A Christmas-to-New-Year’s Escape in San Juan, Puerto Rico
Some trips are made for slowing down, and some are made for staying up until the fireworks fade over the harbor — my trip to San Juan, Puerto Rico from Christmas through New Year’s was very much the second kind.
Old San Juan’s colors and history
The holidays are a serious event here. Christmas decorations stay up well into January, and the whole city leans into the celebration. Wandering Old San Juan, you’ll find centuries-old forts standing guard over tall, candy-colored buildings that run right down to the water — it’s one of the most photogenic old towns I’ve walked through. I even worked up the nerve to go zip lining, which turned out to be far less terrifying than it looks from the ground.
New Year’s Eve, San Juan style
If you want to be where the party is, the big hotels — think La Concha and the Marriott — host the main New Year’s Eve celebrations, though you’ll want to reach out ahead of time about tickets. I can also personally vouch for BUNZ burgers as essential trip fuel. And fair warning: flying home on New Year’s morning after a night of champagne is not for the faint of heart.
Where to stay: Condado vs. Fajardo
Condado is the spot if you want to be in the middle of everything San Juan has to offer. Looking back, though, I’d split my time between San Juan and Fajardo. From Fajardo, you can catch quick, affordable boat trips to nearby islands, including the Virgin Islands — but getting there from San Juan itself runs pricier, so basing part of your trip in Fajardo would open up a lot more of Puerto Rico and the surrounding Caribbean.
One more perk for U.S. travelers: no passport needed, English is widely spoken alongside Spanish, the U.S. dollar is the currency, and your phone will likely work without a hitch.
If a warm, festive, fort-lined Caribbean escape sounds like your kind of holiday, San Juan delivers — and I’d happily go back to explore Fajardo properly next time.
Frequently asked questions
Do you need a passport to visit Puerto Rico?
No — as a U.S. territory, Puerto Rico doesn’t require a passport for U.S. citizens, and the U.S. dollar is the currency used.
Where should I stay in San Juan?
Condado is a great home base with plenty to do, though splitting time with Fajardo opens up easy boat trips to nearby islands like the Virgin Islands.
Is Puerto Rico a good destination for a holiday trip?
Absolutely — the season is celebrated well into January with big decorations, lively New Year’s Eve parties at hotels like La Concha, and warm Caribbean weather.
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