Top Key West Shore Excursions

Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.

Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.

Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.

When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.

When arriving at the Port of Key West, explore the best this island city has to offer on a narrated, 90-minute Conch Tour Train independent excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.

Private, exclusive tour of the islands near Key West. The only land-based tour in the Florida Keys, operating from Key West. Small groups of up to 12 travel in a comfortable customized air-conditioned vehicle along the Overseas Highway. Drivers are professional tour guides who share fun and interesting information about the Florida Keys and the islands we traverse. Experience the iconic 7-Mile Bridge, relax on the world-famous Bahia Honda Beach, and photograph endangered Key Deer on Big Pine Key. Children are welcome. This tour is customizable. You'll love this tour so much, you'll book it again next year!

Bring your pirate fantasies to life on a 4.5-hour rum and shooting range tour. Round-trip transportation from your hotel spares you the task of drawing straws for a designated driver. After pickup, spend an hour a Big Coppitt Gun Club (rentals at own expense). Then enjoy a tour with tastings at Key West First Legal Rum Distillery. Don't forget to grab your free Cuban leaf cigars and salt scrubs before drop-off.

Resorts and rental houses are a dime a dozen, crowded, & in the Keys, can often feel run-down... you feel "stuck" on land since all of the fun of the Keys is out on the water. Our sailing trips provide the ideal way to check out the Keys, from the water! Interested in a longer trip? Check out our 4-7 night SAILING TRIPS on Viator, such as Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Our 4+ night trips are actually more popular than the shorter trips! More time exploring, more islands, reefs, and shore excursions! Check them out in Viator as well! This 3days/2nights catamaran trip aboard 'Sailing SummerCamp' allows you to live the yacht and sailing lifestyle in a new, clean, modern, catamaran. The width and stability of a catamaran makes it perfect for ocean novices. We also have some great water toys and sports equipment onboard, all of which is included. Trips come with a captain who is knowledgeable on the area, entertaining, and above all... SAFE!

Resorts and rental houses are a dime a dozen, crowded, and in the Keys, can often feel run-down... you feel "stuck" on land since all of the fun of the Keys is out on the water. PLEASE ASK ABOUT OUT 4-5-6 night SAILING TRIPS, OUR MOST POPULAR TRIP IS Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Our 4+ night trips are actually more popular than the shorter trips! More time exploring, more islands, reefs, and shore excursions! This 4days/3nights catamaran trip aboard 'Sailing SummerCamp' allows you to live the yacht and sailing lifestyle in a new, clean, modern, catamaran. The width and stability of a catamaran makes it perfect for ocean novices. We also have some great water toys and sports equipment onboard, all of which is included. Trips come with a captain who is knowledgeable on the area, entertaining, and above all... SAFE!