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Key West Hop-On Hop-Off Trolley Tour with Sails to Rails Museum Admission
day_trips

Key West Hop-On Hop-Off Trolley Tour with Sails to Rails Museum Admission

by Historic Tours Of America

1.5 hours
$50.04$55.60 on ViatorSave 10%/person
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$50.04$55.60 on ViatorSave 10%per person

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1.5 hours
Starting time
Monday 26 October 2026
Language
English
Free cancellation until 25 Oct 2026.
$100.08$111.20Save 10%
2 adults × $50.04
All taxes and fees included

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Book on Viator Confirmed right away, but you pay full price.$111.20
1.5 hours
$100.08$111.20Save 10%
2 adults × $50.04
All taxes and fees included

Overview

This 90-minute hop-on hop-off trolley tour in Key West provides a narrated overview of the island's history, covering periods from Native American times through piracy, wrecking, and the Civil War. Guests can board at any Old Town Trolley stop and explore at their own pace, with the option to hop off and back on multiple times. The ticket includes free entrance to the Sails to Rails Museum and access to two additional walking tours. The trolley stops at several locations around Old Town Key West, with some stops wheelchair accessible. Tours run approximately every 30 minutes from 9am to 4:30pm, except for a closure on October 23-24. Children aged 0-3 ride free. Food, drinks, and gratuities are not included.

Highlights

Narrated hop-on hop-off trolley in Key West
Free admission to Sails to Rails Museum
Two included walking tours
Trolleys depart every 30 minutes from 9am to 4:30pm
Children aged 0-3 ride free
Wheelchair accessible stops available

What's included

Free entry to the Sails to Rails Museum with ticket
Two walking tours included at no extra cost
Guided narration throughout the trolley tour
Free admission for children ages 0 to 3
Applicable local taxes

What's not included

Gratuities for the guide or driver
Food and beverages
No tours on October 23 and 24

Itinerary

1

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

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

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

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

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

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

Stop #7: Roosevelt Station at Gates Hotel - Stop #7 is temporarily in front of the Gates Hotel.

8

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

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

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

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

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

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.

14

15

16

17

18

Languages

English (guide)

Cancellation policy

  • Cancel at least 24 hours before start for a full refund.

Additional info

1–9 travelers per booking
Mobile ticket
Wheelchair accessible
Pushchair and stroller friendly
Service animals are welcome
Reachable by public transport
Infants travel on an adult's lap
Wheelchair-accessible transport
Suitable for all fitness levels
Trolleys leave boarding points about every 30 minutes; passengers with vouchers may board at any Old Town Trolley stop; wheelchair access at stops 1, 2, 3, 6, 7, 8, 9, and 10
The first trolley tour begins at 9am
The last trolley departs Mallory Square at 4:30pm
Total
$100.08Save 10% vs Viator