1-Day Old Town Trolley Tour
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.
Hop aboard one of our trolleys and you’ll experience Transportainment®, a delightful combination of transportation and entertainment.
For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions.
- 1 day of free unlimited re-boarding
- Open-air sightseeing perfect for taking pictures
- More than 100 points of interest
- FREE Two Guided Walking Tours included
- FREE admission to the Sails to Rails Museum included with ticket
- FREE coupons worth up to $50 in discounts
- 100% Satisfaction Guarantee
- Colorful anecdotes and well-researched historical facts
- Exclusive stops and Key West attraction discounts
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 U.S. 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
Booth Locations
Stop 1 – Mallory Square
Inside Mallory Square (between Shell Warehouse and Sponge Market)
See in Google Maps
Stop 3 – Simonton Row
Corner of Simonton and Greene Streets
See in Google Maps
Stop 12 – Truval Village
Corner of Truman Avenue and Duval Street
See in Google Maps
Stop 13 – Angela Street
Corner of Angela and Duval Streets
See in Google Maps
First tour starts at 9am.
Last tour departs from Mallory Square at 4:30pm.
Daily 364 days a year.
(We are closed the last Saturday in October for Fantasy Fest)
Tours depart at least every 30 minutes.
Length of tour: 1 hour and 30 minutes if you ride the tour all the way around without getting off and on.
All schedules are subject to change. Please call (855) 623-8289 for the most current information.