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Top Key West Attractions & Tours


Southernmost Key West History and Culture Small-Group Walking Tour

clock 1 hour 45 minutes
  • Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West!

    What to bring:
    Hat, sunglasses, and sunblock is a...Read more

Key West Historic District Small-Group Walking Tour

clock 2 hours
  • You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA!

    Hear the stories of the first industries on the island, such...Read more

Key West Sunset Sail Aboard Schooner

clock 2 hours
  • Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors...Read more

Old Town Key West Literary Walking Tour

clock 1 hour 30 minutes
  • Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, our new tour features the former homes and favorite haunts of writers, including Tennessee Williams, Shel Silverstein,...Read more

Miami to Key West Day Bus Tour

clock 18 hours
  • Explore Key West on this day trip from Miami. Enjoy the Double Decker bus tour ride to Key West. This tour includes a 30 minute breakfast stop. Once arriving to Key West you'll have 6 hours free time in the Key West island. Many Key West attractions and activities to see. One way, Round-Trip, or over night stay...Read more

Miami: Key West Jetski Tour and other water sports options

clock 15 hours
  • Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. Enjoy ca. 6 hours of leisure to enjoy the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. If you select the Dolphin...Read more

Miami to Key West Snorkel Boat Tour with Drinks Included

clock 15 hours
  • Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. If you selected the snorkel tour option in Key West we will board a boat for 3 hours and go out to the reef where we will snorkel and experience Florida's underwater world. Beer, wine,...Read more

Afternoon Delights: Small-Group Food and History Tour of Key West

clock 3 hours
  • A short walk between stops include points of interest like architeture, flora and fauna. Local history as well as bumping into some characters of Key West are always interesting. Discover some mansions and eateries that you may not find on your...Read more

Sunset Sail in Key West with Beverages Included

clock 1 hour 30 minutes
  • Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get...Read more

Private Tour of Florida Keys from Key West: 7-Mile Bridge, Beach, and Key Deer

clock 5 hours
  • 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...Read more

Key West Day Sail Aboard Schooner

clock 1 hour 30 minutes
  • Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset...Read more

Private Tour of Florida Keys from Marathon to Key West

clock 7 hours
  • Visit the one-and-only island city of KEY WEST!

    Enjoy a narrated tour on the way down, and island music on the way back.

    • See the sights in Key West
    • Stay for the Key West sunset
    • Plenty of Free Time
    • Designated Driver
    • Narrated Tour

    Do what you want in Key West! We're doing...Read more

Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour

clock 2 hours
  • Paradise Taxi & Tours USVI with Big Moe is your personal guide to tours and transportation. A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a magazine.

    During our Island Scenic Tour enjoy the peace and quiet of driving around and...Read more