What are the best destinations for gay holidays to the Caribbean?

Puerto Rico, Aruba, Curaçao, the U.S. Virgin Islands, and Saint Martin are widely regarded as the top gay-friendly Caribbean islands, offering legal protections and welcoming environments for LGBT+ travellers.

Is it safe to book gay holidays to the Caribbean as a couple?

Yes, if you choose the right islands. The five we recommend have positive reputations for safety, inclusion, and respectful treatment of same-sex couples. We only work with properties we trust.

Are there any gay-only resorts in the Caribbean?

While most Caribbean islands don’t have exclusive gay resorts, many have gay-friendly hotels that actively welcome LGBTQ+ travellers. Properties like Baoase in Curaçao and Bucuti & Tara in Aruba are great examples.

Can you help with holiday bookings if I’m based in the United States?

Absolutely. Although we're based in the UK, we arrange gay holidays to the Caribbean for clients worldwide, including the US. We handle all logistics based on your location.

Are there Caribbean Pride festivals I can attend?

Yes! Puerto Rico and Curaçao both host growing Pride events, while St. Croix (USVI) has an increasingly visible Pride presence. We can help plan your trip around these celebrations.

Do I need to worry about local laws affecting gay travellers?

Not on the islands we’ve listed. Each one has legal protections in place and a relatively progressive approach to LGBT+ rights. We provide full guidance on this for every booking.

Are public displays of affection okay in the Caribbean?

In tourist areas of gay-friendly islands, light PDA is generally fine. Still, it's wise to stay aware of your surroundings, especially in rural or conservative communities.

What legal protections are in place for LGBT+ tourists in Aruba or Curaçao?

Same-sex activity is legal and anti-discrimination laws exist. While same-sex marriage isn’t performed, Aruba recognises those married abroad. Curaçao does the same under Dutch law.

Can you arrange honeymoons or anniversaries for same-sex couples?

Yes — in fact, we specialise in it. Many of our hotel partners offer romantic add-ons tailored to LGBT+ couples, including private dinners, spa treatments, and celebratory packages.

Why should I book my Caribbean holiday with Wide Awake Holidays?

We’re a gay-owned UK travel company that believes “gay-friendly” isn’t always enough. With us, you get tailor-made trips, trusted LGBT-inclusive resorts, and full travel protection — all backed by real experience and care.

Gay Holidays to the Caribbean: Top 5 Islands to Visit

From white-sand beaches to rum-fuelled parties, the Caribbean has long been a dream destination. But for LGBTQ+ travellers, there’s one big question: which islands are genuinely welcoming, not just tolerant? Let’s uncover the best spots for gay holidays to the Caribbean that deliver sunshine, style, and safety in equal measure.

Why the Caribbean Can Be a Mixed Bag for LGBT+ Travellers

The Caribbean is often seen as paradise. But not every island welcomes LGBTQ+ tourists equally. In fact, over half the nations in the region still criminalise same-sex relationships. That’s why it’s crucial to choose your destination wisely when planning gay holidays to the Caribbean.

Some islands are progressive havens with anti-discrimination laws, thriving Pride festivals, and same-sex marriage rights. Others… not so much.

We’ve done the research and handpicked the top five islands where you can relax, be yourself, and soak up the sun — without second-guessing your safety or your welcome.

According to global data on LGBT+ laws, more than half the countries in the Caribbean still criminalise same-sex relationships (ILGA World Report).

What Makes an Island Truly Gay-Friendly?

We don’t just mean a hotel putting up a rainbow flag once a year. A truly gay-friendly island respects the rights of LGBTQ+ people — both locals and visitors. Here’s what we looked for when choosing the top islands:

Legal protections for same-sex couples
Decriminalisation of homosexuality
Equal age of consent laws
LGBT+ employment protections
Positive public attitudes
A visible local LGBT+ scene or Pride events

We also included destinations where we, as a gay-owned travel company, have built strong relationships with inclusive resorts and suppliers who actually get our community.

Gay Holidays to the Caribbean: Our Top 5 Island Picks

Ready to start planning your sunshine escape? Here are our favourite destinations for gay holidays to the Caribbean that truly welcome you with open arms.

Puerto Rico offers the perfect mix of tropical beaches, vibrant nightlife, and a strong LGBT+ presence — especially in San Juan.

You’ll find gay bars, drag shows, and beach parties in the Condado and Santurce neighbourhoods, where locals are warm and welcoming. As a US territory, Puerto Rico follows US federal law, including same-sex marriage rights and anti-discrimination protections.

🌴 Top hotel pick: San Juan Marriott Resort & Stellaris Casino

A beachfront favourite with chic design and easy access to gay nightlife.

Ask us about our exclusive rates at the San Juan Marriott with complimentary breakfast and late check-out.

How Gay Friendly is Puerto Rico?

Legal status: Homosexuality has been legal since 2003 (via US law)
Marriage equality: Recognised since 2015
Anti-discrimination: Laws protect sexual orientation and gender identity
Employment protections: Yes, under federal and local law
Equal age of consent: Yes
Public opinion: Broadly supportive, especially in urban areas

Curaçao is proudly one of the few Caribbean islands to publicly court gay travellers. Its tourism board even runs campaigns specifically for the LGBTQ+ community. The capital Willemstad is full of colourful colonial charm and cosy gay-owned cafés.

There’s no gay-only hotel here, but plenty of welcoming options.

🌴 Top hotel pick: Baoase Luxury Resort

A 5-star hideaway that’s ideal for couples seeking privacy and indulgence.

We can tailor-make your luxury stay at Baoase with optional private dining and spa packages.

How Gay Friendly is Curaçao?

Legal status: Homosexuality legal since Dutch colonial rule ended
Marriage equality: Not currently recognised on the island (recognised if conducted in the Netherlands)
Anti-discrimination: National laws protect LGBTQ+ people
Employment protections: Yes
Equal age of consent: Yes
Public opinion: Generally positive in tourism zones

Saint Martin is split between the Dutch and French sides, and both are gay-friendly in different ways. The Dutch Sint Maarten offers lively beach clubs and casinos, while the French Saint-Martin boasts nude beaches and a more relaxed vibe.

While there’s no standout gay scene, it’s a safe and welcoming island for same-sex couples to explore together.

🌴 Top hotel pick: Belmond La Samanna

Elegant, romantic, and perched on one of the island’s finest beaches.

Let us customise your stay at La Samanna, including private transfers and romantic extras.

How Gay Friendly is Saint Martin?

Legal status: Legal across both sides
Marriage equality: Recognised on the French side; limited recognition on the Dutch side
Anti-discrimination: Protections exist, especially under French law
Employment protections: Yes, on both sides
Equal age of consent: Yes
Public opinion: Accepting, especially in tourist hubs

Aruba has built a strong reputation as one of the most LGBTQ+ inclusive islands in the Caribbean. Same-sex activity has been legal for decades, and while same-sex marriage isn’t performed here, it is recognised if legally carried out elsewhere.

You’ll find same-sex couples strolling hand in hand along Palm Beach, welcomed without question.

🌴 Top hotel pick: Bucuti & Tara Beach Resort

An adult-only eco-resort known for its peace, luxury, and inclusivity.

Ask about our preferred partnership rates at Bucuti & Tara — exclusive to Wide Awake Holidays customers.

How Gay Friendly is Aruba?

Legal status: Legal since 1971
Marriage equality: Recognised if conducted elsewhere
Anti-discrimination: Protected under civil code
Employment protections: Yes
Equal age of consent: Yes
Public opinion: Among the most LGBT+ supportive in the region

The U.S. Virgin Islands (USVI), including St. Thomas, St. Croix and St. John, are a fantastic pick for gay holidays to the Caribbean if you want US-level rights but Caribbean scenery.

While the islands don’t have a booming LGBT+ scene, same-sex couples are protected and respected. Pride events are now growing, especially in St. Croix.

🌴 Top hotel pick: The Ritz-Carlton, St. Thomas

Luxury with a laid-back vibe and stunning beach views.

Discover our special deals at the Ritz-Carlton with room upgrades and added value.

How Gay Friendly is the U.S. Virgin Islands?

Legal status: Same as mainland US (legal since 2003)
Marriage equality: Legal since 2015
Anti-discrimination: Federal protections apply
Employment protections: Yes
Equal age of consent: Yes
Public opinion: Respectful, especially in tourist areas

Why Book Your Gay Holidays to the Caribbean With Wide Awake Holidays?

We're not just another travel agency ticking boxes. We’re proudly gay-owned and part of the Protected Trust Services network, giving you complete peace of mind when you book with us. That includes:

ATOL protection on package holidays
Supplier Failure Insurance in case a hotel or airline goes bust
Scheduled Airline Failure Insurance (SAFI)
Tailor-made holidays that actually match your personality, not someone else’s idea of “safe”
Access to over 200 trusted suppliers and resorts — many with exclusive LGBT+ perks

Wherever you’re based — UK, US, or elsewhere — we’re ready to help you travel safely and stylishly.

More Than Beaches: Culture, Cuisine, and Queer Joy

A holiday isn’t just where you sleep — it’s what you feel while you're there. Each of these five islands offers more than just sun and sea. You’ll find vibrant cultural festivals, deeply rooted traditions, and communities that are increasingly embracing diversity.

In Puerto Rico, the LGBTQ+ arts scene pulses through galleries and nightlife in Santurce. In Curaçao, the annual Pride parade in Willemstad gets bigger and bolder every year. Aruba’s food festivals and beach yoga sessions often attract queer travellers looking to connect beyond the clubs. Even in quieter spots like the U.S. Virgin Islands, local artists and business owners are starting conversations that put inclusion front and centre.

Gay holidays to the Caribbean can be about connection, community, and celebration — not just cocktails by the pool (though those are lovely too).

Tips for First-Time LGBT+ Travellers to the Caribbean

If this is your first time taking a gay holiday to the Caribbean, you might feel a little unsure of where to start.

Here are some easy tips to help make your trip feel seamless and safe:

Pick destinations with strong legal protections (like Puerto Rico or Aruba)
Look for resorts with a reputation for inclusion, not just tolerance
Consider travelling during Pride events or LGBT+ festivals
Book with a travel company who understands the needs of LGBT+ travellers
Avoid PDA in conservative rural areas — even on progressive islands
Check if your travel insurance covers any potential discrimination issues

You don’t need to be part of a couple, either. Many resorts welcome solo LGBT+ travellers and can connect you with local tours, meetups, or experiences.

Should You Travel During Caribbean Pride Events?

Yes — if you want to connect with locals, support inclusive tourism, and dance your heart out. Pride events in the Caribbean are growing steadily, especially in Puerto Rico, Curaçao, and St. Croix.

These events often include parades, beach parties, art exhibitions, and forums focused on LGBTQ+ rights.

They’re a great way to meet like-minded travellers and support community groups doing important work.

We’ll help you time your holiday so it aligns with these events — and make sure you’re booked into accommodations that actively support Pride, not just capitalise on it.

Tailor-Made Perfection: Why Personalisation Matters

No two travellers are alike. And no two LGBT+ travellers have the same holiday needs. That’s why we don’t do cookie-cutter packages.

At Wide Awake Holidays, we take time to understand your preferences — whether that’s luxury spa resorts, active hiking trails, food-focused getaways, or adult-only peace and quiet. We craft every itinerary with care, from flights and transfers to excursions and dining recommendations. Your travel experience is shaped around you.

Many of our customers also want to travel with friends or family. So we offer options that are great for mixed groups — with accommodations that respect everyone’s comfort and privacy.

Gay holidays to the Caribbean aren’t just about finding the right island. They’re about feeling seen in every part of your journey.

Going Beyond the Beach: Caribbean Activities for Every Kind of Traveller

Gay holidays to the Caribbean aren’t just about sunbathing — unless that’s exactly what you want. From snorkelling in Curaçao’s Blue Bay to hiking in Puerto Rico’s El Yunque rainforest, each island offers experiences that go far beyond the beach.

Aruba is known for its watersports, from windsurfing to paddleboarding. Puerto Rico has vibrant art districts, salsa classes, and culinary tours where you can learn to make mofongo. In Saint Martin, why not take a catamaran cruise or go wine tasting with a local guide?

We tailor these experiences based on your interests, energy level, and budget. Whether you're an adventurer, foodie, or history lover, we’ll make sure your itinerary reflects you.

Real Customers. Real Stories

One couple came to us after a disappointing experience with a mainstream travel brand. Their honeymoon to the Caribbean had left them feeling awkward and unwelcome. We worked with them to plan a new escape to Curaçao, complete with a private pool villa, a local LGBT+ tour guide, and a sunset beach ceremony that made them feel celebrated — not tolerated.

Another solo traveller wanted to explore Puerto Rico but was unsure about how safe it would be. We found and connected him with a local gay-owned walking tour company, booked him into a city-centre hotel that supports queer artists, and added spa treatments to help him unwind.

It’s moments like these that remind us why we do what we do.

Headline: Exclusive Hotel Partnerships That Make a Difference

Many of the resorts we work with go the extra mile for LGBTQ+ guests. That might mean thoughtful gestures like welcome drinks and romantic room décor, or just ensuring that staff receive training to support all couples equally.

Some of our hotel partners also offer special packages for same-sex honeymoons, anniversaries, and birthdays.

Others can arrange private dinners or spa treatments that aren’t openly advertised to the general public — but available to you through us.

These extras aren’t just nice perks — they’re part of creating a holiday where you’re celebrated for exactly who you are.

Call Us and Let’s Plan Something Beautiful

Wherever you are in the world, you deserve a holiday where you can relax, be yourself, and feel truly welcome. That’s the heart of everything we do at Wide Awake Holidays.

If you're ready to start planning your gay holidays to the Caribbean, call us on 01495 400947 or use the holiday enquiry form on our website. Whether you're seeking romance, adventure, or some well-earned rest, we’ll help you create an experience that feels as good as it looks.

Don't settle for "gay-friendly" when you could have something made just for you.

What are the best destinations for gay holidays to the Caribbean?
Puerto Rico, Aruba, Curaçao, the U.S. Virgin Islands, and Saint Martin are widely regarded as the top gay-friendly Caribbean islands, offering legal protections and welcoming environments for LGBT+ travellers.
Is it safe to book gay holidays to the Caribbean as a couple?
Yes, if you choose the right islands. The five we recommend have positive reputations for safety, inclusion, and respectful treatment of same-sex couples. We only work with properties we trust.
Are there any gay-only resorts in the Caribbean?
While most Caribbean islands don’t have exclusive gay resorts, many have gay-friendly hotels that actively welcome LGBTQ+ travellers. Properties like Baoase in Curaçao and Bucuti & Tara in Aruba are great examples.
Can you help with holiday bookings if I’m based in the United States?
Absolutely. Although we're based in the UK, we arrange gay holidays to the Caribbean for clients worldwide, including the US. We handle all logistics based on your location.
Are there Caribbean Pride festivals I can attend?
Yes! Puerto Rico and Curaçao both host growing Pride events, while St. Croix (USVI) has an increasingly visible Pride presence. We can help plan your trip around these celebrations.
Do I need to worry about local laws affecting gay travellers?
Not on the islands we’ve listed. Each one has legal protections in place and a relatively progressive approach to LGBT+ rights. We provide full guidance on this for every booking.
Are public displays of affection okay in the Caribbean?
In tourist areas of gay-friendly islands, light PDA is generally fine. Still, it's wise to stay aware of your surroundings, especially in rural or conservative communities.
What legal protections are in place for LGBT+ tourists in Aruba or Curaçao?
Same-sex activity is legal and anti-discrimination laws exist. While same-sex marriage isn’t performed, Aruba recognises those married abroad. Curaçao does the same under Dutch law.
Can you arrange honeymoons or anniversaries for same-sex couples?
Yes — in fact, we specialise in it. Many of our hotel partners offer romantic add-ons tailored to LGBT+ couples, including private dinners, spa treatments, and celebratory packages.
Why should I book my Caribbean holiday with Wide Awake Holidays?
We’re a gay-owned UK travel company that believes “gay-friendly” isn’t always enough. With us, you get tailor-made trips, trusted LGBT-inclusive resorts, and full travel protection — all backed by real experience and care.