Key West Hop-On Hop-Off Trolley Tour

Overview

Available languages

English

1 hour 30 minutes

Mobile ticket

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour. FREE ADMISSSION TO THE SAILS TO RAILS MUSUEM INCLUDED WITH TICKET!

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Transportation options are wheelchair accessible

Suitable for all physical fitness levels

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.

First tour starts at 9am

Last tour departs from Mallory Square at 4:30pm

Cancellation Policy

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

What To Expect

Old Town Trolley Tour of Key West

Duration:1 hour 30 minutes

Operating Schedule: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. Open Daily 10am - 4:30pm. Last full tour departs from Mallory Square at 4:30pm.

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.

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.

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.

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.

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.

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.

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

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.

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.

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.

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.

Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.

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.

What‘s Included

FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET

Two FREE Walking Tours Included

Narrated tour

Ages 0-3 free!

Located taxes

Gratuities

Food and drinks

Tour closed October 23-24

Options

1 Day Pass

2 Day Pass

Reviews

4.43

1,513 reviews

Total reviews and rating from Viator & Tripadvisor

1051

231

123

Will go back again.
Stark2071,,Jan 26, 2026
- Review from Tripadvisor
5.00
Drivers were knowledgeable and personable. Stops were conveniently located. SO convenient to get on and off anywhere all day long. Saved our legs. Definitely worth the cost. Even if you did it every trip here, you’ll learn different things from different drivers.
Highly recommend!
Anonymous,,Jan 25, 2026
- Review from Viator
5.00
The trolley and the train are different tours. The trolley goes all around the island. The train stays in Old Town. Our guide was terrific and gave us a lot of history. We thoroughly enjoyed it!
Comfortable Key West tour
Shahid R,,Jan 22, 2026
- Review from Viator
5.00
Comfortable tour with good live commentary by the driver. The weather was cold snd windy. So the bus ride was quite appropriate for us.
A great way to explore Key West
Jodi B,,Jan 21, 2026
- Review from Viator
5.00
Fun and informative! Our two drivers were great and the trolleys were clean and comfy. This was a good way to get the lay of the land and hear some basic history about the island.
Sing, sing sing went the trollley!
susangT8109FR,,Jan 21, 2026
- Review from Tripadvisor
5.00
Tom, our driver and guide was so knowledgeable and an excellent entertainer, too! We laughed while learning the history of the Keys and various buildings. We sang show toons. Very enjoyable!
Winter get away!
annmariestone,,Jan 18, 2026
- Review from Tripadvisor
5.00
Drivers were experienced, fun and informative! They all made it a unique experience. Buses ran often so we weren’t waiting too long! We had a 2 day pass which was very helpful!
Hop-On Hop-Off Trolley, Key West, FL
georgeo579,,Jan 18, 2026
- Review from Tripadvisor
4.00
Of course cruise ship docked and the lines to get on the trolleys were long, but they did a good job of bringing empty trolleys around. Driver was very friendly, courteous and full of interesting facts and figures. He did very well negotiating heavy vehicle and pedestrian traffic. Unfortunately, we did not get off at any of the stops because we were afraid we would have trouble getting back on and returning to the ship before sailing, since we passed many stops where we had a full trolley and there was a large group waiting for a trolley, so driver called in each time and we continued.
Driver spent his time soliciting tips
Mdnl88,,Jan 18, 2026
- Review from Tripadvisor
2.00
We got on and off different trolleys, all were fine until the last trolley driver who spent his time soliciting tips! He was on a microphone so you couldn’t miss it when he called out each person who tipped him as they stepped off. Then one guy got off and dropped a tip in his bucket and the driver said “on a budget are we?” I hope the owner sees this as it was embarrassing for the man he did this to. What does this clown say to Europeans who don’t participate in tipping? He even has a sign taped to his chair with a bar code to his Cash App! Everyone is expected to tip each time they get on and off this trolley after paying $55 per person? I totally understand tipping but this guy was so wrapped up in it that he made you tipping him all he talked about! He spoke of other things that had no business being talked about on a trolley and had zero to do with Key West! Couldn’t wait to get back on the cruise ship after seeing how he treated tourists.
Great ride!
Ione,,Jan 17, 2026
- Review from Viator
5.00
It was great. The driver was friendly, funny, very informative and enjoyable. We laughed a lot abd learned quite a bit about Key West.
Fu
Teresa K,,Jan 17, 2026
- Review from Viator
5.00
It was very informative. Of the two trolley drivers we had, both were very knowledgeable about the city of Key West and all its history. They even shared their own personal experiences.