We’ll take you to all the best spots first, giving you the most comprehensive sightseeing experience in Key West. Old Town Trolley Tours has the largest fleet of trolleys in the city!

You’ve arrived! Less waiting time = More sightseeing time! LEARN MORE. Join us aboard the Old Town Trolley. Old Town Trolley Tours; 2 consecutive days of free unlimited re-boarding; Safety measures that include plexiglass partitions in between every row of seating aboard our open-air trolleys; Hop On & Off at 22 Old Town Trolley Stops; Fully Narrated Tour of St. Augustine; Admission to The Old Jail; Admission to Oldest Store Museum Experience Hop aboard Old Town Trolley and enjoy a fun-filled day of Transportainment!

See The Best First. We’ve carefully crafted our tour route, selecting the right amount of stops at all the right places. Buy tickets now. Now, get the insider’s view of the city aboard Old Town Trolley! Hop on & off at 12 Old Town Trolley stops; Free shuttle service from select hotels; Free discount coupons; More than 100 points of interest; Only hop-on and off tour over the bridge to Coronado; San Diego’s largest fleet with the most frequent service; 100% satisfaction guarantee; FREE map brochure with day planner; Kids Free in October. Hop On & Off at 15 Old Town Trolley Stops; Open-air sightseeing perfect for taking pictures; Free Parking with On/Off Tour; 100% Satisfaction Guarantee; Full Color Free Map; FREE Discount Coupons to Savannah Attractions and Restaurants; Andrew Low House Admission; Ships of the Sea Museum Admission; Isaiah Davenport House Admission You’ll enjoy a fully-narrated tour of the city while being able to hop on and off as much as you’d like. So when you hop off, spend a few hours (or even just a few minutes) at any of the stops, you won’t have to wait too long for the next trolley.

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