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!
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
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Key West Aquarium
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Southernmost Point
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Fort East Martello Museum
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Truman Little White House
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- Two FREE Walking Tours Included
- Narrated tour
- Located taxes
- FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
- Gratuities
- Food and drinks
- Port pickup and drop off
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
For a full refund, cancel at least 24 hours before the scheduled departure time.