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 $189

La Concha Renaissance Resort

4 stars
4.3 / 5 645 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 $219

Marriott San Juan Resort and Stellaris Casino

4 stars
4.2 / 5 867 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 $104

At Wind Chimes Boutique Hotel

3 stars
3.5 / 5 66 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 $185

Hotel El Convento

4 stars
4.5 / 5 165 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 $166

Blue Horizon Boutique Resort

3 stars
4.1 / 5 19 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 $299

The Ritz-Carlton, San Juan

5 stars
4.4 / 5 408 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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Departure Arrival Travel dates Round-trip
Orlando San Juan Tue, Sep 1 - Sat, Sep 5 $234
Orlando Aguadilla, Isabela Tue, Oct 13 - Wed, Oct 21 $237
San Juan Vieques Fri, Jul 10 - Fri, Jul 17 $238
Orlando Ponce, Guanica Wed, Sep 2 - Sun, Sep 13 $260
Houston Mayaguez, Cabo Rojo Mon, Aug 24 - Fri, Aug 28 $102
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  • 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.

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