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!
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!
Old Town Trolley Tour of Key West (Route)
Operating Schedule: Tours depart from boarding locations approximately every 30 minutes. Guests with vouchers can board at any Old Town Trolley boarding location. Wheelchair-accessible stops include Stops #1, 2, 3, 6, 7, 8, 9, and 10. Open daily from 10am to 4:30pm, with the last full tour departing at…
Old Town Trolley Tour of Key West (Route)
Operating Schedule: Tours depart from boarding locations approximately every 30 minutes. Guests with vouchers can board at any Old Town Trolley boarding location. Wheelchair-accessible stops include Stops #1, 2, 3, 6, 7, 8, 9, and 10. Open daily from 10am to 4:30pm, with the last full tour departing at 4:30pm.
1. Mallory Square
Stop #1: Mallory Square - Located in front of the Sponge Market, next to the Key West Aquarium. Trolleys will arrive near the American flag, close to the shark. Across the street is the Island Juice Bar.
2. 801 Caroline St
Stop #2: Historic Waterfront/Mac’s Sea Garden - Situated on a service road between Margaret and William, parallel to Caroline. Guests can wait inside Mac’s Sea Garden Gift Shop and watch the trolleys arrive.
3. 150 Simonton St
Stop #3: Simonton & Green Streets - Positioned at the corner of Simonton Row, in front of Diver’s Direct, on the northwestern side of the street. A bench is available for waiting guests. Across the street is Key West Aloe.
4. Duval St Parking
Stop #4: Duval Street/Crowne Plaza La Concha - Directly in front of the Crowne Plaza La Concha Hotel on the west side of Duval Street. The trolley will stop at the hotel entrance.
5. 804 B
Stop #5: Bahama Village Market - Located 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 - Situated at the Fairfield Inn Hotel. Trolleys will stop in the central area of the parking lot.
7. 3824 N Roosevelt Blvd
Stop #7: Roosevelt Station at Gates Hotel - Temporarily located in front of the Gates Hotel.
8. 3835 S Roosevelt Blvd
Stop #8: Best Western Key Ambassador - 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 watch the trolleys arrive.
9. 3501 S Roosevelt Blvd
Stop #9: East Martello Civil War Fort - Situated at the East Martello Fort and Museum, in front of the Key West International Airport. Trolleys will stop 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 - Located at the front doors of the Waldorf Astoria Casa Marina Hotel, a showpiece by railroad magnate Henry Flagler. The trolley will pull into the parking lot, stopping in front of the doors.
11. 513 South St
Stop #11: Southernmost Point Trolley Stop - Situated at the Southernmost Point Gift Shop. Trolleys will stop directly in front of the store. Guests can shop inside while waiting, or use the benches available outside.
12. 930 Duval St
Stop #12: Truval Village - 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 - Positioned 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

- Free admission to the Sails to Rails Museum
- Two free walking tours included
- Narrated tour
- Ages 0-3 free
- Local taxes included
- Free admission to the Sails to Rails Museum
- Two free walking tours included
- Narrated tour
- Ages 0-3 free
- Local taxes included
- Gratuities
- Food and drinks
- Tour closed October 23-24
- Gratuities
- Food and drinks
- Tour closed October 23-24
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…
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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.