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Top Key West Outdoor Activities

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Sunset Sail Cruise in Key West

clock 120 minutes
  • Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or...Read more

4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West

clock 4 hours
  • Party like a local by visiting one of the Florida Keys' Back Country sand bars. Your knowledgeable captain will choose the optimal location based on conditions, leading you to breathtaking turquoise waters and vivid blue skies. You may be lucky enough to spot rays, turtles, fish, or even dolphins while there! Don't forget your swimsuit,...Read more

Key West Fishing 10am-4pm Daily

clock 6 hours
  • Since 1947, we have been the longest running deep sea fishing charter in Key West, Florida. Our 58-foot boat is inspected twice yearly by the US Coast Guard and is equipped with amenities such as restrooms, a galley serving snacks, and experienced Captains to assist anglers. Get your catch of the day on board our vessel - you can keep them or...Read more

Self-Guided Black History Tour of Key West for Electric Car

clock 1 to 4 hours
  • Transform your phone or tablet into a personal tour guide! Download this location-sensitive audio/visual tour, then explore.

    PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE HIRE IS NOT INCLUDED.

    Rent from one of the vendors suggested at the start of the tour, then discover at your own pace. The speed limit won't exceed 35 mph...Read more

Private Looe Key Snorkel from Big Pine Key

clock 3 hours
  • The Looe Key Marine Sanctuary is a part of the Great Florida Reef, which is the only coral reef in the continental United States and ranks third amongst barrier reefs worldwide; behind Australia's Great Barrier Reef and Palancar Reef in Mexico/Belize. It is a great place for snorkelers to...Read more

The Original Key West Island Jet Ski Tour from the Casa Marina

clock 1 hour 30 minutes
  • Billy began his Original Island Jet Ski Tour back in 1992. There have been plenty of others that have tried to imitate, but there is only one true original! Our guides are certified and live on the island, so they know these waters like their own backyard - because it really is!

    We adjust our tour route based on the weather and waves...Read more

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