A Guide to Visiting Gay-Friendly Destinations in the Caribbean
A Guide to Visiting Gay-Friendly Destinations in the Caribbean
There’s something magical about the Caribbean. The turquoise waters, golden sands, and warm breezes call to sun-seekers year after year. But if you’re part of the LGBT+ community, you might wonder which Caribbean destinations welcome you with open arms, not just open beaches. At Wide Awake Holidays, we believe that sometimes gay-friendly is not friendly enough. That’s why we’ve created this guide to help you plan the perfect escape. Whether you're a seasoned traveller or booking your first gay holiday, we’re here to help you feel confident, safe, and celebrated.
Welcome to your expert guide to gay holidays to the Caribbean.
Why Choose the Caribbean for Your Next Gay Holiday?
The Caribbean has long been known for its dreamy climate and luxury resorts. It’s ideal for beach holidays, weddings, honeymoons, or simply switching off. But when it comes to gay holidays to the Caribbean, not all islands are created equal. Some countries have made significant progress on LGBT+ rights, while others still have outdated laws. So knowing where to go makes a huge difference.
That’s where we come in. At Wide Awake Holidays, we tailor-make every holiday around your needs and expectations. And we’re gay-owned, so we truly understand what makes an LGBT+ holiday feel not just safe, but joyful.
Ready to discover where to go? Let’s dive in.
How Wide Awake Holidays Protects Your Booking
When you book your gay holiday to the Caribbean with Wide Awake Holidays, you're in safe hands. As a member of Protected Trust Services (PTS) and holder of an ATOL licence, your money and holiday are fully protected. Here’s what you can expect:
- ATOL Protection: Ensures your money is safe if your travel company ceases trading
- PTS Membership: Your payments go into a secure trust account
- Supplier Failure Insurance: Covers your holiday if a supplier unexpectedly shuts down
- Scheduled Airline Failure Insurance: You're covered if the airline goes bust before or during your trip
We do all this not because we have to, but because you deserve peace of mind. Our tailor-made holidays aren’t just personal—they’re protected.
Where to Go for a Gay Holiday in the Caribbean
We’ve selected five standout destinations in the Caribbean where LGBT+ travellers can feel more than just tolerated. These places celebrate queer travellers and offer everything from inclusive resorts to vibrant nightlife.
Let’s explore five great options for your next gay escape.
Puerto Rico: A Caribbean Island with a Pride Parade
Puerto Rico is one of the most LGBT+ inclusive destinations in the Caribbean. As a territory of the United States, it benefits from the same legal protections for same-sex couples and LGBT+ people.
Why We Love It:
- Year-round sunshine
- San Juan has gay bars, drag shows, and Pride events
- No passport needed for US travellers
Top Pick: Coqui del Mar Guest House (Adults Only)
This gay-owned property is a favourite for LGBT+ travellers. Located just steps from the beach, it’s inclusive, welcoming, and offers clothing-optional areas.
How Gay Friendly is Puerto Rico?
- Legal Status: Homosexuality has been legal since 2003
- Marriage: Same-sex marriage is legal since 2015
- Discrimination: Illegal based on sexual orientation and gender identity
- Employment Rights: LGBT+ workers are protected
- Age of Consent: Equal
- Public Opinion: Generally accepting, especially in San Juan
Curacao: Colourful, Welcoming, and Progressive
Curacao stands out as one of the most progressive Dutch Caribbean islands. It promotes itself as LGBT+ friendly and backs it up with law and attitude.
Why We Love It:
- Hosts an annual Pride event
- Active gay nightlife in Willemstad
- Part of the Kingdom of the Netherlands
Top Pick: Floris Suite Hotel (Adults Only)
This stylish, gay-managed hotel is known for its relaxed vibe and inclusive atmosphere.
How Gay Friendly is Curacao?
- Legal Status: Legal since 1869
- Marriage: Recognised if performed in the Netherlands
- Discrimination: Illegal
- Employment Rights: Strong protections
- Age of Consent: Equal
- Public Opinion: Supportive, especially in urban areas
St. Maarten: Dual-Island Fun with a Dutch Twist
St. Maarten is a rare gem. It blends the charm of the French and Dutch Caribbean into one stunning destination. And on the Dutch side, LGBT+ rights are legally protected.
Why We Love It:
- Cosmopolitan, friendly vibe
- Popular with American and European LGBT+ travellers
- Fabulous beaches and nightlife
Top Pick: Holland House Beach Hotel
Right in the heart of Philipsburg, this hotel is known for its welcoming staff and stylish rooms.
How Gay Friendly is St. Maarten?
- Legal Status: Legal since 1869
- Marriage: Same-sex marriages from the Netherlands are recognised
- Discrimination: Illegal
- Employment Rights: Yes
- Age of Consent: Equal
- Public Opinion: Mostly accepting, especially in tourist areas
The U.S. Virgin Islands: America’s Caribbean Playground
If you're looking for a tropical escape with US-style protections, the US Virgin Islands tick every box. Think blue waters, rainbow flags, and a laid-back island vibe.
Why We Love It:
- LGBT+ rights are federally protected
- Same-sex marriage is legal
- A growing number of LGBT-friendly events and resorts
Top Pick: The Fred, St. Croix
An LGBT-owned beachfront boutique hotel that welcomes all with open arms and colourful cocktails.
How Gay Friendly is the US Virgin Islands?
- Legal Status: Legal since 2003
- Marriage: Legal
- Discrimination: Illegal
- Employment Rights: Protected
- Age of Consent: Equal
- Public Opinion: Generally welcoming, especially on St. Croix
The Bahamas: A Cautious but Possible Choice
The Bahamas may not be the most progressive on this list, but certain areas are welcoming—especially within inclusive resorts.
Why We Love It:
- Beautiful beaches and luxury properties
- Resorts offer discreet LGBT+ friendly service
- Close to the US for easy travel
Top Pick: Sandals Royal Bahamian (Couples Only)
While not exclusively gay, it’s one of the most inclusive luxury resorts in the Caribbean.
How Gay Friendly is The Bahamas?
- Legal Status: Legal since 1991
- Marriage: Not recognised
- Discrimination: Not fully illegal
- Employment Rights: No specific protections
- Age of Consent: Equal
- Public Opinion: Mixed; caution is advised outside resorts

Jamie Says:
“The Caribbean has always been a dream destination, but for LGBT+ travellers, it should also feel like a safe one. At Wide Awake Holidays, we don’t just send you anywhere—we send you where you’ll feel welcomed, celebrated, and completely at ease.”
Tips for Booking a Safe and Enjoyable Gay Holiday to the Caribbean
Booking a gay holiday to the Caribbean isn’t just about choosing a beach. It’s about choosing a destination where you’ll feel comfortable, respected, and safe. Here are a few tips:
- Work with a specialist like Wide Awake Holidays
- Check local laws before you go
- Choose inclusive resorts with known reputations
- Travel with someone or join LGBT+ group tours
- Trust your instincts and avoid places where you feel unsafe
We’re here to help with all of that. When you book with us, you don’t just get a holiday. You get a support system.
What Makes a Destination Truly Gay-Friendly?
The term "gay-friendly" is thrown around a lot. But what does it really mean?
- Laws that protect you
- Hotels that welcome you
- Local people who support you
- Nightlife where you can be yourself
- The chance to celebrate, not just hide
That’s why our motto is that sometimes gay-friendly is not friendly enough. We believe you deserve more than tolerance. You deserve joy.
For a deeper look at LGBT+ rights in each Caribbean country, visit Equaldex for up-to-date legal information
Is This Your First Time Booking a Gay Holiday?
If you’ve never booked a dedicated gay holiday to the Caribbean, you might feel unsure where to start. That’s totally okay. At Wide Awake Holidays, we’ll talk you through every detail. From choosing a destination to planning your itinerary, we make it personal.
Many of our first-time travellers become regular clients. They tell us that booking with someone who truly understands them changed everything. Your holiday should never come with second guesses or raised eyebrows.
Why Book Your Caribbean Escape with Wide Awake Holidays?
- We’re gay-owned and UK-based
- We understand the needs of LGBT+ travellers
- Every holiday is tailor-made
- All trips include financial protection through PTS and ATOL
- You get access to exclusive offers and trusted advice
- We treat you like family, not just a booking number
You deserve a holiday where you feel celebrated from check-in to check-out. Let us help you find that feeling.
Ready to Plan Your Caribbean Getaway?
The Caribbean is calling, and it has room for everyone under its sun. Whether you want adventure, romance, or pure relaxation, there’s a destination ready for you.
At Wide Awake Holidays, we go beyond "gay-friendly." We believe your holiday should be worry-free, joyful, and tailored to you. Let’s make your dream escape a reality.
Call us today on 01495 400947 or use the holiday enquiry form on our website to start planning your perfect gay holiday to the Caribbean.
Frequently Asked Questions
Are gay holidays to the Caribbean safe?
Yes, many Caribbean destinations are safe for LGBT+ travellers—especially islands like Puerto Rico, Curacao, and St. Maarten. Always check local laws and book with a trusted gay travel expert.
Which Caribbean islands are the most gay-friendly?
Puerto Rico, Curacao, the U.S. Virgin Islands, and St. Maarten consistently rank high for their legal protections, welcoming locals, and inclusive resorts.
Is same-sex marriage legal across the Caribbean?
No, not everywhere. Places like Puerto Rico and the U.S. Virgin Islands recognise same-sex marriage, while others, like the Bahamas, do not. It varies by island.
Can I find LGBT+ specific hotels in the Caribbean?
Yes. Properties like Coqui del Mar in Puerto Rico and The Fred in St. Croix are gay-owned and cater specifically to LGBT+ guests.
What are the best destinations for first-time gay travellers?
For first-timers, we recommend destinations with robust LGBT+ protections and visible queer communities—such as Puerto Rico, Curacao, or the USVI.
Are there Pride events in the Caribbean?
Yes. Curacao and Puerto Rico both host Pride events, drawing international travellers and local allies each year.
What protections do I get when booking gay holidays to the Caribbean with Wide Awake Holidays?
You get full ATOL and PTS protection, plus Supplier Failure and Airline Failure insurance, so you can book with complete peace of mind.
Are there any gay-only resorts in the Caribbean?
Exclusively gay resorts are rare but do exist—like Coqui del Mar in Puerto Rico. Most inclusive properties are adult-only and strongly LGBT+ welcoming.
What’s the public opinion towards LGBT+ people in the Caribbean?
It depends on the island. More progressive areas like San Juan or Willemstad are very accepting, but some islands still have conservative attitudes, especially outside of tourist zones.
Why should I choose Wide Awake Holidays for my gay holiday?
We’re gay-owned, UK-based, and specialise in tailor-made gay holidays to the Caribbean. You’ll get personal service, expert advice, and the confidence to travel openly.
Some of our Latest Offers
Discover our latest hand-picked travel offers below – automatically updated and inspired by the destinations featured in this blog.