Hop-on Hop-off Tours Key West

Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour

Explore at your pace

Choose your entry time, stay as long as you like

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Guided tour

    • Board the trolley and discover Key West's sun-soaked streets over 1 or 2 days, from the famous Southernmost Point to quaint Old Town lanes.

    • Travel through 13 stops with trolleys arriving every 30 minutes, giving you the freedom to explore at your own pace and revisit favorite sights.

    • Enhance your adventure with 2 free walking tours, complimentary Sails to Rails Museum entry, and discounts worth $50 at Key West's best attractions.

    • Ride in open-air comfort as live narration unfolds tales of shipwreck salvagers, Hemingway's six-toed cats, and the island's colorful pirate past.

    • Hop off at beloved landmarks like the Key West Aquarium, the Ernest Hemingway Home, vibrant Mallory Square, and the iconic Southernmost Point buoy.

    • 1 or 2-day unlimited hop-on hop-off trolley tour

    • Live narration in English

    • 2 free guided walking tours

    • Free admission to the Sails to Rails Museum

    • Discount coupons worth up to $50

  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

  • 30 reviews

    How do we collect reviews?

    These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.

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    What our guests say

    Marvin B

    Couple
    Verified booking
    Jun 2026
    The drivers were knowledgeable and had great personalities.

    Kierestin T

    Couple
    Verified booking
    Apr 2026
    I met my parents down here and my mom has significant mobility issues. This was a perfect way for her to see the sights of Key West and decide what stops she really wanted to get off and explore. It was nice that the trolleys run every 15 minutes so we were never waiting long for one to come. Surprise to us, the trolley stopped at the hotel my parents were staying at (Hampton Inn Key West) so that was extremely convenient.

    Vickie B

    Solo
    Verified booking
    Apr 2026
    Great way to see Key West and learn about the history!

    Gayla N

    Couple
    Verified booking
    Apr 2026
    Great conductors, who gave so much history and culture information about Key West! Thoroughly enjoyed it!

    Raymond T

    Couple
    Verified booking
    May 2026
    The tour guides were amazing, with their knowledge of Key West. Highlight of our vacation

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