Key West Trolley Tour: Historic Island Exploration
4.4
1,107 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
(1107 Ratings)
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746hannae
Jun 23, 2024
We loved all the tour guides - Our family of 12 had a wonderful time on the hop on hop off tours. Every single bus we hopped onto had a magnificent tour guide. My kids especially loved Ian and wanted me to be sure to give him 5 stars.
Review provided by Tripadvisor
Douglas_a
Jun 23, 2024
Fun - Very informative, love the history of Key West. Good times. I love the multiple stops due to Key West has many different personalities at the different stops along the way
Review provided by Viator
Michaelsd2407fj
Jun 22, 2024
Great ride - We had a great time. It is worth taking to learn about the town. We got off the trolly several times and each driver was better.
Review provided by Tripadvisor
Karen_c
Jun 16, 2024
Good Experience - The rain ponchos were a nice touch. Both Louie and Kaitlyn were friendly and personable. They were full of interesting facts about the city.
Review provided by Viator
Evgenek2024
Jun 13, 2024
Great overview of the town, just before you decide what to do next. - We had a great time and a very informative and entertaining tour with our driver and tour guide Ian. Highly recommended activity if you are in Key West.
Review provided by Tripadvisor
Annau
Jun 12, 2024
Key West Trolley Tour - Our guide was very knowledgeable and very nice. Great way to visit Key West. Definitely worth the money.
Review provided by Viator
Tkstlouismo
Jun 18, 2024
Interesting - Lots of interesting info. We did a full loop first to hear everything and then started our second loop so that we could hop on-and-off where we wanted. Note: No matter where you first get on the trolley, the entire trolley has to empty off when it gets to what they consider stop #1 and then you have to board a different trolley to continue your first loop -- kind of odd, not sure what the reasoning is behind that... kind of interrupted the flow of the tour because when you board your next trolley at stop #1 it doesn’t necessarily leave right away. An open air trolley can be really hot in Key West, -- that isn't the fault of the trolley operators, just be prepared with water. See other reviews from this trip: Sarasota, FL: The John and Mabel Ringling Mansion ("Ca'd'Zan”), The Ringling Circus Museum, The Marie Selby Botanical Garden. Venice, FL: The Crow’s Nest, Sharky’s on the Pier. Key West, FL: The Hogfish Grill (on next-door Stock Island), Ernest Hemingway House, Harry Truman’s Little White House, Key West First Legal Rum Distillery, The Lobster Shack, Hot Tin Roof, Santa Maria Suites. Key Largo, FL: Holiday Inn, Skipper’s Dockside Restaurant, Key Largo Princess II Glass Bottom Boat Tour. Ft. Myers, FL: Edison/Ford Winter Estates. Punta Gorda: Laishley’s Crab House.
Review provided by Tripadvisor
Jane_c
Jun 15, 2024
Key West June 12 - If you have a limited amount of time this is the tour. We were on a cruise with only a short h to one frame, so this enabled us to see many sights
Review provided by Viator
Maggie
Jun 13, 2024
Key West - Ian was good tour guide but did not think it was worth the money getting on off was just ok but really did not need to go all the hotels
Review provided by Tripadvisor
Bonnie_m
Jun 10, 2024
Not great - Not worth the money. Your guide went way too fast. Didn’t really get to take much in. Didn’t feel like could get off for fear of not being able to get back on.
Review provided by Viator
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