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Explore Key West with a 1.5-hour hop-on hop-off trolley tour featuring over 100 attractions, live commentary, and free museum admission for $55.60 per person.
The Key West Shore Excursion: Hop-On Hop-Off Trolley Tour offers an engaging way to discover this lively island city. Priced at $55.60 per person and lasting approximately 90 minutes for a full circuit, the tour provides a flexible and informative experience. It includes access to more than 100 points of interest—from Mallory Square to Ernest Hemingway House—and features live onboard commentary from a professional guide. A key highlight is the free admission to the Sails to Rails Museum, adding an educational touch to the sightseeing.
This tour departs conveniently from the Port of Key West, located within a 20-minute walk from the cruise terminal. The all-day pass allows unlimited hopping on and off at 13 stops around the city, making it easy to customize your exploration. While the tour is generally praised for its knowledgeable guides and valuable insights, some reviews mention long wait times between trolleys and variable guide quality. Still, for those wanting a flexible, guided overview with the option to linger at favorite spots, this tour hits many marks.


The tour kicks off at Mallory Square, located in front of the Sponge Market and Key West Aquarium. This spot is perfect for a quick picture of the iconic shark statue and provides easy access for boarding. From here, the trolley moves through Key West’s historic waterfront area, offering views of the sea, marinas, and local shops.
The Stop at Mac’s Sea Garden Gift Shop on Caroline Street offers a chance to wait indoors in case of heat or rain, making the start of your adventure more comfortable. The route then continues along Simonton and Green Streets, bringing you past the Key West Aloe store, which is a favorite for its local products and tropical vibe.
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One of the tour’s most central stops is on Duval Street, right in front of the Crowne Plaza La Concha Hotel. This stretch is known for its vibrant nightlife, bars, and shops. The stop at Duval Street provides quick access for those wanting to explore the area more intimately. Duval Street offers many attractions such as Hogs Breath Saloon and the Truval Village, both within walking distance from the trolley stop.
The Angela Street Depot near the historic district is another key stop, placing visitors at the heart of Bahama Village, known for its Caribbean flavor and colorful markets. These stops are ideal for those eager to experience the local culture, food, and shops.
The trolley’s route includes stops at East Martello Civil War Fort, located just outside the main downtown area. This site is in front of the East Martello Museum and Fort, with views facing the Atlantic Ocean. Visitors can explore civil war history and view the art installations in the fort’s grounds. It’s a more relaxed stop, suitable for a quick visit to learn about Key West’s military past.
Adjacent to this stop, the Casa Marina Resort & Beach House offers a luxurious glimpse into Henry Flagler’s historic hotel. The trolley parks directly in front of the Waldorf Astoria property, making it a convenient point for sightseeing or a stroll on the beach.

The Southernmost Point Trolley Stop provides quick access to the famous Southernmost Point buoy, a photo must-have on any trip to Key West. The gift shop here offers souvenirs, and benches outside allow for a quick rest while soaking in the scenery.
Nearby, the Key West Butterfly and Nature Conservatory is easily reachable from this stop, making it a practical add-on if you want to see the local flora and fauna. The tour’s flexibility means you can hop off to explore these sights more thoroughly or continue your ride to the next attraction.

Stretching along Duval Street, the trolley makes stops at Truval Village and the Angela Street Depot. These locations offer opportunities for shopping, dining, and sightseeing. The Key West Shipwreck Treasures Museum and the Key West Aquarium are also easily accessible from nearby stops for those interested in maritime history and local marine life.
The Stop at the Shipwreck Museum immerses visitors in the region’s wrecking history with engaging exhibits, making it a popular choice for families and history buffs.

Included in the tour ticket is admission to the Sails to Rails Museum. This museum explores the Ages of Sail, illustrating the journeys of ships across treacherous waters, and the development of railroads in the 1820s that helped connect the country. Visitors can learn about maritime stories and railroad history, adding cultural depth to the sightseeing experience.
The museum is conveniently located near the East Martello site, making it easy to combine with your trolley stops.

The tour offers accessible features, including collapsible wheelchairs that can be stored safely during the ride. Several trolleys are fitted with lifts for non-collapsible wheelchairs or scooters. It’s advised to contact the provider ahead of time to plan accommodations.
Strollers are allowed, provided they are folded and stored properly, but children cannot ride in the stroller during the tour for safety reasons. Food and drinks are permitted, though alcohol is strictly prohibited onboard.

While the trolley service runs approximately every 30 minutes, some reviews mention longer wait times, especially during peak hours or hot days. Overcrowding can occur, but additional trolleys are often dispatched quickly to accommodate larger groups. The tour’s flexibility allows guests to hop off at attractions and reboard later, which helps manage crowds.
The tour duration is flexible since you can stay at each stop as long as you wish, making it suitable for both quick overviews and leisurely exploration.
The onboard guides are generally knowledgeable, sharing interesting stories and facts about Key West. Many reviews highlight guide personality as a positive aspect, with some guides praised as funny, witty, and well-informed.
However, some reviews note variability in guide performance and occasional vague instructions on ticketing. A few mention driver humor—either appreciated or problematic—so patience is key. The overall experience is often described as worth the cost, especially given the free museum entry and the ability to explore at your own pace.
A common drawback is the waiting time between trolleys, which can be frustrating on hot or humid days. The trolleys can get overcrowded, so arriving early or during less busy times helps.
The tour is not covered by a worry-free policy, and full refunds require cancellation 24 hours in advance. It’s essential to plan your schedule carefully, especially to return to your cruise ship on time.
This hop-on hop-off trolley tour offers a practical way to see Key West’s top attractions with minimal hassle. Its flexibility makes it ideal for those who want a guided overview while still exploring independently. The free museum entry adds educational value, and multiple stops mean you can tailor your day to your interests.
While some logistical issues like wait times and guide consistency exist, the overall value and convenience make this tour a recommendation for first-time visitors and history enthusiasts alike. It’s especially suited for travelers who appreciate live narration and the option to stay longer at favorite spots.
“Friendly, knowledgeable and helpful conductor and guide. Great overview of the island and some interesting facts.”
How long is the full tour loop?
The full circuit is typically 90 minutes, but with the all-day hop-on hop-off option, you can spend as much time as you like exploring individual stops.
Where do I start the tour?
You can redeem your ticket at any of the designated stops listed on your voucher, and then board the trolley from any of the stops on the route.
How often do trolleys arrive?
Trolleys generally arrive every 30 minutes, but during busy times, additional trolleys may be dispatched to reduce wait times.
Are the tours accessible for wheelchairs?
Yes, the tour accommodates collapsible wheelchairs and has trolleys with lifts for non-collapsible chairs and scooters. Advance notice is recommended for planning.
Can I bring food and drinks onboard?
Food and drinks are permitted, but alcohol is not allowed for safety reasons.
This Key West hop-on hop-off trolley tour balances value, flexibility, and insight, making it a solid choice for exploring the island’s highlights at your own pace.