Top Key West Shore Excursions

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.

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.

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.

Take a tour of St. Thomas with a local guide, in your own private, air-conditioned vehicle with this tour, designed for groups of six to 14 travelers. You'll visit historic Fort Christian, take in the views from Mountain Top, Skyline Drive, and Drake's Seat, and have time to stop for some cocktails and souvenir shopping along the way.

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.

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!

Getting out on the water is a must-do in Key West, but big boat tours tend to be crowded. Enjoy a personalized, crowd-free experience on this private cruise. Head into the backcountry of the Florida Keys that larger boats can’t access, then anchor at a sandbar where you can swim in the clear water or relax on a floating raft.

Discover the islands near Key West on this private land-based tour of the Florida Keys. Designed for small groups of up to 12 people, this tour travels along the Overseas Highway, and experience the Seven Mile Bridge, relax on Bahia Honda Beach, and snap photos of endangered Key Deer on Big Pine Key. The guide will offer fun facts and information about the Florida Keys and the islands along the way.

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.

Go sightseeing along the Overseas Highway on a full-day tour from the island of Key West. Discover the wonders of the Florida Keys including the Florida Keys Aquarium Encounters, Bahia Honda State Park, National Key Deer Refuge, and Seven Mile Bridge. Lunch, snacks, entrance fees, and hotel pickup and drop-off are included on this small-group tour with numbers limited to 10 people.

There are plenty of sunset cruise options to choose from in Key West, but most pack guests onto large commercial boats. This private cruise is exclusively for your group, letting you avoid crowds and get the best seats to view the fabulous Key West sunset. You’ll have a tour of Key West harbor and Sunset Key, learn about the area's history and enjoy an unobstructed view of the sun dipping below the horizon.

Swap the busy bars of Key West for off-the-beaten-path places you wouldn't find alone. Aboard the island's only floating bar you'll learn fascinating stories about Key West while visiting a 100-year old Shipwreck, a movie set and Castaway Island. There's also opportunities for swimming, snorkeling and wildlife-watching.