Luxury O:live Boutique Hotel vacations

O:live Boutique Hotel

At a glance

? We handpick the properties we work with. Everything we do is tailor-made for our clients so when you speak to one of our team they will advise you on the best property for you.

A true gem within the charming streets of San Juan, O:live Boutique Hotel is one of Puerto Rico’s most eclectic hotels and a hub of luxury on the island.

A design scheme of reclaimed wood and found materials runs throughout the O:live Boutique Hotel to create a sense of casual luxury that is truly unrivaled. Each of the small, hand-crafted guestrooms at the hotel has been designed to reflect authentic Puerto Rican visual culture and features repurposed items sourced from across the island. It’s not just the charming rooms that make O:live Boutique Hotel such a great choice – there is also a range of experiences to be enjoyed during your stay, including a sunset drink on the floating champagne pontoon and a cabana day experience.

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  • Swimming Pool
  • Room-Service
  • Bar
  • Sea Views
  • Restaurant
  • Air-Conditioning

LGBTQ+ people in Puerto Rico enjoy almost the same legal protections as their heterosexual counterparts, and general issues of identity and equality are becoming increasingly popular talking points. This has led to a softening of taboos around same-sex relationships and LGBTQ+ travellers can expect a safe and comfortable trip.


The Petit Suite is the O:live Boutique Hotel’s smallest guestroom and features amenities including a Nespresso coffee machine and rainfall shower with massage jets.

Luxury gay travel

The Partial Lagoon View Suite not only boasts incredible marine views but also an outdoor shower and bathtub – allowing you to fully appreciate the Puerto Rican sunsets.

Luxury gay travel

A stay in the Gran Cru Honeymoon Suite includes a full host of luxurious amenities including an outdoor terrace, rainfall shower, and outdoor shower and bathtub.

Luxury gay travel

Our Experts

Maria Gardner

Maria Gardner

Luxury Travel Expert

"I can't get enough of Puerto Rico. For me, its beauty is all about its diversity and I'm always surprised by how much variety can be found on one small island. Puerto Rico is a must-visit destination. "

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Dionne Charles

Dionne Charles

Luxury Travel Expert

"If you're looking for pristine beaches, lush jungles, and lively towns you just can't beat Puerto Rico. It's also one of the most gay-friendly Caribbean islands, and somewhere I love sending clients. "

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Why book with us?

Personal Service

We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build the perfect trip for you.

Call our travel experts on +44 (0)20 7157 1570

Our 5* Reviews

We pride ourselves in the number of clients that are referred to us by our existing customers. Our 5* Trustpilot rating is important to us, so we encourage you to browse our reviews. They speak for themselves and that's why you are in safe hands.

Make an enquiry


020 7157 1570


To start planning your luxury trip, tell us more about your travel plans and we'll match you with one of our experienced travel specialists. You can speak to us via phone, email or video call.

All the prices on our website do not include flights. We can, of course, arrange them for you.

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  • $2,000-3,000
  • $3,000-5,000
  • $5,000-7,500
  • $7,500-10,000
  • $10,000+