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landmark · Key West

Key West Old Town Trolley: Hop-On, Hop-Off Narrated Tour

The definitive introduction to Key West — a narrated journey through 100+ points of interest aboard an iconic orange-and-green trolley, with the freedom to hop off and explore at will. Perfect for first-timers who want to see everything without missing a thing.

What to expect

Board steps from the cruise pier and settle into the open-air trolley as your conductor begins a lively, fact-rich narration of Key West's outrageous history — wreckers, pirates, presidents, and literary legends. Hop off at the Southernmost Point for photos, explore the Hemingway Home on your own, then re-board any trolley on the loop. Repeat until you've tasted every corner of this one-of-a-kind island.

Book it with
Old Town Trolley Tours of Key West (official)
USD 39.99–USD 52.45 per adult (online advance price); cruise excursion packages available directly
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Good to know

Trolleys run continuously throughout the day, making it impossible to miss your ship. Book in advance at trolleytours.com for the discounted online rate and to avoid queues at the pier. The cruise excursion page offers packages tailored specifically to ship schedules. Comfortable walking shoes recommended for hop-off stops.

Sail there

Luxury cruises that call at Key West — book through us, the fare is identical and your concierge stays on your side.

Azamara · Azamara Quest
11 nights · calls at Key West
from $3,521
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Oceania · Oceania Insignia
15 nights · calls at Key West
from $4,449
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Regent · Seven Seas Prestige
11 nights · calls at Key West
from $8,699
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Regent · Seven Seas Grandeur
14 nights · calls at Key West
from $9,349
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See all cruises to Key West →
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