Key West Trip and Trolley Tour

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Full details

The best way to explore the Key West!

Visit the beautiful Key West, Florida's southernmost point, lying roughly 90 miles north of Cuba. Enjoy free time to explore the colourful streets at your own pace, plus this package includes a ticket for the fully narrated Hop-On, Hop-Off Trolley Tour.

Our guide to Key West Trip and Trolley Tour

After a morning pick-up from your hotel, cross 42 bridges and hop 32 islands before reaching the Southernmost city in the continental U.S., Key West. Here, a Caribbean atmosphere, street artists, outdoor cafes, and restaurants are just waiting to enchant you. After arriving, enjoy roughly five hours of free time to explore Key West at your own pace. 

You will be able to enjoy amazing beaches and a variety of activities (own expense). The Caribbean atmosphere will infuse you with a vacation feeling and the lovely restaurants and cafes will exceed your culinary expectations.

This package includes a ticket for the Hop-On, Hop-Off, fully narrated Old Town Trolley Tour. Not only is this your guided tour of Key West, but it's your ride to wherever you want to visit. 

The trolley makes 13 stops at all the must-see places in Key West, giving you the opportunity to discover great attractions along the way such as the Ernest Hemingway House.  You can jump off, visit the sights, and re-board all day long. 


Daily, year round.

Start times

The pickups will be from 6:00am to 7:30am.

Terms and conditions

Terms and conditions for Key West Trip and Trolley Tour

  • You will receive a voucher for this experience. Please read it thoroughly.
  • Itinerary subject to change without notice. 
  • Please present your voucher to the Gray Line Representative on the day of your tour.
  • Advanced reservations are required - please select your chosen date at the time of booking.
  • This tour must be booked at least 24 hours before its scheduled time. 
  • This tour does make a rest stop on the way to Key West.
  • Approximate free time in Key West is from 12:00pm to 5:00pm. 
  • Upon arrival, the guide will provide instructions on the Trolley Tour.
  • Cancellation Policy: Free cancellations for bookings cancelled with the operator up to 72 hours before your chosen activity date. No refunds are given for cancellations made within 72 hours.

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