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.
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.
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 / Europe
Oct 29, 20266 Bratislava, Slovakia, Destinations for Family Travel
It’s time to start dreaming of your next family trip. Here’s some destination inspiration for you. Take a visual journey through Bratislava, Slovakia, with us.
Sponsored Content
Celebrating 25 Years of The Peninsula Chicago
June marked The Peninsula Chicago’s 25th anniversary, commemorating a quarter century for the hotel as a pillar of luxury on North Michigan Avenue.
Destinations / Caribbean
Oct 29, 2026Take a Festive Family Escape to This Turks & Caicos Resort
The holidays are right around the corner! It’s time for family travelers to get into the holiday spirit with a festive family escape to The Regent Grand in Turks & Caicos. This season, the property in Grace Bay takes the holidays to a new level with its A White Sand Holiday offer, allowing families to get in the holiday spirit with a tropical twist.
Hotels
Oct 28, 2026Get “Wrapped in The Moment” With Fairmont Hotels & Resorts This Holiday Season
Fairmont Hotels & Resorts properties across the globe go above and beyond this holiday season to make it the most memorable one yet for family travelers. Encouraging families to slow down, reconnect with one another and savor this joyous time of year, Fairmont presents “Wrapped in the Moment.”
Sponsored Content
Best of Both Worlds
Enjoy the best of both worlds when you fly with TAP Air Portugal thanks to the Portugal Stopover program. With the program, TAP passengers, whether traveling for business, leisure or both, can stop in Portugal for up to 10 days at no additional airfare on the way to their final destination. What does this mean for travelers wishing to explore by both land and sea? It means after flying to Portugal with TAP and experiencing the country in an entirely new way, travelers can then embark on scenic river and ocean cruises from Portugal’s port cities, or fly with TAP to another European destination.
Destinations / North America
Oct 28, 2026A Quick Guide on Visiting Arches National Park with Family
Arches National Park in southern Utah is an experience in nature like few others. Dramatic red cliffs tower above a desert landscape studded by fantastic rock formations. You can drive, hike or amble among them; each new perspective begs for a photo. Kids love this unreal landscape, which seems the setting for an epic fantasy movie.


ShareThis