Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

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
  • Two FREE Walking Tours 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
(51 Ratings)
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Ashley_m
Jul 15, 2024
Experience was well worth... - Experience was well worth it. Crew was fantastic, knowledgeable, and kept us safe. Would recommend this excursion.
Review provided by Viator
Yani_i
Jun 29, 2024
A very fun ride - We only did 2 hop ons. Robert, our 1st trolley driver and tour guide, was very mindful and, at the same time, funny. He made sure that we are safe by repeatedly reminding us of the trolley safety rules. He also ensured that people could hear and enjoy his narration by letting us know when we're getting loud. I had great fun during this activity & learned a lot as well
Review provided by Viator
June_h
Apr 27, 2024
Fun - Grace was an excellent tour guide. She had lots of information along the way about the area. Many places you could explore.
Review provided by Viator
Marsha_w
Apr 25, 2024
Great experience - Loved our tour guide, Grace. Where there were detours, she didn’t miss a beat. She took a different way and kept on. She knew the history very well. She is witty and funny and knowledgeable.
Review provided by Viator
Tiare_s
Mar 30, 2024
Totally worth the ride.. - What a great way to see Keywest! Had a wonderful time w/my daughter riding along & listening to all the different trolly drivers share a bit of history & fun facts about the island. Like any other hop on/off tours it is the best way to get a visual of the town & then choose the stops you want to get off. Definitely worth doing, highly recommend!
Review provided by Viator
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
Rhonda_s
Jul 10, 2024
Fun but hot - I recommend the tour but not in the hot summer months. The tour guides were funny and informative, very nice! The busses at the very least need fans.
Review provided by Viator
Melissa_m
Jul 4, 2024
Great way to see Key West - Great way to see Key West. The tour was nice but our driver was dry and boring and although he was friendly, he took the fun out of the tour.
Review provided by Viator
Casey_k
Jul 11, 2024
Long wait - Guides were very informative and the ride itself wasn’t bad at all. However, we only ended up getting on twice for a couple stops because the wait seems very long between trolleys, especially on a hot, humid day.
Review provided by Viator
Latinacowgirl
May 23, 2024
This is a Scam don’t give them your money. You will not get picked up if you get off the trolley. - Tour taken 5/23/24 Worst company ever. Dont waste your money. Paid 55 per person times 3- We were able to get on at first stop. Got off at 2nd stop and never were able to get back on again. Drivers would wave us off. Biggest scam ever. Do not purchase this. We ended up walking over 4 miles trying to get picked up at other stops. Ended up walking back to start. Dont waste your money. We bought through our tour guide on a Viator booked trip from miami on our bus. The Miami tour guide on the bus took our cash and did not give us a receipt. Called Viator was in the phone with them for 2 hours. Nothing solved just excuses. Don’t book with Viator the will blow you off. It is all a SCAM
Review provided by Tripadvisor
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September 2024
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