My wife and I are setting out for Key West on the 20th. I have never spent Christmas in a warm climate before and I am pretty excited about it. Anyone else traveling/vacationing over the holidays? Any recommendations for Key West?

Florida is even better than it is normally when it's cold at home. Enjoy!

For Christmas will be in the Raleigh, NC area. Big fan of “The Triangle,” as they call it. As far as other winter trips, I will be going to an all inclusive in Mexico late January - early February.

I assume you are staying in the beach area or the Conch Republic end. You do not want to drive in that end of the island a lot. Parking is expensive. Buy all day tram tickets ( hop on and off) or rent a golf cart for the day to get around. Walk as much as you can. Hemingway, Truman Whitehouse if you like history. Pub crawl at night, people watch in the day.  Mallory Square ( This is where sunset happens)and Duval Street and the marina area all walkable. Stay on the beach when the cruise ships are in. Pick up a good tourist brochure and find what you are interested in. Some of the museums are really good with stories of old Key West. Have Fun. 

On 12/10/2021 at 11:37 PM, Jaysie said:

I assume you are staying in the beach area or the Conch Republic end. You do not want to drive in that end of the island a lot. Parking is expensive. Buy all day tram tickets ( hop on and off) or rent a golf cart for the day to get around. Walk as much as you can. Hemingway, Truman Whitehouse if you like history. Pub crawl at night, people watch in the day.  Mallory Square ( This is where sunset happens)and Duval Street and the marina area all walkable. Stay on the beach when the cruise ships are in. Pick up a good tourist brochure and find what you are interested in. Some of the museums are really good with stories of old Key West. Have Fun. 

Awesome information! Thank you. When I get back I’ll let you know how it went. 

On 12/10/2021 at 11:37 PM, Jaysie said:

I assume you are staying in the beach area or the Conch Republic end. You do not want to drive in that end of the island a lot. Parking is expensive. Buy all day tram tickets ( hop on and off) or rent a golf cart for the day to get around. Walk as much as you can. Hemingway, Truman Whitehouse if you like history. Pub crawl at night, people watch in the day.  Mallory Square ( This is where sunset happens)and Duval Street and the marina area all walkable. Stay on the beach when the cruise ships are in. Pick up a good tourist brochure and find what you are interested in. Some of the museums are really good with stories of old Key West. Have Fun. 

We spent some of the day yesterday at Robbie’s and had a blast. Kind of touristy but it seems like most things down here are. Good food and solid drinks.
 

My buddy and I are taking a fishing charter today while our better halves enjoy some R and R.