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Holiday Season in San Juan

Puerto Rico is always an exciting place to visit, but the festivities really heat up during the Christmas and New Year holidays. From traditional events in Old San Juan to declicious meals featuring the local cuisine, December is the best time to explore this incredible city. Top off your visit by purchasing unique Christmas gifts at the Old San Juan Market or upscale outlet malls.

Old San Juan Things to See and Do

San Felipe del Morro

Take a holiday stroll along the stunning old fortress walls of this ancient city landmark. Perched on the northern rocky coast of San Juan, you can walk through history at this castle that dates back to the 1500s.

Old San Juan Heritage Walking Tours

Explore the beautiful historic neighborhoods of San Juan during your Christmas visit with this specialty tour group. They even offer candlelight and sunset tours for an unforgettable look at this proud city.

El Paseo de la Princesa

Wander along San Juan's beautiful promenade to take the in the sights and sounds of the holidays in Puerto Rico. This Spanish Colonial attraction is the perfect place to start or end the day during your Christmas vacation.


Dining at Hotel El Convento - Old San Juan

Patio del Nispero, Hotel El Convento

Dine in style at this open-air restaurant in the Hotel El Convento where Puerto Rican fare mixes with American favorites for a fun dining experience. Serving breakfast, lunch, and dinner, this casual eatery is a great spot to start your day of holiday fun.


  • Mahi Mahi Ceviche served with Sweet Potato Puree
  • Sauteed Clams in a pasion lemon Salsa
  • Caribbean Style Shrimp Cocktail

Main Entree

  • Red Snapper Filet with Pil Pil Sauce
  • Rack of Lamb Served with a Mustard & Wine Sauce
  • 6 oz Filet Mignon in Dried Pepper & Aged Rum Sauce

El Picoteo, Old San Juan Tapas Restaurant

Nothing beats a romantic meal at this tapas restaurant overlooking the courtyard of Hotel El Convento. Choose from a delectable selection of small plates that can be paired with elegant wines for a memorable holiday dinner in San Juan.


Get ready for a thrilling dining experience that will be the highlight of any holiday visit to Puerto Rico. Using sustainable ingredients with local flair, this gourmet Caribbean restaurant is sure to impress even the most sophisticated diner.


Old San Juan Shopping

Old San Juan Shopping

This special market is the perfect place to bring something extraordinary back from your Puerto Rican adventures. Featuring local arts and crafts, antiques, and gifts you won't find anywhere else, this is Christmas shopping at its finest.

Plaza Las Americas

Whether you're looking for fine jewelry or toys for the little ones, this shopping center has it all. Boasting over 300 shops, including the Caribbean's only Macy's, you can get everything on your Christmas list in one stop.

Premium Outlets Barceloneta

Enjoy huge savings for your wallet while you shop for Christmas gifts from the biggest brand names at this upscale outlet mall. With over 90 stylish shops like Polo and Calvin Klein, this is a fashionista's dream come true.

Hotel Deals

  • My Puerto Rico Experience Package
  • Walk through History Package
  • Pre & Post Cruise Package

Local Deals

  • Old San Juan Shopping
  • Premium Outlets Barceloneta
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