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Chile
Winter Journey

Chile

Santiago's wine country to the granite towers of Torres del Paine

Duration8 Days
DepartureSantiago
RegionSouth America
Overview

About This Journey

Patagonia in summer means skies so wide they feel like a second landscape, winds that arrive without warning, and the kind of silence you only find at the ends of the earth. We move between three distinct worlds: Santiago's sophisticated urban edge — wine country, port-city murals, and some of South America's best tables — the raw, windswept drama of Puerto Natales, and finally, Torres del Paine itself, where granite towers rise straight out of the steppe like something dreamed up by a god with a flair for theatre. This is southern Chile at its absolute finest.

What's Included

All private ground transfers and private guiding throughout
Welcome dinner in Santiago and a private winery lunch en route to Valparaiso
Valparaiso street art tour with a local artist guide
Torres del Paine touring, Grey Glacier kayaking and Mirador hikes
Private puma tracking with a specialist naturalist and a gaucho horsemanship afternoon
All in-lodge meals where applicable; English-speaking guides throughout
Accommodation as listed (Mandarin Oriental / The Singular / Ritz-Carlton Santiago, The Singular Patagonia, Awasi / Tierra / Explora Patagonia)

Day-by-Day Itinerary

Days 01
The Gateway South — Santiago

The Gateway South

Santiago

Land at Arturo Merino Benítez International Airport and transfer privately to your hotel in the heart of Santiago's Providencia or Las Condes district — the kind of neighbourhood where a world-class pisco sour and a Michelin-worthy ceviche are never more than a short walk apart. After settling in, the afternoon belongs to the city: a private tour through Bellavista's painted walls, the historic La Moneda district, and the clifftop views from Cerro San Cristóbal, followed by a table at one of Santiago's finest contemporary Chilean restaurants for dinner.

Private arrival transferCity orientation tourWelcome dinner
AccommodationMandarin Oriental Santiago / The Singular Santiago / Ritz-Carlton Santiago
Days 02
Vineyards and the Painted City — Valparaiso

Vineyards and the Painted City

Valparaiso

A full day out of the city begins with the coastal road west toward Valparaíso, but not before a private stop at a celebrated wine estate in the Casablanca Valley — vines strung between the ocean breeze and the Andes foothills, producing some of Chile's finest Sauvignon Blanc and Pinot Noir. Lunch is set for you at the estate with a paired tasting menu. The afternoon is spent entirely in Valparaíso: a private walking tour through the UNESCO-listed hillside barrios with a local artist, all open-air murals, creaking funiculars, and harbour views at golden hour. Return to Santiago by evening.

Private day excursionWinery lunchValparaíso street art tourLocal artist guide
AccommodationMandarin Oriental Santiago / The Singular Santiago / Ritz-Carlton Santiago
Days 03
Into the Deep South — Puerto Natales

Into the Deep South

Puerto Natales

An early private transfer to Santiago Airport for your flight south to Punta Arenas — the southernmost city of consequence in the world, sitting directly on the Strait of Magellan (flight cost not included). On arrival, a private transfer takes you north along the edge of the pampa toward Puerto Natales, where The Singular Patagonia rises like an unexpected piece of industrial elegance from the shores of the Señoret Channel. The rest of the afternoon is yours — a Pisco Sour on the terrace, watching the sky change colour over the water, is the correct thing to do.

Private transfersScenic drive into PatagoniaArrival in Puerto Natales
AccommodationThe Singular Patagonia, Puerto Natales
Days 04
The Wild Interior — Puerto Natales

The Wild Interior

Puerto Natales

A full day of private touring through the landscapes surrounding Puerto Natales — one of Patagonia's most underrated stretches. Depending on conditions and your preferences, the day might include a visit to Cueva del Milodón (a cave where a prehistoric giant ground sloth was discovered remarkably intact), a private boat excursion on Last Hope Sound, or an afternoon kayak among the sea channels. The region rewards those who slow down — guanacos crossing open plains, Andean condors riding thermals overhead, and light that never quite behaves the way you expect it to.

Cueva del MilodónSea channel boat excursionPrivate nature guideWildlife watching
AccommodationThe Singular Patagonia, Puerto Natales
Days 05
Crossing Into the Park — Torres del Paine

Crossing Into the Park

Torres del Paine

The morning begins with an exclusive behind-the-scenes tour of The Singular's historic building — a 1915 cold-storage facility and sheep-processing plant that has been meticulously restored, its original machinery still visible through glass floors and exposed ironwork. After an unhurried farewell lunch, a private transfer carries you northeast toward Torres del Paine National Park as the scenery shifts from grassland to something altogether more dramatic. Check in to your lodge and take the first of many long walks to the water's edge before dinner.

Historic hotel tourPrivate transfer to Torres del PaineLodge arrival experience
AccommodationAwasi Patagonia / Tierra Patagonia / Explora Patagonia
Days 06
The Towers — Torres del Paine

The Towers

Torres del Paine

The day is given entirely to Torres del Paine National Park — one of the most spectacular protected wildernesses on earth. Your private guide will design the day around conditions and your energy levels: this might mean a hike to the base of the Torres themselves (a long but unforgettable day), or a circuit taking in the electric-blue Grey Glacier and its floating icebergs by kayak, or the Mirador Condor trail above Lago Nordenskjöld with its impossible panoramas. In the evening, a Patagonian lamb asado prepared at the lodge.

Torres del Paine National ParkPrivate guideGrey Glacier kayakingMirador hikesLamb asado dinner
AccommodationAwasi Patagonia / Tierra Patagonia / Explora Patagonia
Days 07
Pumas and Pampas — Torres del Paine

Pumas and Pampas

Torres del Paine

A second full day in the park, this time following a different rhythm. The morning is spent on an exclusive puma-tracking excursion with a specialist naturalist — Torres del Paine has one of the highest puma densities anywhere in the wild, and patient, early starts are routinely rewarded. The afternoon shifts to estancia life: a private session with a working Patagonian gaucho, riding open steppe, learning to read the land, and sharing mate by a fire as the wind drops at dusk. A quiet, long dinner at the lodge to close.

Private puma trackingGaucho horsemanshipOpen steppe ridingSpecialist naturalist guide
AccommodationAwasi Patagonia / Tierra Patagonia / Explora Patagonia
Days 08
The Last Morning Light — Santiago

The Last Morning Light

Santiago

Rise early one last time — because the Torres at dawn, on your final morning, are worth every minute of lost sleep. A private farewell breakfast at the lodge, then a transfer to Punta Arenas Airport for your flight north to Santiago and your onward international connection (flight cost not included). There is usually enough time in Santiago for a last meal in Lastarria or a final glass of Carménère at the airport before the long flight home.

Private departure transferFinal sunrise at the parkSantiago connection
AccommodationDeparture day

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