Whether escaping the winter cold with your partner, or seeking something fun and different to do before the holidays with the kids, San Juan can help. Puerto Rico’s capital city is known for its must-try cuisine, sweeping Atlantic views, warm weather, historic architecture, vibrant culture and exciting nightlife — basically it’s the perfect winter getaway.
Escape the winter cold to San Juan with these primed and ready vacation destinations, each with a little something of their own to celebrate. Jump on the promotional bandwagon and reap the benefits for the whole family.
Photo: Condado Vanderbilt
Now a century old, Condado Vanderbilt is celebrating its big anniversary with special promotions and events. Treat yourself, your family or your plus one with the Centennial Package. The offer includes everything for a luxury stay, including suite accommodations, butler service, a welcome amenity, $100 food and beverage credits, a $100 tour credit and 100-minute Vanderbilt Signature massage and facial.
Photo: Condado Vanderbilt
Also celebrating a big year, La Concha Resort marks its 60th anniversary and unveiling of a $15 million renovation and your crew could among the first to enjoy it. With 235 guestrooms, the newly refreshed space stays true to the historic character of the locale, but with all the modern amenities and luxuries you could want for your winter getaway.
Perla Lounge. Photo: La Concha Resort, Jose Ruiz Photography
For luxury in Old San Juan, look no further than Hotel El Convento. Located on the famous Calle del Cristo, Hotel El Convento welcomes new restaurants, Santíssimo and Singular, just in time for foodie travelers. This boutique, luxury hotel is a fun departure from resort life and in a great location to enjoy the surrounding neighborhood.
Courtyard by Marriott Isla Verde Beach Resort
Now, back to resort life. Located on Isla Verde Beach, this resort is a stunner and lots of fun. With so many watersports, leisure activities and beach fun to be had, Isla Verde even offers Daycation packages for travelers just passing through (like cruisers) who want in on some fun.
Views of the resort from the beach. Photo: Condado Vanderbilt
DoubleTree by Hilton San Juan, located in foodie neighborhood Calle Loíza, this hotel is a convenient springboard to local attractions. Spend some me-time away from the family at Cloud Spa and try the Waterology Experience in a saltwater floatarium to feel incredibly relaxed before heading out into the city for dinner, dancing and exploring the local nightlife.
Read This Next
5 Family-Friendly Museums in Charleston
Destinations / North America
Aug 22, 2024#WhereverFamily
Insta FeedDestinations / North America
Jan 13, 2026Family Ski Bargains in New Hampshire
New Hampshire is known for its snow-covered mountains and long history as a family travel ski destination. You don’t need to travel to the White Mountains to find ski resorts: Two full-service ski areas are less than 1.5 hours from Boston, and the smaller McIntyre is less than an hour away.
Sponsored Content
TAP Air Portugal: A Milestone Year
From small airline to global success, TAP Air Portugal turns 80 and better than ever.
Hotels
Jan 13, 2026Kids Can Learn to Surf in the Maldives at This Resort
These days, more and more family travelers look for trips to destinations or hotels offering hands-on, family-friendly experiences. Whether diving into local culture, immersing in local nature, connecting with locals or learning a new skill, these fulfilling experiences make for an elevated vacation.
Destinations / Europe
Jan 12, 2026Step Back in Time in Rothenburg, Germany
There are few places in the modern world where you can get a feel for what life was like hundreds of years ago, but in Rothenburg ob der Tauber in Germany’s Franconia region, you can do just that.
Sponsored Content
Board a Nile River Cruise with A&K Sanctuary
If Agatha Christie took a Nile voyage today, we like to think she would do it aboard one of our A&K Sanctuary riverboats — consistently voted the best on the river, from boutique cruisers to a handsome six-suite dahabiya.
Destinations / Europe
Jan 12, 2026Up Norway Brings Arctic Winter Experiences to Families with New Spring Break Journey
In Norway, family travelers can expect an ideal alternative to crowded beaches and standard resort destinations. Now, a travel agency specializing in Norwegian travel launched a family-friendly itinerary to experience the country in winter.
ShareThis