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The best variety of Key West Tours [UPDATED]

Check out the best variety of Key West Tours on the island. From historical sites to water sports, stay on the go day and night with Cool Key West.

Every visit to Key West must include some of the fantastic Key West Tours that show off the incredible variety of things to do in Key West. Cool Key West can keep you going night and day if you want, because there is so much to do here that it would take a month of 40-hour days just to get started. In fact, unless you just want to skip to our famous Top 10 Key West ™ best of Key West tours and activities, it will take a while just to surf through and see what we have for you to try!

One way to start your vacation would be with the history of Key West, a colorful past that includes plenty of cultural spice and maritime adventure. From pirates and wreckers to the treasure hunters whose stories are told in the Mel Fisher Museum, the sea has played an important part in the life of Key West. To combat piracy in the Caribbean in the 1800s, the Navy built the amazing Fort Jefferson, largest brick structure in the U.S., on the fantastic Dry Tortugas islands. More recently, Fort Zachary Taylor defended the southern coastline during the Civil War. Visitors with a taste for the past also love the historic Key West architecture of the Old Town district, and a stop by President Harry Truman’s Winter White House is always a great way to spend an afternoon.

On the other hand, if you are the type that likes a little more action, Airplane Rides or a trip offshore for some Snorkeling would get your vacation started off right. Then, take a fast lap around the island on a Jet Ski Tour to scout locations for your next adventure. Maybe it’s easier to just get it all in at once with a full day of Key West Water Sports. After all this action, it might be best to take it easy and unwind before the happy hour with a relaxing kayak paddle through the mangroves on an Eco Tour, or a delightful Glass Bottom Boat cruise.

Well, you’ve had a busy day in Key West, so it is probably best to relax on a nice Sunset Cruise and watch the famous tropical sunset. And you will need your rest because by the time you get back the Bars and Nightlife on Duval Street will be in full swing. It might be a good idea to have a meal in one of the many great Key West Restaurants before it gets too late. But don’t worry – the great thing about Key West is that it is small, so you can easily get around on Scooters or Electric Cars, and you will not be losing a lot of time in traffic or looking for parking.

It’s been a great day on Key West, and your vacation just started. After a night on Duval Street, you will probably need some Parasailing for some fresh air to wake up before your Key West Fishing charter. Don’t get back to the Hotel too late – you need to get online and check out CoolKeyWest.com to see what’s happening next!

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  • Key West Island Biplane Tour

    Our 15-18 minute Key West Island Biplane Tour takes you over the entire island of Key West and then some!

    Duration: 15-18 Minutes (approx.) Activity Level: Easy
    Best Rate
    249
    Details
    Best Rate
    249
    Details
  • Key West Island & Reef Biplane Tour

    Fly above Key West and explore famous coral reef that surround the island on the Island & Reef Biplane Tour.

    Duration: 30-35 Minutes (approx.) Activity Level: Easy
    Best Rate
    399
    Details
    Best Rate
    399
    Details
  • Key West Sunset Biplane Flight

    The Key West Sunset Biplane Flight caters to special occasions.

    Duration: 30 Minutes (approx.) Activity Level: Easy
    Best Rate
    499
    Details
    Best Rate
    499
    Details
  • Key West Tropical Bike Tour

    Lloyd's Tropical Bike Tour aims to show you that laid back environment mixed in with the warm and welcoming tropical ambiance.

    Duration: 2 Hours (approx.) Activity Level: Moderate
    Best Rate
    49
    Details
    Best Rate
    49
    Details
  • Top10

    Miami to Key West Day Trip

    The Miami to Key West 1-Day Tour includes your round-trip transportation on a luxury motor coach.

    Duration: 6 Hours in Key West Activity Level: Easy
    $89
    50
    Details
    $89
    50
    Details
  • Top10

    Miami to Key West Day Trip with Snorkeling

    Take a luxury coach tour from Miami to Key West, where you will enjoy a snorkeling trip on North America's only living coral reef.

    Duration: 6 Hours in Key West Activity Level: Moderate
    $125
    99
    Details
    $125
    99
    Details
  • Miami to Key West Day Trip with Parasailing

    Take our bus tour from Miami to Key West, where you will enjoy spectacular aerial views of this tropical paradise while on a deluxe parasailing adventure!

    Duration: 6 Hours in Key West Activity Level: Moderate
    $125
    99
    Details
    $125
    99
    Details
  • Miami to Key West Day Trip with Glass Bottom Boat Cruise

    Take a tour from Miami to Key West, where you'll discover the most amazing underwater views on a glass bottom boat!

    Duration: 6 Hours in Key West Activity Level: Easy
    $119
    99
    Details
    $119
    99
    Details
  • Miami to Key West Day Trip with Jet Ski Tour

    Enjoy a luxury coach tour from Miami to Key West, then experience an afternoon of water sports action with a 26-mile guided Jet Ski Tour around the island!

    Duration: 6 Hours in Key West Activity Level: Moderate
    Best Rate
    199
    Details
    Best Rate
    199
    Details
  • Miami to Key West Multi-Day Trip

    Head on down to our tropical island paradise, then come back on any day you choose!

    Duration: Varies Activity Level: Easy
    $119
    75
    Details
    $119
    75
    Details
  • Miami/Key West One Way Ticket

    The Miami/Key West One Way Transportation includes your one way transportation on a luxury motor coach. Now offered at a special low rate, buy now!

    Activity Level: Easy
    Best Rate
    30
    Details
    Best Rate
    30
    Details
  • Miami to Key West Day Trip with Trolley Tour

    Take a luxury coach tour from Miami to Key West, where you will enjoy a Key West Trolley tour through the streets of Key West.

    Duration: 6 Hours in Key West Activity Level: Moderate
    $109
    99
    Details
    $109
    99
    Details
  • Key West Ghost Hunt

    The Ghost Hunt takes you on an interactive nighttime walk among the many paranormal hotspots in Old Town Key West, one of America’s most haunted locations.

    Duration: 90 Minutes (approx.) Activity Level: Moderate
    Best Rate
    30
    Details
    Best Rate
    30
    Details
  • Key West Ghosts & Gravestones Tour

    Ghosts & Gravestones of Key West offers guests an adventure into the strange and macabre past of this Southernmost City.

    Duration: 90 minutes Activity Level: Easy
    Best Rate
    36.70
    Details
    Best Rate
    36.70
    Details
Call (855) 274-1023 to speak with a Destination Specialist