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Puerto Rico Gay and Lesbian Vacations
Your gay Puerto Rico vacation
Looking more like a lush province of Spain than an American territory, Puerto Rico is one of the most foreign experiences you can have in the U.S. And it’s one of the gayest vacation experiences in all the Caribbean. Most of Puerto Rico’s gay and lesbian infrastructure is found in the Old City of San Juan, a colonial, walled city within a city. And despite traditional influences, gays and lesbians have more legal rights here than in many U.S. states.
Best in Stay
LGBT Best in Stay Puerto Rico hotels
A chic, relaxing experience on the San Juan lagoonLa Concha, a Renaissance Resort is nestled in idyllic surroundings on the San Juan lagoon in Puerto Rico. A sophisticated open-air lobby with white marble and leather sofas welcomes guests on arrival. Enjoy delicious fresh-caught seafood in La Perla restaurant, then... More
San Juan hotel offers comfort and class on Condado BeachThe sounds of relaxation at the Marriott San Juan Resort are the palm fronds rustling in a warm breeze and the gentle surf lapping the shore of Condado Beach. The resort's sprawling patio is lined with lounge chairs and shady trees and has a whirlpool and two... More
San Juan hotel offers seclusion and relaxation near Condado Beach At Wind Chimes Inn is a lovingly restored Spanish villa with a bright white exterior and terra cotta roof. The boutique inn's lush, walled garden leads into the entrance hall decorated with local art. Rooms have light-colored furniture and bright... More
San Juan, Puerto Rico
Old San Juan hotel sets the standard for historic eleganceThe historic Hotel El Convento was opened as a convent in 1651 and reopened as a hotel in 1963 by an heir to the Woolworth fortune. Rita Hayworth and Ethel Merman are among its famous guests. The hotel sets the standard for luxury in Old San Juan. This gem of... More
Coastal villas in the heart of Vieques sit on former plantation groundsThe Inn on the Blue Horizon stirs the romance of the Spanish Virgin Islands with a historic setting on the grounds of a former sugar plantation great house. The property, a collection of villas and rooms overlooking the Caribbean, maintains the period... More
Vieques Island hotel lures with pool oasis, spa treatments and eateriesThe W Retreat & Spa, Vieques Island beckons with views of the sparkling Caribbean, indulgent experiences and décor that hold timeless, modern appeal. Spaces, from poolside cabanas to a Latin-French-inspired restaurant from a Michelin-rated chef,... More
Luxury Isla Verde hotel, spa and casino with oceanfront view, amenitiesThe Ritz-Carlton, San Juan Hotel, Spa & Casino sits on eight luxurious acres on the Isla Verde beachfront. Guest will bask in amenities such as the oceanfront pool and Jacuzzi, 24-hour casino, five restaurants, twice-a-day housekeeping, childcare,... More
|Miami||San Juan||Tue, May 6 - Mon, May 12||$187|
|Orlando||Aguadilla, Isabela||Tue, Apr 8 - Mon, Apr 14||$227|
|San Juan||Vieques||Sat, Apr 5 - Sat, Apr 12||$140|
|New York||Ponce, Guanica||Thu, Sep 4 - Mon, Sep 15||$307|
|Boston||Mayaguez, Cabo Rojo||Tue, Mar 25 - Tue, Apr 1||$556|
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Puerto Rico highlights
Puerto Rico nightlife
In the elegant Condado section and the more industrial Santurce area, a selection of LGBT clubs and bars pump into the night. There’s even a lesbian bar cheekily named Cups. Condado Beach can be filled with gays and lesbians, as well as nearby Ocean Park Beach.
A big Pride-style party called Inferno happens over Memorial Day weekend, and fun events like bear get-togethers, drag shows and pool parties happen throughout the year.
Exploring Puerto Rico
You can explore the verdant central mountains and their pretty villages and coffee plantations, where English is barely spoken. Puerto Rico has nearly twenty forest preserves, where visitors can hike or picnic. And there’s the mellow adjacent isle of Vieques just off Puerto Rico’s northeast coast, popular with queer tourists and retirees.
Insider tips for Puerto Rico gay travel
Winter and spring are high-priced seasons
From mid-December to mid-April, snowbird tourists fleeing from cold northern climates flock to Puerto Rico. Temperatures year-round have a relatively small range from 75°F to 85°F, but August can be the hottest and wettest month.
Driving is a pain in San Juan
Filled with narrow cobblestone streets made for horse carriages, opt instead for taxis or tourist shuttles.
Head to the Old City for creative dining
Although Puerto Rico does not have a signature cuisine, the section of the Old City called SoFo or South of Fortaleza is brimming with cool restaurants serving creative fusion cuisine in hip eateries.