Whether escaping the winter cold or seeking something fun and different to do before the holidays, San Juan can help. Puerto Rico’s capital city is known for its must-try cuisine, sweeping 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.
Condado Vanderbilt
Now a century old, Condado Vanderbilt is celebrating its big anniversary with special promotions and events. Treat yourself to the Centennial Package for a luxury stay, including suite accommodations, butler service, a welcome amenity, $100 food and beverage credits, $100 tour credit and 100-minute Vanderbilt Signature massage and facial.
La Concha Resort
Also celebrating a big year, La Concha Resort marks its 60th anniversary and unveiling of a $15 million renovation. 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.
Hotel El Convento
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.
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.
DoubleTree by Hilton San Juan
DoubleTree by Hilton San Juan, located in foodie neighborhood Calle Loíza, is a convenient springboard to local attractions. Spend some time at Cloud Spa and try the Waterology Experience in a saltwater floatarium to feel incredibly relaxed before heading out into the local party scene.
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