Tailor-made Holiday · Chile
Chile: Winelands To Easter Island
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Explore the Winelands of Southern Chile, head to the mystical Easter Islands and see the Maori monoliths. To top it off you'll return to Chile to explore Torres del Paine National Park in Patagonia. It contains many of nature's greatest wonders, including huge icebergs and soaring glaciers.
Gallery
Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Day 1: Colchagua Valley
When you arrive in Santiago your driver will meet you and transfer you to your wine lodge.
Day 2: Colchagua Valley
You’re free to rest and explore the red wine paradise of Colchagua Valley. This area has been producing wine since the Spanish conquest of the 16th-century. The Carmenere cherry grows here: it is the signature grape comprising so many of your favourite Chilean wines.
Day 3: Colchagua Valley
Today you could cycle around some of the local wineries. This is a great way to see the stunning Andean landscapes. If, however, you’re intending to do an Eddie and Patsy, you could commandeer a driver and set out in pursuit of bolly stolly.
Day 4: Easter Island
You’ll be driven back to Santiago where you’ll fly to Easter Island. Your guide will meet you and take you to your accommodation.
Day 5: Easter Island
Today you can join a guided tour of Easter Island’s iconic Moai monoliths. They were constructed in the Medieval era. No one knows exactly what they represent. Today they are considered to be major works of art. Some of them weigh 13 tons.
Day 6: Easter Island
Today you can visit the Rano Raraku archaeological site and chill on Anakena Beach.
Day 7: Santiago
You’ll be transferred to the airport for your flight back to Santiago. Overnight in a chic hotel.
Day 8: Torres del Paine National Park
Today you’ll fly to Punta Arenas and transfer to Torres del Paine National Park.
Day 9: Torres del Paine National Park
A range of activities are available. You can head on a hike from Weber-Lazo bridge to Laguna Verde and take a boat into the glaciers. Whatever trips you choose your expert guide will ensure it all goes swimmingly.
Day 10: Torres del Paine National Park
Enjoy another day of action exploring this UNESCO World Biosphere Reserve. A sail down Lake Grey to the great glacier is a must.
Day 11: Departure
Today you’ll be transferred to Punta Arenas and transfer to Santiago for your return flight.
Our Experts
Chile is a luxury traveler’s dream, offering everything from private wine tastings in the Central Valley to exclusive stays in Patagonia’s eco-lodges, all set against some of the world’s most stunning landscapes.
For those seeking both adventure and relaxation, Chile delivers the perfect blend – from world-class skiing in the Andes to indulgent spa retreats in the heart of its breathtaking wilderness.
Stellar 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
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
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.