Tailor-made trips for 2027 & 2028
Gay Chile Luxury Tours & Vacations
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.
Chile stretches along the Pacific Ocean and part of the Atlantic Ocean. It forms an interesting shape on the map – sort of like Portugal but much longer. The vast Andean mountains stretch along the West Coast of South America and loom over much of Chile, including its capital city, Santiago.
The country was ruled by the Incas until the Spanish conquest of the 16th-century. The Inca’s reign had only lasted for around seventy years. Before they extend their empire to incorporate Chile, it was home to the indigenous Mapuche people. The descendants of the Mapuche still live in Chile, chiefly in the Patagonia region.
More about Chile
In the 1970s, Chile’s democratically elected government was overthrown by Augusto Pinochet. Many thousands of people were tortured and disappeared under his rule.
Since 1990, Chile has been a thriving democracy and one of the most stable and prosperous countries in South America.
Chile is a country that captivates with its incredible contrasts, where travelers can experience everything from the arid beauty of the Atacama Desert in the north to the lush, glacial landscapes of Patagonia in the south. Its diverse geography not only offers stunning views but also world-class luxury experiences, such as exclusive wine tours in the Central Valley, private yacht charters through Patagonia’s fjords, and bespoke ski trips in the Andes. The country’s rich cultural heritage, influenced by indigenous Mapuche traditions and its colonial past, adds an enriching layer to any visit, making Chile an unforgettable destination for those seeking both adventure and indulgence.
Tours in Chile
Our itineraries are here to inspire you. Everything we do is tailor-made, so our team will customize one around your dates, pace and preferences.
Luxury Latin America: Peru, Chile and Bolivia
Tailor-made VacationSouth America contains some of the most extraordinary landscapes on earth, and this 16-day journey shows you the best of three of them. Peru has the Inca heritage, the Sacred Valley, and Machu Picchu, reached by the Belmond Hiram Bingham train through the Andean cloud forest. Bolivia is rawer and less visited, its altiplano operating at a scale that makes the landscape feel like another planet entirely.
16 days tailor-made from $9,360 per person View trip
Across the Andes: Chile & Argentina Food and Wine Journey
Tailor-made VacationThis 10-day journey links two of South America’s great food and wine destinations, crossing from Chile into Argentina through the Andes. Begin on the Pacific coast in Valparaíso, where steep hills, historic funiculars and colorful street art sit above one of Chile’s major ports.
10 days tailor-made from $7,505 per person View trip
Chile: Winelands To Easter Island
Tailor-made VacationExplore 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.
11 days tailor-made from $4,755 per person View tripStellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
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Tiberiu
Chile in pictures
Is Chile LGBTQ+ friendly?
In Chile, same-sex relationships are legal, same-sex marriage is legal and discrimination against LGBTQ+ people is prohibited. Equaldex gives Chile an Equality Index of 80 out of 100.
Source: Equaldex, checked October 22, 2026.
Chile has changed fast. Same-sex couples have been able to marry since 2022, and its anti-discrimination and gender identity laws are among the most comprehensive in Latin America, though attitudes outside the big cities can still be traditional.
Santiago has a lively scene centered on Barrio Bellavista, Valparaíso’s hills have a creative, easygoing feel, and Santiago’s Pride march draws large crowds each year.
Most travelers spend their time in Chile’s landscapes rather than its nightlife: the Atacama Desert, the lakes and volcanoes, and Patagonia. The lodges there are small, international and used to same-sex couples, and we choose ones where you will be welcomed as a couple.
Travel Guides in Chile
The Finest Wine Regions of the World
Do you think a view is best enjoyed with a glass of wine in hand? How about a glass of wine handpicked by yourself following the chance to taste endless flavor pairings? A holiday doesn't get much sweeter than spending it in a world-class wine region.
Read
Customer Interview: Anthony’s South American Adventure
Anthony Dowlatshahi has traveled with us to South America and will soon be setting off on his second adventure to Alaska. We spoke to him about his experience of booking with OutOfOffice.com and his travel tips. What was your experience like with OutOfOffice.com?
Read
My Journey To Machu Picchu
Getting to Machu Picchu: A Step-By-Step Guide Machu Picchu has been at the top of my bucket list for as long as I can remember. I have always been fascinated by the Incan Civilisation, and Machu Picchu is the jewel in the crown. We’ve all seen a million pictures – the dramatic mountain backdrop, the perfectly formed citadel, the eerie clouds. Everything about it seemed so magical and mysterious.
ReadPlanning a Trip to Chile
General information
Chile’s capital and biggest city, Santiago, is surrounded by the snowy Andes and home to 7 million people. The city has a blossoming food and wine scene. With a growing economy and stable government, Santiago is very much a city on the rise. It’s catching up with its more iconic counterparts in Brazil and Argentina.
The territory of Chile stretches from Easter Island right the way to its base in the South Pole. The climate and topography of Chile are almost schizophrenic. It has the world’s driest desert in the North, vast glaciers in Patagonia and the subtropical climes of Easter Island.
What Everyone Does In Chile
Take a flight from Santiago to Easter Island and discover its mysterious Maoi megaliths. These vast sculptures were carved out of volcanic stone in the Medieval period. No one knows quite why they were built or what purpose they served.
What Some People Do In Chile
Visit the Atacama Desert to the West of the Andes. This is the world’s driest desert and it looks like the surface of Mars.
What No One Else Does In Chile
Visit the Marble Caves of Chile Chico. Formed over 6000 years by waves lapping against calcium carbonate, the marble caves are as blue as the lake that surrounds them.
Getting to Chile
Getting to Chile is relatively easy, as the country is well-connected to major cities around the world. The primary international gateway is Santiago’s Arturo Merino Benítez International Airport (SCL), which offers direct flights from major hubs in North and South America, Europe, and Oceania. Airlines such as LATAM, American Airlines, Air France, and Iberia provide regular services to Santiago from cities like New York, São Paulo, Madrid, and Auckland.
For travelers coming from Europe or North America, flights to Santiago typically range from 10 to 14 hours, depending on your departure city. Chile’s central location in South America also makes it easily accessible from neighboring countries, with flights to Santiago from cities like Buenos Aires, Lima, and Rio de Janeiro being quick and frequent.
Once in Chile, the country’s efficient domestic flight network makes it easy to explore beyond Santiago. You can travel to the stunning coastal city of Valparaíso, the vineyards of the Central Valley, or the remote wilderness of Patagonia with ease. Whether flying in for a short visit or a longer stay, Chile’s convenient travel connections ensure a seamless journey to its diverse regions.
See your complete itinerary before you decide.
Your specialist will bring together every detail of your trip, with clear pricing throughout.
Frequently asked questions
About Chile
Is Chile LGBTQ+ friendly?
In Chile, same-sex relationships are legal, same-sex marriage is legal and discrimination against LGBTQ+ people is prohibited. Equaldex gives Chile an Equality Index of 80 out of 100.
When is the best time to visit Chile?
Chile stretches more than 4,000 kilometers from north to south, so the best time depends on where you go. November to March is the season for Patagonia and Torres del Paine, with long days and the trails open; March to May and September to November suit Santiago and the wine valleys, and the Atacama Desert works year-round, with clear skies, warm days and cold nights.
Can my trip to Chile be tailor-made?
Yes. Everything we plan is tailor-made. Our suggested Chile itineraries are starting points: your specialist shapes the route, the hotels, the pace and the length around your dates and preferences. As a guide, our suggested Chile itineraries run from 10 to 16 days.
Traveling with Out Of Office
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, 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 personalized 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 traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, 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, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
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 personalized 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+ travelers 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.
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.
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 traveling 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 inquiry to homecoming. No call center, and nothing is charged until you decide to book.