LGBTQIA Travel to Puerto Rico 2020

You have a friend in San Juan, Puerto Rico, an amazing Caribbean LGBTQIA vacation destination.

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Planning LGBTQIA Travel to San Juan, Puerto Rico starts with Winter Pride Fest

Gay Travel Online Portal San Juan, PR

Puerto Rico is the LGBTQIA capitol of the Caribbean. Gay Pride in San Juan is routinely celbrated the first weekend in June. On the 2nd weekend in JUne, Cabo Rojo celebrates. On the third weekend of June Ponce has their local pride celebration, and Vieques also celebrates that same weekend. 

Optimism abounds as the WPF PRIDE PR team moves ahead in planning the December 10th to 13th event. 

WINTER PRIDE FEST is held on the 2nd weekend of December annually… and we are still a go for PRIDE in PR 12-2020! 

One advantage of living in a Caribbean paradise is that there are many businesses, activities and organizations that supported WINTER PRIDE FEST in 2019, and will continue to support GAY PRIDE in Puerto Rico year-around.

Contact by email at  winterpridefest@gmail.comor call us directly to discuss any potential partnership.b

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We had gay burglars the other night. They broke in and rearranged the furniture.

Robin Williiams, Comedian & Actor

coqui del mar 420-friendly hotel san juan puerto rico

LGBTQ+ Gay Travel To Puerto Rico 2020 Recommendations

“Puerto Rico is probably the most gay-friendly island in the Caribbean.”   – Lonely Planet 

COQUI DEL MAR guesr house gay trave awards
Coqui del Mar


Local guest houses and hotels and renowned resorts. 
  1. *Coqui del Mar Guest House: Gay owned, LGBTQ+ friendly 420 friendly pet friendly gay hotel in Ocean Park
  2. Verdanza Hotel
  3. Andalucia Guest House
  4. La Concha Resort
gaytravel logo globe* Coqui del Mar Guest House was internationally recognized as a 2019 Nomimee for the HOTEL:PRIDE Award.


Car rental, local and national airlines, and bicycle rental. 
  1. Dollar Rent-A-Car
  2. Enterprise Car Rental
  3. Charly’s Rental Cars
  4. Air Flamenico
  5. Vieques Air Link
  6. Jet Blue Airlines
  7. United Airlines
  8. Air Canada
  9. Air Sunshine
  10. Bike Rent Puerto Rico
Mark Derho Bike Rent Puerto RicoBike Rent Puerto Rico is a sponsor and the #1 top-rated local bike rental business by review on Google.
winter pride fest puerto rico gay pride events el yunque rain forest tour
Castillo Tours at El Yunque Rainforest


  1. Castillo Tours
  2. Bike Rent Puerto Rico Bicycle Tour of Old San Juan
Winter Pride Fest 2019 at Circo


  1. Bear Tavern
  2. Tia Marias Liquor Store
  3. Oasis
  4. Club 77
  5.  El Local
  6. El Hangar
  7. La Sombrilla Rosa
  8. El Boricua
  9. El Ocho
  10. Vidy’s Cafe
  11. Toccare
  12. Batucada
  13. El Cojo
  14. La Esquina de Polo
  15. Flavors
  16. Zal si Puedes
  17. El Chincorro de W
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Winter Pride Fest Gay Fashion Magazine


  1. Circo
  2. SX Club
  3. Toxic
  4. La Respuesta
  5. Club 77
  6.  XSteamworks
circo gay club puerto rico
Circo hosted the sold out WPF2 Winter Ball and Drag Show while setting the crowd record for attendance at the venue. 
Cosa Nostra Gay-Owned spot for local and visitors.


  1. Cosa Nostro Bar & Italian Cuisine
  2. Senor Frog’s Puerto Rico
  3. Da Luigi Italiano Restaurante
  4. A pedir de boca
  5. Abracadabra
Cosa Nostro: Gay owned, beautiful and open spot in the center of Old San Juan. Order a pitcher of Sangria!. 

Contact WPF Team


Join the conversation and stay on top of the news and most current GAY VACATION EVENTS in Puerto Rico including WPF 3. 


Do you want to connect your company and brand with the local LGBTQ+ community in Puerto Rico.


Event Countdown Clock

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Join the gay pride 2020 conversation and stay on top of the news and most current events in Puerto Rico and the festival on our WPF PRIDE PR BLOG. We are always excited to hear from our guests and viewers interested in SUPPORTING PUERTO RICO GAY PRIDE. 


Our local like-minded attraction and tour providers and sponsors can’t wait to meet you. They’re extending gay pride 2020 special offers in December for our guests at hotels, car rental, airline offers,  and more. 


WINTER PRIDE FESTIVAL sponsorships play an important role in the support for PRIDE in Puerto Rico. Your contribution publically confirms a commitment to local LGBTQIA+ causes and creates a presence for your brand.