now

Sunset Sip & Sail

Catch the Key West Sunset with Live Music & Open Well Bar! 🎸

Company: Sunset Watersports
Tour Type: Sailing Tour, Sunset Tour
Starts At: $20 Book Now

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