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Key West Hop-On Hop-Off Trolley Tour

Price Starting From PP/Group

$55.60

(Ticket prices may vary. Final price shown on partner’s site upon redirect.)

Key Highlights

Total Views: 139
Tour Duration: 1 hour 30 minutes (approx.)
Features: Bus Tour / Day Trips / Trolley Tour

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Explore Key West at your own pace with the Key West Hop-On Hop-Off Trolley Tour, one of the most convenient and enjoyable ways to see the island. This classic open-air trolley loops through the heart of Old Town, stopping at all the major landmarks, vibrant neighborhoods, and historic sites that give the island its signature charm.

As you ride, lively onboard guides share entertaining stories about pirates, presidents, artists, shipwrecks, and the island’s colorful past. Each stop invites you to step off and explore — from Mallory Square’s waterfront views to the Hemingway Home, Southernmost Point, Duval Street, and the legendary seaport. You choose where to wander, when to stop, and how long to stay.

The trolley arrives every few minutes, making it easy to continue your journey without rushing. It’s perfect for first-time visitors, families, and anyone who wants a relaxed overview of Key West’s culture and history. With unlimited re-boarding for the day, you get flexibility, fun, and fantastic sightseeing wrapped into one smooth ride.

Overview

Explore the best that Key West has to offer on this narrated, hop-on, hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Enjoy free admission to the Sails to Rails Museum for extra sightseeing fun.

Read more about – Key West Hop-On Hop-Off Trolley Tour

Places You’ll See

What to Expect

A budget-friendly way to see lots of Key West at once
Explore at your own pace without having to keep up with a group
Family-friendly—ages 0-3 ride free
Your local guide shares the history, lore, and legends of Key West

Itinerary

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.

➢ Mallory Square

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.

➢ 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.

➢ 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.

➢ 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.

➢ 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.

➢ Fairfield by Marriott Inn & Suites Key West

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 Points of Interest