Caribbean
Luxury Hotels in Caribbean
The luxury hotels across Caribbean our specialists handpick for their clients, from the Caribbean to Mexico.
All Luxury Hotels in Caribbean
Showing 25–36 of 52
Jade Mountain Resort
St Lucia
Secrets Akumal
Riviera Maya
The Ritz-Carlton, Turks & Caicos
Turks and Caicos
Almar Resort and Spa
Puerto Vallarta
Point Grace Resort, Turks & Caicos
Turks and Caicos
Salterra, a Luxury Collection Resort & Spa
Turks and Caicos
Gyp Sea Hotel – St Barth
St Barth's
Rosewood Le Guanahani St Barth
St Barth's
Cheval Blanc
St Barth's
Le Barthélemy, St Barths
St Barth's
Le Toiny, St Barths
St Barth's
Le Sereno, St Barths
St Barth'sTrips through Caribbean
Ultimate Luxury Mexico: Punta Mita, Los Cabos & Riviera Maya
Tailor-made HolidayThis extraordinary journey combines the vibrant essence of Mexico's most colourful cities with the breathtaking beauty of its coastal landscapes. Prepare to immerse yourself in the unique blend of cultural marvels and natural wonders that Mexico has to offer, all while basking in unparalleled luxury and comfort.
9 days tailor-made from £6,725 per person View trip
Classic Caribbean: Aruba and Curacao
Tailor-made HolidayRenowned for offering the classic Caribbean experience – white sands, swaying palm trees, and crystal-clear waters – Classic Caribbean: Aruba and Curacao forms one of our favourite twin-centre holidays. These islands invite you to immerse yourself in natural beauty while indulging in world-class hospitality, all set against the stunning backdrop of the Caribbean Sea. Aruba and Curacao are incredibly LGBTQ+ friendly, making them standout destinations for inclusive travel.
7 days tailor-made from £3,350 per person View trip
Miami & Caribbean Cruise
Tailor-made HolidayEscape on an alluring journey to Miami, Costa Maya, and the Bahamas on this luxury Miami and Caribbean cruise itinerary. Experience Miami's exhilarating energy before retreating to the Caribbean Sea's tropical serenity on this luxurious tour. You'll begin your indulgent Miami and Caribbean holiday at Nobu Hotel Miami Beach, a sophisticated beachfront urban oasis ideally located in the heart of Miami Beach.
9 days tailor-made from £5,550 per person View tripMoments in Caribbean
Casa Azul
Frida Kahlo's former home is a treasure trove of art history and a must-visit spot in Mexico City.
How to Visit Flamingo Island in Aruba
Izta-Popo National Park
Acres of awe-inspiring natural landscapes waiting to be explored.
Diving in the Caribbean
Discover some of the best dive sites on the planetStellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of travelling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.