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Old Town Trolley Tours Key West

 Key West, FL
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By: Historic Tours of America Inc. Key West

Old Town Trolley Tours allows you to get off at any of its convenient stops. When you're ready, just re-board and it's on with the tour! Find out where to dine, shop, and just relax and have a good time. The Old Town Trolley Tours are Key West's most comprehensive tours, covering over 100 points of interest. The guides have been extensively trained and are proud to share the history, lore, and legends of Key West. Don't miss out, book your spot today!

Activity Highlights
  • Old Town Trolley Tour of Key West, Florida
  • Hop on & off privileges for 1 day or 2 consecutive days
  • 100% Live Narration (No pre-recorded tours)
  • Open air sightseeing is perfect for taking pictures
  • 13 Conveniently located stops throughout the Island City
  • Comprehensive tour covers over 100 points of interest in the area
  • See Key West's top places to dine, shop, & enjoy yourself
  • Take the full tour or catch parts of it throughout the day
Safety Precautions

  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Transportation vehicles regularly sanitized

What's Included
  • Old Town Trolley Tour of Key West, Florida
  • An exciting 90+ minute fully narrated tour covering over 100 points of interest
  • Old Town Trolley Pass is good for 1 or 2 consecutive days

There are 13 stops on this tour:

  • Mallory Square
  • Truman's Little White House
  • Historic Key West Seaport
  • Simonton Row - Simonton and Greene St
  • La Concha Crowne Plaza
  • Bahama Village Market
  • Fairfield Inn
  • HTA Roosevelt Depot (next to the Gates Hotel)
  • Best Western Key Ambassador
  • East Martello Civil War Fort
  • Casa Marina Resort
  • Southernmost Trolley Stop
  • Truman Ave. & Duval St
  • Angela & Duval Streets
What to bring
  • Weather appropriate clothing
  • Comfortable shoes
  • Water & snacks
  • Sunglasses
  • Sunscreen
  • Camera
  • Hat
  • ID
  • Special events may cause delays, detours, or delayed opening. Days with known delayed openings are the Saturday of Veterans Day events, Saturday of the Televised Christmas Parade, New Year’s Eve and CMA fest. Additional delays and detours occur as the city closes roads for special events.
  • In an effort to provide the most accurate information regarding all COVID-19 measures, policies, restrictions, and requirements, please refer to the most up to date CDC guidelines prior to your activity/trip date.
  • The fleet does contain handicap accessible trolleys, but advance notice is required. Please call TripShock customer service for details at 850-424-5125.
  • Trolley has a maximum capacity is 40 passengers.
  • Guests must have their ticket(s) to board.
  • Groups of 15 or larger must call to book.
  • No comfort animals or pets permitted.
Additional information
  • Tour runs rain or shine; however if weather is deemed by the vendor as unfavorable for this activity, your reservation may be altered, modified, rescheduled, or refunded at vendor discretion.
  • There are 4 conveniently located stops throughout the city. Train visits each stop every 30 minutes. If the train is full, guests may have to wait for the next train.
  • The all-day pass is good daily from 10:00 AM to 4:30 PM. The last tour on Christmas Eve from Mallory is at 3:00 PM.
  • You will have "On and Off" privileges at all conveniently located stops.
  • Parking is available off-site for a fee.
  • Certified service animals are permitted.
  • Children Ages 3 and under ride free.
  • Restrooms are found along the tour.
  • Gratuities are not included.

1 Whitehead St, Key West, FL 33040, USA

from $47
7 ratings

Old Town Trolley Tours Key West

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Verified Traveler Reviews


about 9 months ago
Good; fast, professional and true, thanks
Hector Cornillot

Very dependable

about 2 years ago
All drivers were very knowledgeable. Trolley was very dependable when needed. Great way to experience Key West
Rebecca Conatser

Great intro to Key West

about 4 years ago
The trolley was a great little trip around and very convenient for getting around to all the best spot. Highly recommend and will do again.
Traci Brandenburg
about 12 years ago
we decided to take a day trip to Key West for the day and we had the chance to go on one of these tours. It was fun, relaxing and informative. Having great weather always helps.
Pedro Valdez
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