It’s a US territory with sun-kissed Caribbean charms. Where lush jungles, land and marine parks and world-class beaches meet Old World cobblestone architecture, New World comforts, and signature Latin hospitality, culture and sultry vibe.  

Puerto Rico’s capital San Juan is a major cruise port and destination in the eastern Caribbean. Thousands of cruise passengers embark and disembark every year. But don’t miss the opportunity to extend your cruise – or visit the island just to explore the island’s urban lifestyle and beach resorts in San Juan, as well as the attractions outside the capital.

Following Cuba’s revolution in the 50’s, Puerto Rico became the heart of island Latin style for America’s jet set, and many of the island’s most memorable urban beach hotel-resorts in date from that sexy, Rat Pack era. Newer boutique hotels have added more ways to stay and play in Puerto Rico’s capital.

Whether you love Old Havana and colonial style, rhythms and cocktails, Mid-Century modern Rat Pack vibes, or contemporary luxury urban resort lifestyle on one of the world's top tropical beaches... the Fairmont El San Juan Hotel fits the bill.

 

This sprawling hotel on San Juan’s 2-mile-long Isla Verde beach – one that’s been voted ‘Best Urban Beach’, is a recent addition to the prestigious, luxury Fairmont portfolio.

 

But this urban hotel has a pedigree. Considered by many the ‘grande dame’ hotel of Puerto Rico society, the El San Juan underwent a $65-million post-hurricane reno and upgrade that restored the best of its colonial architecture, Rat Pack era cool, and added modern, urban resort touches with the Latin flavour of its surroundings.

 

Watch the video above to see this captivating time capsule beach hotel that’s also one of the best places in Puerto Rico for a pre or post-cruise stay, family vacation, wedding or vow renewal.

 

Better yet, book a vacation to experience Fairmont El San Juan’s beach lifestyle, sexy, interconnected pools, breezy outdoor teak spaces, one of the largest chandeliers in the world above one of the most famous bars in the Caribbean, even the hotel’s famous, 200-year-old banyan tree.  

 

 

Where the Fairmont El San Juan Hotel melds Old Havana, mid-century, and contemporary design hotel, La Concha is all mid-century beach chic re-imagined for the 21^st century.

Right on Ashford Avenue in the heart of San Juan’s ‘it’ Condado neighborhood with expansive beach front, La Concha is one of the island’s iconic hotels, dating back to the heyday of Puerto Rico as a ‘jet set’ destination.

Its namesake is its standout feature: a gigantic, seashell-shaped ‘floating restaurant’ at the edge of the sea. Not only a marvel of engineering and design, being inside the ‘shell’ space makes any meal memorable and a special event like a wedding, absolutely epic.

The curves of the giant shell feature are unmistakably from the mid-century school of modernism. The architects continued tropical modernist features throughout the property, in the form of curves and breezeways, an open lobby and seamless transitions between indoors and outdoors, even a concrete façade that filters sunlight to create patterns mirrored indoors.

Also benefitting from a recent renovation, La Concha has kept its mid-century bones and added ocean-inspired hues and beach-inspired textures, lounges and patios kept throbbing with electronic dance music by local DJ’s, resulting in a completely modern urban beach resort, nightlife destination, and ‘Latino Chic’ lifestyle in a stylish setting few modern hotel builds can match.

Around the corner in San Juan’s chic Condado neighborhood from La Concha, O:LV Fifty Five is a jewel of a boutique hotel where Old Hollywood glamour meets modern design hotel.  

Since it’s recent opening, it has made the lists proclaiming “Top Places to Travel”, “Best New Hotels”, and “Finest Hotels” among others.

This adults-only, 26-suite hideaway on a quiet side street overlooks Condado Lagoon from what must be one of, if not the best rooftop destination in San Juan. A cooling green wall and fountains form the backdrop to the infinity pool with a view on the city.

The lobby feels like the living room of an uber-sophisticated socialite, with plush textures, mood lighting and eclectic touches like a table-top metallic cheetah statue and oversized, black and white photography portraits. 

Restaurants at the ground and rooftop levels repeat the concept in their own palettes, with head-turning features like the vintage Rolls Royce – converted into a DJ booth! -  parked among tables of diners and guests heading out to the roof top terrace (pictured above).

All 3 hotels are located between Luis Muñoz Marin International Airport, and the San Juan Cruise Port, just outside historic Old San Juan. Whether you’re flying in or cruising out, these three very different urban hotel experiences are unmistakable expressions of San Juan’s one-of-a-kind hospitality and travel experience.