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Key West · Florida · United States
Key West Old Town Trolley Tour
Starting From
From $60.85 per person
Current Project Expedition rate
Experience inventory, live availability and secure booking provided by
Project Expedition
The Experience
What your day looks like
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, we 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.
At a Glance
The experience, in brief
- 1 day of free unlimited reboarding
- Openair sightseeing is perfect for taking pictures
- More than 100 points of interest
- Colorful anecdotes and wellresearch historical facts
- Exclusive stops and Key West attraction discounts
Detailed Itinerary
The journey, in full
Our Stops in Key West Hop on and off at any of our 13 convenient stops. 1 Stop: Mallory Square 1a Stop: Truman Little White House 2 Stop: Historic Waterfront/Mac's Sea Garden 3 Stop: Simonton & Green Streets 4 Stop: Duval Street / Crowne Plaza La Concha 5 Stop: Bahama Village 6 Stop: Fairfield Inn 7 Stop: Roosevelt Station at Gates Hotel 8 Stop: Hampton Inn 9 Stop: East Martello Fort / Robert The Doll 10 Stop: Casa Marina Resort & Beach House 11 Stop: Southernmost Point Trolley Stop 12 Stop: Truval Village 13 Stop: Angela Street Depot
Your Itinerary
Your day, step by step
Day 1
Key West
City/Town Tour.
Before You Go
What to know before booking
Meeting & Pickup
Meet at Stop 1 - Main Trolley Booth:Mallory Square, 303 Front Streetbetween Shell Warehouse and Sponge Market). Stop 3 - Simonton Row Corner of Simonton and Greene Streets. Stop 12 - Truval Village Corner of Truman Avenue and Duval Street. Stop 13 - Angela Street Corner of Angela and Duval Streets.
Languages Offered
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Planning Notes
Hotel pickup offered: No Confirmation: Manual By Business
Traveler Impressions
What travelers are saying
2025-05-30
5.00 / 5
Had a great tour - very informative.
2025-04-22
5.00 / 5
Fun and easy way to see and get around Key West, FL! We had a great time riding the full loop then hopping off and on to explore. Great service, entertainment, information, and perfect way to see the Conch Republic!
2024-05-05
5.00 / 5
Very nice, well organized, and of course informative. Great way to get an overview of Key West, and a good way to travel around the city without a car. Seats are a little tight, especially if you are tall. The trolleys run frequently, around every 10-15 minutes. Tour guides/drivers have a wealth of information and suggestions. 13 stops, 1.5 hour loop
2024-04-10
5.00 / 5
We had great guides and loved learning about Key West. Enjoyed being able to hop on and off and explore where we wanted.
2022-04-11
5.00 / 5
Lots of information.,, great drivers. Fun way to see the city
2022-03-24
5.00 / 5
Very informative about the island! We enjoyed it very much
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