Event Dates
From: Thursday, December 4, 2025
To: Monday, December 8, 2025
Winter Pride Fest Puerto Rico 2025
the end-of-the year celebration of LGBTQIA + Pride in the Gay Capital of the Caribbean.
Winter Pride Fest Puerto Rico 2025
Winter Pride takes place each year right before Christmas in San Juan, Puerto Rico. Events include pool and beach parties, drag shows, naked weekend parties and vogue balls.
- Visiting Puerto Rico for Pride? Stay at the O:Live Boutique Hotel Located in the exclusive Condado neighbourhood, featuring Mediterranean décor and stylish suites.
The Event
- Next Edition: Thursday 4th – Sunday 8th December, 2025.
- Celebrate Winter Pride Festival in San Juan and escape from the cold!
- Join a jet set of international and local guests as top international DJs descend upon Puerto Rico for a weekend of dance parties and circuit events
The Schedule
- Awaiting full schedule for 2025 – Use the following as a guide:
- Thursday – Welcome drinks at the Coqui Del Mar and other participating hotels
- Friday – Enjoy a Gay Tour of Old San Juan and the gay monuments. All welcome, followed by a queer bar hopping tour.
- Saturday daytime – Pool fun day for guests at Coqui del mar guest house.
- Saturday nighttime – Puerto Rico Winter Pride Fest Disco Night – Awaiting venue confirmation.
- Sunday – Beach Party at the Tryst Hotel: drag brunch at 1pm and 3pm followed by DJ and beach party VIP area for WPF.
Venues
Most of the gay bars in San Juan are located in the Santsurce Arts District, a 10 minute walk from the popular hotels in the Condado Tourist area. Stay close to the city’s top attractions and a short ride from the gay bars at the AC Hotel Condado with beautiful rooftop pool, spacious and stylish rooms and a warm gay friendly welcome.
- SX – Late night strippers in a downstairs venue with sexy bartenders and a dancefloor.
- El Purgatorio – Popular bar and restaurant with locals, on the Corner of Calle Condado, busy in the late afternoons and evenings.
- Tia Maria Bar & Liquor Store – Neighbourhood bar, open daily from afternoon until midnight weekdays and later on weekends with gay Karaoke.
- Zal Si Puede – Open Wed to Sun, small friendly club with an older crowd. Enjoy drag shows and Latin Divas, located at Hotel San George.
- Kweens – One of the newest gay clubs in San Juan with epic shows, amazing light and sound and outrageous drag queens.
- Xtreamworks – Open Fri to Sun from 5pm to 1pm, discreet entrance with sexy guys and cruising.
Check out our Local San Juan gay guide for tips on where to stay and play!
Recommended Hotel in Puerto Rico
Here are the hotels we recommend that have good reviews and keep you close to all the action
O:Live Boutique Hotel, AC Hotel by Marriott, Condado Ocean Club, Coqui del Mar.
Save on Hotels
Cabo Rojo is where you want to stay
Book now and pay on arrival
Where we stay!
O:Live Boutique Hotel is our editors
choice, great pool and stylish rooms.
Official Website
For further information and advice on
Winter Pride Fest visit The Website
Gay Map of San Juan
1199 Calle Del Carmen , Santurce, Puerto Rico
Gay bar thats popular with Bears
55 Calle Aguadilla,
Located in the exclusive Condado neighbourhood, O:Live Boutique Hotel has a Mediterranean décor and stylish suites. Free Wi-Fi is available throughout the entire property and suites include a luxurious rain shower with hydromassage jets.
Part of Small Luxury Hotels of the World, the O:live Boutique Hotel has a rooftop terrace with an infinity pool overlooking the Condado Lagoon. Mediterranean Suites feature a flat-screen cable TV and L’Occitane toiletries.
1369 Ashford Avenue, San Juan, Puerto Rico
Located in the Condado district in San Juan, 6 km from Fort San Felipe del Morro, AC Hotel by Marriott San Juan Condado features a year-round outdoor pool and spa centre. Guests can enjoy the on-site restaurant. Private parking is also available on site.
All rooms are fitted with a flat-screen TV. AC Hotel Marriott Condado features free WiFi throughout the property.
1045 Ashford Avenue, San Juan
Condado Ocean Club features a restaurant, outdoor swimming pool, a fitness centre and bar in San Juan. Among the facilities at this property are a 24-hour front desk and room service, along with free WiFi throughout the property. The accommodation provides an ATM, a concierge service and organising tours for guests.
All units are equipped with air conditioning, a flat-screen TV with cable channels, a coffee machine, a shower, a hairdryer and a desk. At the hotel every room comes with a wardrobe and a private bathroom.
1045 Ashford Avenue, San Juan, Puerto Rico
Condado Ocean Club features a restaurant, outdoor swimming pool, a fitness centre and bar in San Juan. Among the facilities at this property are a 24-hour front desk and room service, along with free WiFi throughout the property. The accommodation provides an ATM, a concierge service and organising tours for guests.
All units are equipped with air conditioning, a flat-screen TV with cable channels, a coffee machine, a shower, a hairdryer and a desk. At the hotel every room comes with a wardrobe and a private bathroom.
2218 Calle General del Valle,
Coqui del Mar - Adults Only offers studios and fully furnished apartments with free Wi-Fi, free parking and a shared hot tub. It is only 400 m from San Juan’s beautiful Caribbean coastline.
The studios at this guest house come with bright décor, a flat-screen TV and a private bathroom with a shower and toilet. The apartments come with a fully equipped, modern kitchen, in addition to a dining and seating area.
119 Cll Castro Viñas, San Juan, 00911, Puerto Rico
Villa Las Playas offers air-conditioned accommodation with a patio and free WiFi. It has 3 bedrooms, a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher a washing machine, and 1 bathroom with a bath or shower.
17 Calle Gertrúdis, San Juan, 00911, Puerto Rico
The apartment comes with 2 bedrooms, 1 bathroom, a living room with a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a patio with garden views. complimentary WiFi and private parking available on site.
1479 Ashford Ave, San Juan, 00907, Puerto Rico
Brisa Marina 3rd floor air-conditioned accommodation with balcony features an outdoor swimming pool a kitchen with a washing machine, living room with TV. Guests benefit from private parking available on site and free WiFi. And a well-equipped kitchen
670 Av. Juan Ponce de León, San Juan, 00907, Puerto Rico
Perla’s Gem offers accommodation with an outdoor swimming pool, free WiFi Large beautiful kitchen and lounge, balcony with gorgeous view. Private parking is available on site. features 2 bedrooms, a flat-screen TV with satellite channels,
Condado Beach Is the best Gay Beach in San Juan
1507 Calle Loíza, San Juan,
This gay bar offers HIGHLY inventive cocktails as well as great music and entertainment
6 Avenida Condado, San Juan,
Fun and friendly gay bar with gogo boys some nights
1204 Avenida Manuel Fernández Juncos,
The Hottest Gay Club in the Caribbean with the Sexiest Go-Go Dancers Puerto Rico has to offer. Strippers, gogos and more, and a dance floor
154 Calle San Sebastian, San Juan, Puerto Rico
A fun and friendly gay bar, nice atmpsphere, good drinks, friendly bartenders
326 Avenida José de Diego,
Very popular gay bar with a mix of locals and tourists
Recommended Hotels in San Juan By Booking
Book with confidence. Get the best Prices from our partner Booking.com
We have chosen hotels in San Juan that keep you close to all the shops,restaurants & bars
O:Live Boutique Hotel
5 Star, Luxury
- 5-star, Condado neighborhood, Mediterranean décor
- Close to the gay district
- Hydromassage jets showers
- Elegant suites with rooftop terrace and infinity pool, near vibrant gay scene.
AC Hotel by Marriott
4 Star, Readers Choice
- 4-star, Condado district, year-round pool
- Close to the gay district
- Flat-screen TV, free WiFi
- Modern rooms with rooftop bar and pool, excellent for leisure and business travelers.
Condado Ocean Club
4 Star, Great Value
- 4-star, outdoor pool, fully equipped fitness center
- Close to the gay district
- Air conditioning, cable TV
- Stylish hotel offering a restaurant, pool, and gym, perfect for a comfortable stay.
Coqui del Mar
3 Star, LGBTQ Hotel
- 3-star, LGBTQ-focused, close to coastline
- Close to the gay district
- Free Wi-Fi, modern kitchen
- LGBTQ-friendly with pools and hot tub, ideal for adults seeking a vibrant, inclusive atmosphere.
Video Of Winter Pride Fest
Official Winter Pride Fest with Alyssa Edwards at Circo bar
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