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Hop on the Island Time Trolley and we’ll give you the Keys!

Key West  Trips

Island Time Trolley will plan your special  trip to Key West, making your day and travel effortless.  Enjoy a true Island Time Express experience with our basic narrated sightseeing tour or maybe an exotic custom Florida Keys excursion with personalized stops for shopping, lunch or dinner, and the very best local attractions.


Island Time Trolley takes your special day from ordinary to EXTRAORDINARY with our unique island charm.  Treat yourself and your guests to a laid back, yet beautifully adorned wedding trolley filled with fine railings and solid oak seating that will transport you to a by-gone era with Florida Keys flair. 

Group Travel

Whether you’re planning a memorable corporate event, an unforgettable Bachelor or Bachelorette party filled with local color, or a private tour of the Florida Keys, Island Time Trolley will meet all your needs. 

Contact us 24/7: 305-896-1838

Transportation from  Key Largo to Key West!

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The Island Time Trolley is the perfect Florida Keys transportation for group travel!

Let the Island Time Trolley provide you with the Keys transportation services you need.

We’re ideal for Bachelorette and Bachelor parties, pub crawls, corporate event transportation,

and private transportation tours of the Florida Keys.

What Our Trolley Customers Are Saying:

WOW!! We chartered Island Time Trolley for my husband’s 60th Birthday and our guests had the best time!! The owner is amazing and she covered all the details from our signing the contract to the attention to detail on the pickup schedule.  My guests commented that they were grateful for they did not have to drive after the party!!!  Thanks Island Time for a very memorable occasion!! 

-Jade and Travis

Island Time Trolley was a great addition to our wedding experience in the Florida Keys!! The driver was very professional and entertaining!  The original wood interior and décor is spectacular!  I am so glad I talked my husband into using the Trolley!  Great pictures too!


Island Time Trolley was on time, beautiful and A LOT of fun for our guests to travel to and from our Wedding Venue at the Lighthouse Properties in Key Largo!  Great way to let your guests know you care about them!  No drinking and driving! 


We cannot thank Island Time Trolley enough for making the day of our wedding absolutely perfect in regards to transportation! The service exceeded our expectations! We truly appreciate your positive attitude, kindness and amazing customer service!  We highly recommend your Trolley service for any occasion!!

-Pachi and Charles

We are lucky to have ridden the ‘Trolley’ twice!  Once for a social function and the other for a wedding. There are two great aspects of this Trolley experience: 1) the trolley itself and 2) Jeanne, the owner/driver. The trolley is restored, with great attention to detail, but with modern amenities (comfy seats! A/C!). It is obvious the time and effort she has painstakingly put into restoring and maintaining the Trolley. Jeanne is as much a part of the experience as the ride itself. She is friendly and genuinely happy to be apart of your event. She is professional and always ensures her riders arrive safely and on-time. A bonus, she is willing to accommodate decorations and other special requests to make it unique! I hear she may be adding a tiki bar to the back to elevate the experience!  Thank you Jeanne, for giving us a memorable ride! We’ll be back!  

-Kris & Tavis

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