Luxury Chile Holidays & Adventures

Why choose Black Tomato for your Chile luxury holiday

From the ruby-red terrain of the Atacama to the wine country of the Maipo Valley, our Chile luxury holidays are designed by experts who’ve walked these trails and know exactly where to take you

Chile is a country of magnificent contrasts: the mysteries of Easter Island, the glacial drama of Torres del Paine, the sophisticated energy of Santiago. This is Chile luxury travel for the adventurous, the curious, and those chasing the once-in-a-lifetime. Start by trekking through the isolation of Aysén and finish with world-class wines in Valparaíso. We’ll craft every detail entirely around you. Trips to Chile typically start from around £4,500 per person.

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What to see and do in Chile

As ever, if you can’t see it here then we can still plan your tailor made Chile holiday for you.

BETWEEN THE CITY AND THE SKY

Stretching from arid desert to snow-smeared mountain peaks (imagine: delicate, icy spines stabbing into infamously clear skies), Chile is a must-go destination for a luxury holiday in the great outdoors. But it also lays claim to some truly vibrant cities. We could write an epic poem to Santiago. We’ll not put you through that. Here’s the ‘long story short’: Santiago has emerged from the shadow of its neighbours with (a) an incredibly vibrant food scene; (b) bustling, diverse neighbourhoods (take us back to the trendy taverns of Barrio Lastarria); and (c) the sharp, jade box of the Museum of Memory, which happens to be one of our favourite experiences in the city.

ENTER THE ARID ATACAMA

During a somewhat prolonged journey to the far tip of Chile, American travel writer Paul Theroux found himself in a small town (really a thin road and a jumble of houses) at the edge of the Atacama Desert. He observed that “it was near enough to the end of the earth to give me the impression that I was a solitary explorer in a strange land.” It’s what nudged him onward. The Atacama itself is the driest location on earth. The atmosphere here is so thin as to make it almost Martian. But, and excuse us for the wry joke, it won’t be the air that leaves your breathless – but the staggering, raw fact that this rarefied location is the best place in the world to gaze at the canopy of stars that hang above us.

THE PULL OF PATAGONIA

For an extremely on-it holiday in Chile there’s luscious Patagonia. At Black Tomato, our luxury trips in Chile consistently draw traveller’s attentions to this part of the world. Its scenery tugs at the eye, from the spectacular Grey Beach (looking out over the glassy ocean, a nest for the sharp blue bulks of ice that float, jagged, within it), to the astoundingly fantastical, knotty Lenga Forest. Our Chile luxury trips can help you to drink each of these uniquely beautiful locations up, whether you want to tackle them by kayak, bike, or on foot. Watching over you is Chile’s most iconic mountain – Cuernos del Paine.

DRINK UP IN THE MAIPO VALLEY

Our luxury holidays to Chile wouldn’t be complete (we insist) without visiting the country’s bountiful wine growing regions. The Maipo Valley is the second oldest wine region in the country, and hosts global, award-winning wineries such as Perez Cruz (imagine cracking open a bottle of Carmenere at the source). It’s quite possible (we’ve done it) to spend a full two days of your itinerary meandering from winery to winery. What’s more, our exclusive tour of the Casablanca Valley will give you a behind-the-curtains outlook on the truly magical grounds of the Catrala Vineyard. Luckily, their private chefs will keep you fed, soaking up all of that ‘grape juice.’

MYSTERIOUS EASTER ISLAND

In the vast expanse of the South Pacific, over 2,000 miles from the nearest continent, Easter Island – known to its people as Rapa Nui – rises from the ocean like a secret whispered by the gods. This is a place where mystery isn’t manufactured but carved into the very earth: in the nearly 1,000 moai statues that stand sentinel across volcanic slopes, their backs to the sea and their sightless eyes fixed on the interior, in the dramatic craters where fire once shaped the land and now only wind and grass remain, in the traditional chants and dances that echo ancestral voices across centuries. Time moves differently here, measured not in days but in the slow erosion of stone and the patient rhythm of Polynesian life that continues despite isolation.

The best of Chile

FAQs

Everything you need to know about visiting Chile with Black Tomato

When is the best time to visit Chile?

The best time to visit Chile depends entirely on which part of the country you’re exploring. Patagonia and Torres del Paine are at their best from October to April, when trails are accessible and daylight hours are long. The Atacama Desert is beautiful year-round due to its stable dry climate, though spring (September to November) and autumn (March to May) offer the most comfortable temperatures. Santiago and the wine regions are best from October to April. If you’re combining Patagonia and the Atacama in one trip, November to March is the sweet spot. Your Black Tomato travel expert will sequence your itinerary to make the most of each region’s conditions.

How much does a luxury Chile vacation cost?

A luxury Chile holiday typically starts from around £4,500 per person for an eight-night trip combining Santiago and the Atacama Desert. A more comprehensive 12–17 night itinerary combining the Atacama, Patagonia, and wine country usually falls between £7,500 and $18,000 per person. Costs are shaped by the lodges selected — Explora Patagonia, Awasi Atacama, and Tierra Patagonia sit at different price points — alongside internal flights, private guides, and adventure activities. Every Black Tomato trip is fully tailor-made, so your travel expert will design something that fits your ambitions and budget.

What is the best way to experience Torres del Paine?

The best way to experience Torres del Paine is to base yourself at one of the luxury lodges within or adjacent to the national park — Explora Patagonia, Awasi Patagonia, and Tierra Patagonia are our three preferred properties — and spend three to four nights exploring by foot, horseback, kayak, and 4×4 with a dedicated private guide. The iconic W Trek and the full Circuit suit serious hikers, but the park rewards at every level of exertion. We recommend adding a day on the Rio Grey kayaking past floating icebergs, and a dawn hike to the base of the Torres themselves. November to March are the most reliable months for weather and trail access.

Can you combine Chile with Argentina?

Yes, combining Chile with Argentina is one of our most popular South American itineraries and one that works particularly well. The most natural pairing is Patagonia — crossing from Chilean Patagonia and Torres del Paine into Argentine Patagonia and the Perito Moreno Glacier, based at properties like Eolo or Explora El Chaltén. Buenos Aires makes an excellent beginning or end to this itinerary, providing cultural contrast to the wilderness. For those wanting a longer trip, the Atacama in northern Chile can bookend a journey that moves through Santiago, wine country, Patagonia, and Argentina. Your Black Tomato expert will route this to minimise backtracking.

Is Chile good for a luxury adventure vacation?

Chile is one of the best adventure destinations in the world for luxury travellers. The range of terrain in a single country is extraordinary — from the world’s driest desert in the north to the glacial fjords and iconic granite towers of Patagonia in the south. Specific experiences that define Chile’s adventure appeal include hot air ballooning over the Atacama, trekking to the base of the Torres del Paine, glacier kayaking on the Rio Grey, horseback riding through gaucho country, stargazing at Atacama’s world-class observatories, and heli-skiing at Valle Nevado in winter. Every Black Tomato Chile itinerary combines serious adventure with genuinely exceptional accommodation — you won’t be choosing between comfort and experience.

What wine regions should I visit in Chile?

Chile’s wine regions are a highlight of any luxury trip and pair naturally with the broader itinerary. The Maipo Valley, just south of Santiago, is the country’s most historic wine region and home to world-class Carmenère and Cabernet Sauvignon at producers like Perez Cruz and Santa Rita. The Colchagua Valley, further south, is our preferred base for a wine-focused stay — Clos Apalta Residence sits at the heart of it. The Casablanca Valley, between Santiago and Valparaíso, produces exceptional Sauvignon Blanc and Pinot Noir and makes an excellent half-day visit. We can arrange exclusive winery access, private tastings, and cellar tours throughout.

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