The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment.
1 day of free unlimited re-boarding
Open-air sightseeing perfect for taking pictures
More than 100 points of interest
Colorful anecdotes and well-researched historical facts
FREE admission to the Sails of Rails Museum included with ticket
There’s no better way to see all of Key West than with Old Town Trolley Tours.
The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. See Key West’s first tourist attraction, the Key West Aquarium, which was also the world’s first open air aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum, learning about how Key West became one of the richest cities in the US. The Oldest House Museum is also nearby; it is one of the many beautifully restored homes that are open to the public in Key West.
Stop by the Ernest Hemingway House Museum where he is rumored to have written A Farewell to Arms — and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square, a truly memorable experience!
1. Mallory Square
1a. Truman Little White House
2. Historic Waterfront / Mac’s Sea Garden
3. Simonton & Green Streets
4. Duval Street / Crowne Plaza La Concha
5. Bahama Village
6. Fairfield Inn
7. Roosevelt Station at Gates Hotel
8. Hampton Inn
9. East Martello Fort / Robert the Doll
10. Casa Marina Resort & Beach House
11. Southernmost Point Trolley Stop
12. Truval Village
13. Angela Street Depot