Key West Trolley Tour: Historic Island Exploration
4.4
1,062 Ratings
Experience the rich history of Key West on a hop-on hop-off trolley tour. Discover the island's fascinating past, from Indians and pirates to the Civil War. Don't miss the free admission to the Sails to Rails Museum!
Duration: 1 hour, 30 minutes
Cancellation: 1 day learn more
Highlights

Old Town Trolley Tour of Key West (Route)

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 at 4:30pm.

1. Mallory Square
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.

2. 801 Caroline St
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.

3. 150 Simonton St
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.

4. Duval St Parking
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.

5. 804 B
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.

6. Fairfield Inn & Suites by Marriott Key West
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.

7. 3824 N Roosevelt Blvd
Stop #7: Roosevelt Station at Gates Hotel - Stop #7 is temporarily in front of the Gates Hotel.

8. 3835 S Roosevelt Blvd
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.

9. 3501 S Roosevelt Blvd
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.

10. 1500 Reynolds St
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.

11. 513 South St
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.

12. 930 Duval St
Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.

13. 626 Duval St
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.

Points of Interest

  • Key West Lighthouse and Keeper’s Quarters Museum

  • Key West Aquarium

  • South Beach

  • Southernmost Point

  • Fort East Martello Museum

What's Included
  • Free admission to the Sails to Rails Museum included with ticket
  • Narrated tour experience
  • Children aged 0-3 go for free
  • All taxes included in the price
What's Not Included
  • Gratuities
  • Food and drinks
  • Tour closed October 23-24
Additional Information

The hop-on hop-off tram journey around Key West provides an outstanding opportunity to discover this ancient island. Seat yourself comfortably as your knowledgeable tour leader delves into the past, recounting the era of Native Americans, buccaneers, salvage teams, and the Civil War. You’ll experience a comprehensive view of Key West through this Old Town tram tour. TICKET INCLUDES GRATIS ENTRY TO THE SAILS TO RAILS MUSEUM!

  • 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.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.4
(1062 Ratings)
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1 star
Ginalogan
Apr 24, 2024
Worth it! - Great way to explore the city!! Fun and educational, the guides definitely knew there way around the keys.
Review provided by Viator
Erin_h
Apr 22, 2024
Great experience - We had 2 drivers, Louie and Grace. They were both very entertaining. Gotta love the “dad jokes.” This was our first time in Key West and the trolley was a great way to get a tour of the island.
Review provided by Viator
Amitraj_n
Apr 22, 2024
Key west in a nutshell - The ease and comfort of being able to enjoy the major attractions of the Key west, the wealth of information provided by the guides is definitely an experience worth cherishing !!
Review provided by Viator
Tishvigna1
Apr 22, 2024
Helpful - Nice little tour of the town, the guide was knowledgeable and friendly! Great was to get around and go back to where you want to all day long!
Review provided by Tripadvisor
Maryam_s
Apr 21, 2024
Trolley Tour - Our trolley driver Grace was great! She was informative and very funny! We enjoyed our tour very much.
Review provided by Viator
Carolyn_m
Apr 20, 2024
A tour to remember - Great , the tour guide Curtis made the ride fun and informative .i learned so much about the history of Key West
Review provided by Viator
Judy_d
Apr 24, 2024
Good way to get around - We enjoyed being able to hop on & off the trolley whenever it came by or stopped. We never had to wait long, as different trolleys were active. The only reason I didn't give it a 5 was because it took us over to the new part of town, & the only stops there were two hotels. It's great if you are staying there, but for the rest of the guests, it's just a ride over to drop people off or pick some up. There's nothing there to hop off for. Had I known that, I would have hopped off before we went over & found my way over to the next trolley pick up on this side of the bridge.
Review provided by Viator
Donna
Apr 18, 2024
Unnecessary travel on a busy highway. - Wasn’t interested in being on the busy highway just to pick up people at other hotels. Since it was our first time in Key West, we really wanted to see where everything was located.
Review provided by Tripadvisor
Nituh_a
Apr 20, 2024
Totally worth it - The trip to Key West itself was very worthwhile, in particular for the price. The lady on the bus was excellent and thorough as a tour guide and showed continuous enthusiasm and energy throughout. Certainly, she is a great tour guide and salesperson 🙂. I was however disappointed by her reaction after I changed my mind about getting the hop on and off at Key West, she showed very noticeable irritation and was shocked by her reaction after such a pleasant trip. I found it to be quite unprofessional and very in-polite. I say this with positive intent as she may not be aware of cultural differences and as a British person this was unduly disrespectful.
Review provided by Viator
Leftmehere
Apr 22, 2024
Unnecessary noise ruined the experience - I am sure it is convenient as far as transportation goes, if you intend to travel all day and get on and off but the tour guide was so obnoxious, we found the tour to be torture. The history of the people and the island are interesting enough without a bunch of added noise. We would not recommend.
Review provided by Tripadvisor
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