We’re Open! Please note: Sails to Rails Museum is temporarily unavailable with your trolley ticket. Read about our tour updates & safety information.
Old Town Trolley Tours offers discounted rates for charters, group ticket sales and special events. All of our Key West trolley rentals can be custom designed to meet your group’s specific transportation needs.
Bring your group aboard its own private Old Town Trolley and experience the excitement of our wrecking days, the romance of our architecture, the frivolity of our festivals and the eccentricities of our independence. Your private tour guide will lead you through our picturesque streets as they reveal the treasures that have and still do make Key West the magical island basking in the Caribbean sun.
Combine a Key West trolley rental with visits to attractions and maximize your time. Relive the lucrative salvage operations, walk in the footsteps of Presidents, pet a live shark, or be inspired by Hemingway – just give us a call and we’ll custom design your visit aboard our classic Victorian vehicles.
Need dinner or wedding transportation? Not a problem. Our Transportainment™ options are a whimsical yet practical solution to get your guests to your event on time and in classic Key West style.
Old Town Trolley is pleased to offer group tours in Spanish, German, French, Italian, Spanish and Portuguese.
“Words cannot express our gratitude for making the day of our wedding absolutely perfect in regards to transportation!”
“Your service exceeded not only our expectations, but anything we could have dreamed of! Not only were we extremely pleased with the wedding transportation, we truly appreciate your positive attitude, kindness, and amazing customer service, it was greatly appreciated! We could not have had a more perfect wedding without you and your staff! Thank you again and know that we will highly recommend the Old Town Trolley to anyone as transportation for any occasion!”
All the best, G. & A.
“My husband and I got married in Key West… We booked a trolley for us and wedding guests through our Wedding vendor… We were very pleased with the trolley. We had the best time after the wedding on the trolley. Our wedding guests are still talking about the driver to the this day. I believe our driver’s name was Luis. He made the right back fun and light hearted. We laughed the entire way from Fort Zachary Taylor to our destination. He really made the trip for us! I have been on multiple tours in Key West and none (just a trolley ride) have been that fun. Luis has been my favorite guide hands down.”
N.M., Higginsville, MO
Vanessa Beerbower, Charter Representative
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