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.
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