Cruise 2026: Key West

I guess everyone chooses a cruise because of the destinations, but our reasons for choosing these destinations were very specific.

Panoramic photo of Key West from our stateroom.

Key West has long been on our list of places to visit. Kenn also decided that if he truly hated being onboard the ship, we could disembark in Key West and rent a car to drive back to Tampa to pick up our car.

Since we only had five-ish hours in Key West, we booked a tour on the Old Town Trolley. The tour would allow us to hit the highlights of the town and hop on and off as we wanted.

Our Old Town Trolley tour guide.

The tour would have been more informative if we could have heard the tour guide over the lady behind us; she talked incessantly. At one of the stops the tour guide started his informative spiel and the lady behind us piped up, “He sure talks a lot.” You think? It was almost like talking was his job!🤦‍♀️

We got off the trolley at the famous buoy marking the southernmost point in the continental US. Usually, taking a selfie somewhere like this is an absolute free-for-all; this was incredibly organized. Everyone was in an orderly line and the people at the front of the line gave their phone to the people behind them, who took the photos, gave the phone back and then repeated the process for their own photos. I was impressed!

We walked from the buoy back to where we boarded the trolley locating the Zero mile marker along the way. Oh, and I got to see the feral chickens of Key West, so I am a happy woman!

The Zero mile marker and the beginning of Hwy One.
Handsome guy at a gas station.
Mom and baby.
Another mom and baby.

Have you been to Key West? If so, did you cruise, fly, or drive?

7 thoughts on “Cruise 2026: Key West

  1. We’ve been to Key West by cruising – twice. We toured the Hemmingway Home and Truman White House. We also did a tour on bicycles of the area. We bought some cigars there, but then we couldn’t remember who asked us to do that! Hope you enjoyed your cruise.

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  2. That’s nice everyone was taking other people’s photos so you could get the whole sign in and you two as well. I was in Key West with my parents in 1972. We went on a short Bahama Island cruise out of Miami, then when we returned from the cruise we drove to Key West. That was exciting crossing that road over the water. We spent the night in Key West but I don’t recall seeing any sights there, but we did taste some Key Lime pie.

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  3. I’ve never been to Key West. It’s great when photo ops are well organized like that. I’ve only seen it a handful of times. Seems like that’s how we should all do all of them! There are feral chickens in Yuba City, CA too. Chickens in the grocery store parking lots. Chickens everywhere! 🐓

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