
easy
1.5 hours
Suitable for all fitness levels due to mostly seated trolley travel with optional light walking
Discover Key West’s rich history and vibrant culture aboard the Hop-On Hop-Off Trolley Tour. This 90-minute narrated ride lets you explore iconic landmarks and hidden gems at your own pace, with free museum admission included.
When the sun tilts over the turquoise edges of Key West, the island pulses with a unique rhythm—a blend of Caribbean ease and American history carved from coral reefs and salty air. The Key West Hop-On Hop-Off Trolley Tour offers a practical gateway into this layered story, threading visitors through a dozen stops scattered across Old Town’s historic streets and waterfront. From the lively bustle of Mallory Square to the quiet stretches at the Southernmost Point, the trolley car becomes your vessel into the enduring heartbeat of an island once frequented by pirates, wreckers, and Civil War watchmen.

Tickets allow boarding at any of the multiple stops, giving flexibility in starting point and stops taken.
The tropical heat can be intense—wear breathable clothing and bring water to stay comfortable during stops and walks.
Several stops, including Mallory Square and the Key West Welcome Center, are wheelchair accessible for easier boarding and disembarking.
Starting your tour closer to 10 a.m. helps avoid midday heat and larger crowds at popular spots.
Key West’s strategic location made it a coveted naval base during the Civil War, influencing its unique cultural blend.
Local efforts focus on preserving coral reefs and marine habitats threatened by tourism and rising sea levels.
Key West’s sidewalks and historical sites require footwear that can handle varied surfaces.
summer specific
Staying hydrated under the Florida sun is crucial during any outdoor exploration.
summer specific
Provides shade during open-air trolley rides and while you stroll between stops.
summer specific
Protects your skin during prolonged exposure to sun, especially when hopping off for walks.
spring specific