Event Dates
From: Awaiting dates
To: Awaiting dates
San Sebastian Street Festival Puerto Rico 2026
Fiestas de la Calle San Sebastián is Puerto Rico’s largest and is the unofficial closing to the longest holiday season in the world.
San Sebastian Street Festival 2026
Sometimes we just don’t want Christmas to end. The San Sebastian Street Festival helps us say goodbye with a bang for another year. The event fills the old town with locals and visitors, so book your stay as early as possible.
- Visiting Puerto Rico for Stay at the O:Live Boutique Hotel Located in the exclusive Condado neighbourhood, featuring Mediterranean décor and stylish suites.
When is the San Sebastian Street Festival?
- Next Edition: Awaiting dates
- The event occurs around San Sebastián’s feast day, which is January 20th. Exact start, end and parade dates vary each year.
- The festival is typically held on the third weekend of January, and usually runs from Thursday to Sunday.
The Festival
- The San Sebastian Street Festival or “Fiestas de la Calle San Sebastián” is Puerto Rico’s largest festival and is the unofficial closing to the longest holiday season in the world.
- Take a look at our Local San Juan guide for tips on where to stay and play on the island.
- During the multi-day celebrations of the San Sebastian Street Festival, San Juan is taken over by live music, impromptu dancing in every street corner, and even circus performances!
- At daytime, the old city’s plazas and streets are filled with local artists and artisans, showcasing and selling everything from paintings to handmade jewelry.
- Once the sun goes down, multiple concerts and parties take place across the walled city, and the joyous revelry continues into the late hours of the night.
- About 500 artists and musicians entertain the crowds while hundreds more are dressed up in costumes and masks to parade the streets.
- Stay in the old town, at the heart of the parties, in the “Superb” rated El Colonial Adults Only, featuring stylish suites, open bar and great location.
San Sebastian Street Parade
- Awaiting Dates – The parade featuring large traditional “vejigantes” masks is the major highlight of San Sebastian Street Festival.
- 350 local artisans that set up stalls along Calle San Sebastián and other streets offering traditional handmade jewelry and tasty food. There are many dance performances by professionals and just passers-by.
- Large stages are set up at Plaza del Quinto Centenario, Plaza de Armas, Plaza Colon, and Plaza de La Barandilla featuring live concerts from 5 p.m. until 11 p.m.
- Upgrade your stay in San Juan at the AC Hotel, located in the stylish Condado district, featuring a superb rooftop pool, spacious rooms and excellent location.
Gay events during San Sebastian, San Juan
- Head to the gay after parties in the Condado, Old San Juan, and Santurce districts.The Condado neighborhood is the most centrally located.
- Santurce neighborhood is the art and nightlife nexus of San Juan. A historic fruit market by day, the area around Plaza del Mercado in Santurce comes alive on weekend nights with packed restaurants and bars spilling onto the streets.
- For some frisky fun in the company of beautiful men head to SX or Temptation, both in Santurce.
- Head to Scandalo for the most popular drag shows and weekend after-hours (from 2:00 am to 12:00 pm).
San Sebastián Festival History
- San Sebastián (Saint Sebastian) was killed for his faith becoming a martyr, and Old San Juan has a street named in his honor.
- San Sebastian festival was first held in the 1950s organized by a church located on San Sebastián Street.
- By 1970s it has become one of the most massive events attracting hundreds of thousands of people.
Recommended Hotels in San Juan
- If you are not staying in Old San Juan, plan to arrive there as early as possible. Traffic into Old San Juan is going to be extremely heavy and slow due to the influx of festival goers and road closures.
Here are the hotels we recommend that have good reviews and keep you close to the parties and street events:
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
Gay Puerto Rico 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 San Sebastian Street Festival
Fiestas de la Calle San Sebastian 2020
Other Events in January
https://www.gaytravel4u.com/wp-content/uploads/2016/10/Christmas-in-New-York-4.jpg
370
800
Andrew Stevens
https://www.gaytravel4u.com/wp-content/uploads/2014/10/logo-gt4u.png
Andrew Stevens2016-10-24 19:46:202025-01-03 13:48:48Christmas in New York
https://www.gaytravel4u.com/wp-content/uploads/2021/04/Smokey-Mountain-Christmas-1.jpg
370
800
Andrew Stevens
https://www.gaytravel4u.com/wp-content/uploads/2014/10/logo-gt4u.png
Andrew Stevens2021-04-28 17:14:372025-01-10 13:03:02Smokey Mountain Christmas
https://www.gaytravel4u.com/wp-content/uploads/2014/11/cologne-christmas-avenue-6.jpg
370
800
admin
https://www.gaytravel4u.com/wp-content/uploads/2014/10/logo-gt4u.png
admin2014-11-05 14:46:222025-03-07 17:22:49Cologne Christmas Markets
https://www.gaytravel4u.com/wp-content/uploads/2014/11/vienna-pink-christmas-1.jpg
370
800
admin
https://www.gaytravel4u.com/wp-content/uploads/2014/10/logo-gt4u.png
admin2014-11-21 17:21:132025-03-07 16:52:02Vienna Christmas Markets
https://www.gaytravel4u.com/wp-content/uploads/2016/10/Copenhagen-Christmas-Markets-4.jpg
370
800
Andrew Stevens
https://www.gaytravel4u.com/wp-content/uploads/2014/10/logo-gt4u.png
Andrew Stevens2016-10-17 18:16:062025-03-07 16:53:51Copenhagen Christmas MarketsLatest Gay Travel News
Gay Easter EventsSaturday, Mar 1st, 2025 - 6:42 pmCelebrate the arrival or Spring with chickens, some chocolate eggs and a few confessions!
- The Top Gay Parties to attend This Memorial Day WeekendWednesday, Feb 5th, 2025 - 2:48 pm
Gay Memorial Day Weekend brings with it the start of the Summer season. From Dallas to Pensacola, Puerto Vallarta and beyond. Where next?
- Gay Carnival EventsSaturday, Feb 1st, 2025 - 5:32 pm
There’s nothing quite like a Carnival. After a long Winter, it’s the perfect excuse to party! From Cologne to Rio, discover the top Carnivals with significant gay events as part of their celebrations.
Follow us on Facebook
