The Caribbean is a popular vacation spot for travelers from all walks of life. Although the region’s beauty is everywhere, the experiences of LGBTQ+ travelers might differ significantly from one island to another. Nevertheless, several Caribbean cities have experienced a wave of progress and acceptance, turning them into thriving havens for gay vacationers in search of sun, culture, and community. To help you plan a worry-free vacation, here’s a list of some of the Caribbean’s gay-friendly cities.

1. San Juan, Puerto Rico

San Juan, Puerto Rico
Photo Credit: Wei Zeng

Puerto Rico’s vibrant capital city of San Juan exemplifies diversity and inclusion in the Caribbean. Famous for its pulsating nightlife, tasty cuisine, and fascinating history, this city is a sight to behold. There is plenty of LGBTQ+ friendly lodging, nightlife, and beach options in the Condado and Santurce neighborhoods. People from all around the world come to celebrate love and inclusion at Puerto Rico Gay Pride, an annual event. Plus, being a U.S. territory, Puerto Rico supports numerous LGBTQ+ rights, so visiting San Juan as a gay visitor is both safe and exciting.

2. Willemstad, Curaçao

Willemstad, Curaçao
Photo Credit: Cole Marshall

Curaçao, with its Dutch heritage, is renowned for its open-mindedness and welcoming attitude. Willemstad, the island’s capital, is a UNESCO World Heritage site characterized by stunning Dutch colonial architecture painted in pastel shades. The city boasts a “Live and Let Live” philosophy, making it a safe and friendly place for LGBTQ+ visitors. The annual Curaçao Pride celebration is a dynamic occasion that includes beach parties, cultural events, and parades. Also, many of the island’s resorts and businesses proudly display the rainbow flag, warmly welcoming LGBT visitors.

3. Philipsburg, St. Maarten

Philipsburg, St. Maarten
Photo Credit: Scott S. Bateman

Half French, half Dutch, the island of St. Maarten/St. Martin offers a fusion of European charm and Caribbean hospitality. On the Dutch side, Philipsburg is known for its festive atmosphere, stunning beaches, and LGBTQ+-friendly resorts and nightlife. The island’s welcoming atmosphere makes it an excellent place for gay travelers to unwind and enjoy themselves. St. Martin, the French side, is less bustling but still has nude beaches and a chill atmosphere, ideal for those looking for peace.

4. Bridgetown, Barbados

Bridgetown, Barbados
Photo Credit: Tom Jur

While the Caribbean has its share of conservative societies, Barbados is making strides towards becoming more LGBTQ+ friendly, especially in the capital, Bridgetown. The city is known for its architecture, street life, and cultural richness. While there’s still a need for more progress in terms of LGBTQ+ rights, younger generations are showing more acceptance. Additionally, more and more gay-friendly events and places are popping up. If you’re up for exploring, Bridgetown offers a mix of beaches, delicious food, and a glimpse into the evolving Caribbean attitudes towards LGBTQ+ individuals.

5. Havana, Cuba

Havana, Cuba
Photo Credit: Spencer Everett

With its vintage charm, rhythmic music, and history, Havana offers a unique experience for LGBTQ+ travelers. Over the years, Cuba has seen significant progress regarding LGBTQ+ rights and acceptance. The LGBTQ+ community, cultural events, and nightlife of Havana are particularly well-known. The annual Havana Pride event showcases the Cuban people’s diversity and warmth. Additionally, places like Mi Cayito Beach are popular with the LGBTQ+ community. This beach offers a space to relax and be oneself in a country that continues to embrace diversity and inclusion.