Available languages
1 hour 30 minutes
Mobile ticket
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour. FREE ADMISSSION TO THE SAILS TO RAILS MUSUEM INCLUDED WITH TICKET!
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
Tours depart from boarding locations approx. every 30 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10.
First tour starts at 9am
Last tour departs from Mallory Square at 4:30pm
For a full refund, cancel at least 24 hours before the scheduled departure time.
Duration:1 hour 30 minutes
Operating Schedule:Tours depart from boarding locations approx. every 30 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10. Open Daily 10am - 4:30pm. Last full tour departs from Mallory Square at 4:30pm.
Stop #1: Mallory Square - Stop #1 is in front of the Sponge Market, next to the Key West Aquarium. Trolleys will pull up to the American flag, near the shark. Across the street is the Island Juice Bar.
Stop #2: Historic Waterfront/Mac’s Sea Garden - Stop #2 is on a service road between Margaret and William, running parallel with Caroline. Guests can wait inside Mac's Sea Garden Gift Shop and see the trolleys pull up.
Stop #3: Simonton & Green Streets - Stop #3 is on the corner of Simonton Row, in front of Diver's Direct, on the northwestern side of the street. There is a bench available for waiting guests. Across the street is Key West Aloe.
Stop #4: Duval Street/Crowne Plaza La Concha - Stop #4 is directly in front of the Crowne Plaza La Concha Hotel on the west side of Duval Street. The trolley will stop in front of the entrance doors to the hotel.
Stop #5: Bahama Village Market - Stop #5 is in front of the Bahama Village complex directly on the corner, on the western side of the street.
Stop #6: Fairfield Inn - Stop #6 is located at the Fairfield Inn Hotel. The trolleys will stop in the central area of the parking lot.
Stop #7: Roosevelt Station at Gates Hotel - Stop #7 is temporarily in front of the Gates Hotel.
Stop #8: Best Western Key Ambassador - Stop #8 is located at the Best Western Key Ambassador Hotel. The trolley will stop in front of the office area. Guests can wait inside the lobby and see the trolleys arrive.
Stop #9: East Martello Civil War Fort - Stop #9 is at the East Martello Fort and Museum. The fort is located in front of the Key West International Airport. Trolleys will pull in front of the Museum in the parking lot. Across the street is the Atlantic Ocean.
Stop #10: Casa Marina Resort & Beach House - Stop #10 is at the front doors of the Waldorf Astoria Casa Marina Hotel, railroad magnate Henry Flagler's showpiece. The trolley will pull into the parking lot, stopping in front of the doors.
Stop #11: Southernmost Point Trolley Stop - Stop #11 is located at the Southernmost Point Gift Shop. Trolleys will stop directly in front of the store. Guests shop inside while waiting, or benches are available outside.
Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.
Stop #13: Angela Street Depot - Stop #13 is immediately on the northwestern corner where Angela meets Duval. Trolleys will stop on Angela Street, in front of the benches.
FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
Two FREE Walking Tours Included
Narrated tour
Ages 0-3 free!
Located taxes
Gratuities
Food and drinks
Tour closed October 23-24
2 Day Pass
1 Day Pass
1,627 reviews
Total reviews and rating from Viator & Tripadvisor
cherylwN6593AR,Apr 1, 2026
- Review from Tripadvisor
A family of 4 adults touring Key West. The trolley was very informative. We hopped on and off at different stops. We experienced 4 different drivers and their narrative each had a little different insight of information. We ended our day with a full 90 minute tour with Elijah. He was great. The newest of the drivers but very knowledge of local history.
Hannah D,Apr 1, 2026
- Review from Tripadvisor
We enjoyed our hop on hop off tour! One of the stops was conveniently next to our resort. The drivers/tour guides were fun and informative. We definitely recommend this for anyone wanting to learn the history of Key West! This was our first time here and we learned a lot!
Charles G,Apr 1, 2026
- Review from Viator
Great stories. You need at least 2 to 3 hrs to enjoy the key stops. Key West has a lot to see and offer.
Jessica C,Apr 1, 2026
- Review from Viator
Great way to visit exceptional driver and guide. Would highly recommend comfortable seating airy and enough let room
RDfromPA,Mar 31, 2026
- Review from Tripadvisor
We spent 4 days in Key West and took the trolley tour on Day 1. Great way to see the island, learn some KW history and find places to visit for the rest of your stay. Trolleys are comfortable and clean, guides/drivers are entertaining and getting on and off was easy to navigate. Great way to start your Key West visit.




Deborah S,Mar 30, 2026
- Review from Viator
The driver, Chris, was very friendly and informative. The trolley was very comfortable. Take the whole loop!
Paul L,Mar 30, 2026
- Review from Viator
Great way to see all major sites on the island as well as giving you insight into some of the interesting points that everyone may not know.
bill k,Mar 29, 2026
- Review from Viator
Easy get on get off at multiple stops. Great drivers who knew history and told great stories. Suggested good eating places along the route.
Linda D,Mar 29, 2026
- Review from Viator
the Tour conductor was outstanding. I wish i would remember his name. An elderly gentleman with a pony tail!!! He was so informative and the 90 minute tour of Key west was perfect along with the weather. I would book this again next time
FLG8TOR,Mar 29, 2026
- Review from Tripadvisor
The trolly ride was enjoyable. The drivers pointed out sites of interest along the way. The stops were all convenient to the points of interest. We didn't experience this, but the only drawback we saw was passengers waiting for trollies only to find out the trolly was full and had to wait for the next trolly or one after. Maybe during peak times additional trollies need to be added.
Operated by Historic Tours Of America