Puerto Rico Gay and Lesbian Vacations

Puerto Rico

Puerto Rico

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

From $219

La Concha Renaissance Resort

4 stars
4.3 / 5 611 reviews

San Juan, Puerto Rico

Rate includes breakfast

An awe-inspiring architectural achievement in Puerto Rico's Tropical Modernism movement, the La Concha Renaissance Resort Hotel offers an incredible place to stay in San Juan.  With instant access to the Condado beach, this is the perfect place to put your feet up and enjoy spectacular ocean views. Kids are... More

From $189

Marriott San Juan Resort and Stellaris Casino

4 stars
4.2 / 5 837 reviews

San Juan, Puerto Rico

Rate includes breakfast

Four diamond extravagance is offered to all guests at the Marriot San Juan Resort, keeping adults entertained with champagne-style pleasure, while wowing kids with games and waterslides. An oasis among Puerto Rico's party atmosphere, the hotel features grand architecture, neutral decor, surrounding vistas and tall palm... More

From $131

At Wind Chimes Boutique Hotel

3 stars
3.5 / 5 62 reviews

San Juan, Puerto Rico

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

From $215

Hotel El Convento

4 stars
4.5 / 5 146 reviews

San Juan, Puerto Rico

With a wealth of history, rustic decor and charming details, it's easy to see why Hotel El Convento was chosen by Condo Nast Traveler as one of the 'Top 10 Hotels in the Caribbean'. Situated in Old San Juan, this boutique luxury hotel makes guests feel equally relaxed and spoiled. With the daily manager's reception... More

From $248

Blue Horizon Boutique Resort

3 stars
4.1 / 5 18 reviews

Vieques, Puerto Rico

Coastal villas in the heart of Vieques sit on former plantation groundsBlue Horizon Boutique Resort 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... More

From $399

The Ritz-Carlton, San Juan

5 stars
4.4 / 5 385 reviews

San Juan, Puerto Rico

Immerse yourself in total luxury and relaxation at The Ritz Carlton, San Juan, with two miles of sandy beaches to enjoy. Modern and sophisticated decor makes the 416 rooms both stylish and comfortable. Spa treatments include The Ritz Carlton Signature Massage and Sea Body Wrap, and you can take a dip with the kids in the... More

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Flights
Departure Arrival Travel dates Round-trip
Miami San Juan Wed, Apr 1 - Mon, Apr 6 $204
Orlando Aguadilla, Isabela Sun, Feb 22 - Wed, Feb 25 $231
San Juan Vieques Thu, Jan 29 - Thu, Feb 5 $222
New York Ponce, Guanica Mon, Mar 9 - Fri, Mar 13 $213
St Croix Mayaguez, Cabo Rojo Fri, Mar 6 - Sat, Mar 14 $102
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  • Miss Richfield 1981 says it best in this video—not all travel sites are created equal. When you book on Orbitz, your travel dollars work harder. Here’s why:  

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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.

    LGBT events

    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.

Your trip

Hotel options

Hotel stay must be within date range of Leave and Return.

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Age categories
Ages of children at time of trip (for pricing, discounts)