Key West Tours

Our tours are done in our 100% CLEAR KAYAKS! These allow you to enjoy views along your tour that you never imagined possible! Watch below for starfish, small nurse sharks, jellyfish, stingrays, and more! There's so much to see! ...

The Dark Side of Key West is our adult’s only option that focuses on Key West’s dark and salacious past. We will discuss pirates, Count Von Cosel, Robert the Doll, and The Hemingway House. We will tell you all about the grisly murders, suicides, and demonic deeds....

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a private compound on a U.S. Navy base is today open to the public as a museum. Learn what Thomas Edison and Dwight D....

Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West...

A half day kayak rental will allow you to explore the calm, clear waters between Stock Island and Key West on your own from the comfort of your single or double kayak (book per person not per kayak) Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays and maybe even a manatee...

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience...

If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters...

Party like a local at one of the Florida Keys Back Country sand bars. Your captain will pick the best location based on weather and tides. The turquoise waters and deep blue skies are intoxicating.There is a good chance you'll see rays, turtles, fish, and even dolphins. noon til 4pm daily....

This Watersports Adventure is sure to please everyone in your party!  The "DO IT ALL" Watersports Adventure is the original and only All Day Watersports Adventure that offers 13 watersports for you to enjoy....

Watch bottlenose dolphins frolicking in their natural habitat on a dolphin watching tour from Key West. Then cruise to the backcountry waters for some snorkeling fun of your own. Look for marine life and sea flora, such as coral formations and more...

Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the tropical fish found here in the Florida Keys! You can fish for the entire duration or sit inside the galley to enjoy a snack and beverage...

With your friendly & knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. ...

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a 3.5-hour Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling among coral reefs and includes beverages. You may even spot a pod of dolphins or sea turtles drifting by....

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. After your snorkel we have fresh water showers so you can rise off....

The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers Follow a guide on this 28 mile tour around Key West as you see the coast line of Key West You will see the Naval Air Station, Southern most point Key West Harbor and much more...

We offer new Four Winns boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughout the year. ...

Discover the haunted side of Key West on an Adult-Only pub crawl and ghost tour! Walk through Old Town Key West and enjoy the drinks of your choice at several bars, located in two haunted mansions and a former morgue. Your ghost host will tell spooky tales along the way. INCLUDES a souvenir T-Shirt....

Snorkel North America’s Only Living Coral Reef Explore the Reef in Two Different Locations Experience the Quickest Way to Get to the Reef, So you Can Spend Less Time Traveling and More Time Snorkeling....

You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West...

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak decks, help raise sail, take a turn and the wheel or sit back and relax as Sunset Sail Key West does what it's best at, Sail away into the Sunset!...