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Writer's pictureSol Journey Travel

Escape to Paradise: The Best Caribbean Islands for LGBTQ Fall Adventures

When it comes to fall getaways, the Caribbean offers a splendid retreat for LGBTQ travelers seeking warm weather, vibrant culture, and breathtaking landscapes. September through November is an ideal time to explore these islands, as the summer crowds have thinned, and you can enjoy more intimate and relaxed experiences. Here are three top Caribbean islands to consider for your fall adventure.



beach on island with palm tree

Curacao stands out as a welcoming haven for LGBTQ travelers, with its rich history, colorful architecture, and lively atmosphere. Pride celebrations happen near the end of September, making it a fantastic time to visit. You can enjoy the serene beaches like Cas Abao or explore the vibrant street art in Willemstad. For the true adventurer (and avid swimmer or diver), don’t miss the opportunity to snorkel or dive in the crystal-clear waters of the Blue Room Cave, where you'll find an underwater world that feels otherworldly.


Puerto Rico is another excellent option, especially for those who prefer a mix of beach relaxation and urban excitement. San Juan, the island’s capital, is home to a thriving LGBTQ scene, with plenty of bars, clubs, and cultural hotspots. In October, explore local events and art festivals to the hot culinary scene. Afterward, unwind on the beautiful beaches of Vieques, where the bioluminescent bay offers a magical nighttime kayak experience.



woman standing on street in puerto rico


Finally, St. Martin offers a unique blend of French and Dutch cultures, making it a diverse and dynamic destination. November is a great time to visit, as the island starts gearing up for its festive season. Orient Bay nicknamed the “Saint-Tropez of the Caribbean”, is known for its LGBTQ-friendly vibe and is perfect for those looking to soak up the sun or engage in water sports like windsurfing. For a cultural experience, head to Marigot, where you can explore local markets, indulge in French cuisine, and even take a day trip to the nearby island of Anguilla. Also, don’t miss a visit to Pinel Island!


islander playing the drum

These islands provide a perfect mix of relaxation, adventure, and cultural experiences, ensuring that your fall Caribbean getaway is both memorable and affirming. Whether you’re exploring vibrant cities or unwinding on pristine beaches, the Caribbean has something special to offer every LGBTQ traveler.


But wait? Isn’t it hurricane season during this time? Well, yes however, Curacao is indeed outside the hurricane belt, making it one of the safer options in the Caribbean during hurricane season. Puerto Rico and St. Martin, however, are located within the hurricane belt and are more susceptible to tropical storms and hurricanes, particularly during the peak months of September and October.


While hurricanes can occur, it's important to note that the likelihood of a hurricane directly impacting these islands is still relatively low. Many travelers visit during this time and have a wonderful experience, but it's always wise to monitor weather forecasts and have travel insurance that covers weather-related disruptions.


If avoiding hurricanes is a top priority, Curacao remains the best choice among the three.

Ready to make your way to one of these islands? Let’s connect to make it a reality. Schedule a complimentary consultation today by clicking here.

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