Key West Shore Excursion: Hop-On Hop-Off Trolley Tour
4.1
41 Ratings
Discover the rich history of Key West on a hop-on hop-off trolley tour shore excursion. Explore the island's past, from Indians and pirates to the Civil War. Free admission to the Sails to Rails Museum included!
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 15-20 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 10-4:30pm. Last full tour departs at 4:30pm

1. 401 Wall St
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. 2476 N Roosevelt Blvd
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 Aquarium

  • Southernmost Point

  • Fort East Martello Museum

  • Truman Little White House

What's Included
  • Narrated tour
  • Located taxes
  • FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
What's Not Included
  • Gratuities
  • Food and drinks
  • Port pickup and drop off
Additional Information

Upon reaching the harbor in Key West, embark on a self-guided, hop-on hop-off trolley tour adventure; the ideal method to discover the island. When you step off your cruise ship, just sit comfortably as your knowledgeable guide takes you through a history journey back to the era of Native Americans, buccaneers, salvagers and the Civil War. You’ll gain an overall understanding of Key West within your brief period on land. FREE ENTRY TO THE SAILS TO RAILS MUSEUM COMES WITH THE TICKET!

  • Wheelchair accessible at the following locations:- Key West Welcome Center and Mallory Square
Cancellation Policy

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

Customer Ratings
4.1
(41 Ratings)
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Glenda_c
Feb 18, 2024
Fun day - We really enjoyed seeing all the sights and hearing some history. We really enjoyed getting to go to the original Margaritaville as well as the Butterfly conservatory.
Review provided by Viator
Tobikay507
Dec 29, 2023
Tim is an amazing guide! - Tim was our guide and he is amazing! He made the whole ride entertaining, even thru a traffic jam! Great tidbits of information and the jokes are top shelf!
Review provided by Tripadvisor
Brandi_g
Dec 12, 2023
We had a great time in... - We had a great time in key west and the trolley was a plus. It was great to see all the sights and hear their history !!
Review provided by Viator
279jgg
Aug 28, 2023
Great island tour! - Truly the best way to get an overview of the island with the opportunity to get off the bus when you like and continue with the tour at your convenience. If you’re stopping at Key West on a cruise and time is limited, this is the tour for you. We had a fantastic guide, Gabe. He knew the history and facts of the significant island spots and was quick with the jokes. We didn’t want to stop the tour, afraid we’d miss some important facts and/or silly jokes. 😂 Highly recommended! Look for Gabe!
Review provided by Tripadvisor
Ameandean
Jun 23, 2023
Key West Stories - The tour was excellent getting on at different stops means getting different drivers/tour guides with different personalities (all fun). Key West has it's own unique stories and these tour guides are good at telling them. Chickens everywhere.
Review provided by Tripadvisor
Loretta_m
May 29, 2023
Key West Trolley Day - Great day out well worth the ticket the drivers are so informative, friendly and helpful. Lots to see and of course you're able to return to places you want to see more of
Review provided by Viator
Tamara3122
Sep 3, 2023
It's the Way to Go when it's so Hot and Humid!!! - I would definitely use the trolley again - much easier than trying to navigate a city on your own. We enjoyed the driver and his city information mixed with clean humor! It was STILL hot as ever (humid in August!) but we would have melted without this tour! We used the trolley to take us to the Southern most point, so it was a distance from where our cruise ship was docked. Also used the coupon our 2nd driver gave us for a free Pina Colada and/or Key Lime Pie! Thanks - both were tasty!
Review provided by Tripadvisor
Steven_c
Jun 22, 2023
Trolley experience - Loved the ability to get on & off the Trolley. Too much emphasis on bars, however. Appreciated that when a trolley was overcrowded, a second trolley was quickly brought up.
Review provided by Viator
Thomasmp6733rs
May 2, 2023
The driver makes or breaks the tour. - My wife and took the and got off one trolley and then back on the tour later onto a different trolley. The experiences were totally different. The first driver was funny and engaging with the riders encouraging questions and dialogue. The second driver kept telling people to be quiet. It wasn't very enjoyable.
Review provided by Tripadvisor
Y_b
Aug 25, 2023
Refund - I paid over $150 for a tour online at no time did it give me a tour time for the trolley. When I attempted to use the trolley I found out the trolley stops running at 5pm. It has been impossible to contact the company to get a refund.
Review provided by Viator
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