Tours and Rentals

127 Tours found

Parasailing – Smathers Beach

Longest and highest flight in Key West! 🪂

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

Half Day Charter

Company: C & S Adventures
Tour Type: Fishing
Starts At: 266945 Book Now

Full Day Custom Charter

Bring the whole family, there’s something for everybody. Every trip is customized to your preferences. 🛥️

Company: Salty Soul Charters
Tour Type: Eco Tour, Sandbar Tour
Starts At: $925 Book Now

Key West Sunset Sail on Schooner America 2.0

Take in the vibrant colors of Key West's famous sunset as you sip champagne and glide through the crystal clear surrounding waters of the beautiful Florida Keys. This two-hour sunset sail features complimentary champagne, wine, beer, soft drinks, and water, and hors d'oeurves. 🍷

Company: Classic Harbor Line
Tour Type: Sailing Tour, Sunset Tour
Starts At: $109 Book Now

Half Day Sail

Company: Restless Native Charters
Tour Type: Sailing Tour
Starts At: 105610 Book Now

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. 🚤

Company: Sunset Watersports
Tour Type: Boat Rental
Starts At: $425 Book Now

Half Day Deep Sea Fishing

In Key West Florida on the SeaClusion Sport Fishing Charter Boat, you can book deep sea fishing charters all year round. 🐟

Company: Charter SeaClusion
Tour Type: Fishing
Starts At: $1100 Book Now

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