Our two-week Chile Luxury Vacation tours Chile’s awe-inspiring landscapes, natural wonders, gorgeous wine region and fascinating cities.

Explore the breathtaking wonders of Chile on a two-week luxury escapade! Your journey begins in Santiago, a vibrant city bursting with history, street art, and chic cafes. From there, venture north to the surreal Atacama Desert, where ancient volcanoes and moon-like valleys await, and immerse yourself in the cosmos at a stargazing observatory.

Indulge in the rich wine culture of Casablanca before heading to Patagonia, where you'll try kayaking, sailing, trekking, biking, and horse riding with Patagonian gauchos. Experience unparalleled luxury accommodations throughout your trip, where every desire is catered to. 

Book a consultation today to start planning the tour of Chile you've dreamt of. Our Chile travel specialists and concierge will curate the best tour, especially for you.

What's Included:

  • Accommodation as stated
  • Private chauffeur airport transfers
  • Meals and drinks mentioned in the full itinerary
  • City tour of Santiago with lunch
  • Professional local staff with fair salaries
  • Day tour of Viña del Mar and Valparaíso with lunch

Trip Itinerary

View of the city of Santiago de Chile.

Days 1 - 2: Santiago

Day 1 - Arrival in Santiago

You’ll be met on arrival at Santiago International Airport by a Wayfairer representative and escorted to your private vehicle. Your driver will take you through the city to Cumbres Lastarria, your accommodation for the next two nights. Cumbres Lastarria is a sophisticated hotel set in the trendy Lastarria neighborhood, close to the city center and the Bellavista neighborhood. You’ll be surrounded by bars, restaurants, artisan markets, and boutique stores, and you'll be located just steps away from the MAVI Museum and the GAM Theatre and Museum.

Chile Santiago Sanctuary and Virgin Mary Statue at Cerro San Cristobal.

Day 2 - Exploring Santiago

Embark on an exciting journey through Santiago, starting with a hearty buffet breakfast at your hotel, followed by a rendezvous with your private English-speaking guide. Explore the city's origins at Santa Lucia Hill, then dive into history at Plaza de Armas, home to iconic landmarks like the Cathedral of Santiago and the National History Museum.

Ascend Cerro San Cristobal for breathtaking panoramic views before cruising through Providencia and along the Costanera Highway to the chic Vitacura neighborhood. Discover the unique charm of Alonso de Córdova Avenue and indulge in lapis lazuli jewelery at Piedras Australes. Sip on a traditional Pisco Sour while unravelling the beauty of this semi-precious stone, concluding your adventure back at your hotel in Santiago. 

Alto Atacama Hotel is built within the cliff face of the Atacama Desert.

Days 3 - 6: San Pedro de Atacama

Day 3 - Transfer to San Pedro de Atacama

After your buffet breakfast, you’ll be met by your private driver and transferred to Santiago Airport for your domestic flight to Calama Airport. On arrival, you’ll be met by your driver and transferred to Alto Atacama Desert Lodge & Spa, your accommodation for the next four nights. Alto Atacama is a luxurious, ecologically harmonious lodge set in the beautiful Catarpe Valley of the Salt Mountain Range. 

Spend your afternoon exploring the property and incredible facilities, including six outdoor pools, an open-decked observatory and an excellent restaurant featuring fresh, organic produce. Unwind in the Puri Spa, where you can indulge in a range of sumptuous services, including massage and sauna treatments.

Alto Atacama Hotel pool.

Day 4 - Exploring San Pedro de Atacama

Alto Atacama is the only lodge in the San Pedro de Atacama region that is completely enveloped by natural surroundings, so you’ll be well-placed to explore the region with responsible, expert guides. The lodge aims to offer a truly authentic experience off the beaten track, encouraging visitors to interact with local indigenous culture and explore the desert landscapes by foot or bike. More than half of Alto Atacama’s staff are indigenous, and you can listen to their rich personal stories while exploring hot springs, geysers, volcanoes, desert canyons, ancient Incan ruins and even the night sky from the open-air observatory.

A couple are sitting on a rocky outcrop with bikes.

Day 5 - Exploring San Pedro de Atacama

Spend the day exploring this fascinating region and venture out on an excursion with your expert local guides. The excursions are split into different conceptualized categories, including cultural, contemplative, gastronomical, adventure and expedition excursions.

For a cultural experience, you can tour ancient archaeological sites or visit surrounding villages to learn about traditional farming techniques. For a contemplative experience in nature, you can visit the salt flats, geysers, lagoons, wetlands, salt lakes, deserts and the Valley of the Moon. However, if you'd prefer action-packed adventures, you can hike or mountain bike across these captivating landscapes or head to the open-air observatory. You can also embark on a special full moon walk through the Atacama desert to gaze at the spectacular starry night skies and learn about our universe.

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Day 6 - Exploring San Pedro de Atacama

Alto Atacama also offers full-day or multi-day expeditions, perfect for thrill seekers looking for a unique challenge. You can trek through the Desert Valleys, follow the ancient Route of the Shepherds, or tackle high-altitude volcano climbing on the Llaretas Route, Toco Volcano or Soquette Volcano. You can even venture on a two-day expedition to the summit of Licancabur Volcano for extraordinary views of the region.

A woman holding a wine glass in the green valley of Casablanca, Santiago, Chile.

Days 7 - 8: Casablanca

Day 7 - Transfer to Casablanca

After breakfast, you’ll be transferred to the airport for your domestic flight to Casablanca, an incredible wine region in the Valparaíso Province. On arrival at the airport, you’ll be met by your private driver and transferred to La Casona of Matetic Vineyard, your accommodation for the next two nights.

La Casona is an exclusive boutique hotel with just ten rooms, set in traditional 1900s colonial buildings in the gorgeous Chilean countryside. This afternoon, relax in the charming rooms, with stunning views of the gardens and vineyards, or explore the private five-hectare park featuring an outdoor swimming pool.

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Day 8 - Exploring Casablanca

You’ll stay at La Casona on a full-board basis, including meals, wine tastings and outdoor excursions. Enjoy a buffet breakfast this morning before taking a tour through the Matetic Winery, which includes the tasting of four wines from the Ultra line of Premium EQ wines.

You’ll then enjoy a delicious wine-paired lunch before venturing out on a guided tour of the Rosario Valley, where you can choose to walk, cycle, go horseback riding or take a private vehicle. This evening you will again enjoy a delicious dinner paired with half a bottle of Corralillo wine per person.

View of Tierra hotel in Patagonia.

Days 9 - 11: Torres del Paine National Park

Day 9 - Transfer to Torres del Paine National Park

Enjoy a buffet breakfast before getting picked up by your private driver and transferred to the airport for your domestic flight to Torres del Paine. On arrival at the airport, you’ll be met by your driver and transferred to Tierra Patagonia Hotel & Spa, your accommodation for the next three nights.

Tierra Patagonia is a luxurious hotel offering the perfect balance of adventure and relaxation. Set between the towering mountains and glittering Lake Sarmiento in Torres del Paine National Park, you’ll be surrounded by spectacular nature and abundant wildlife. This afternoon, settle into your elegant rooms strewn with elements of Patagonia’s culture, including sheepskin rugs and handmade throws. Unwind in the deep-soak bathtubs and gaze out at the magnificent views.

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Day 10 - Exploring Torres del Paine National Park

You’ll stay at Tierra Patagonia on a full-board basis with meals, drinks, spa and excursions included in your stay. After you arrive, the team will create a bespoke excursion plan for you, customized to your personal interests and physical activity level.

This morning, enjoy a buffet breakfast before venturing out on your tailored excursion. You can choose from an array of activities, including hiking through the spectacular Patagonia landscapes, wilderness bike rides, horseback adventures, kayaking and sailing expeditions, fly-fishing and birdwatching.

Two people are looking through a glass window from an indoor pool.

Day 11 - Exploring Torres del Paine National Park

Spend the day continuing your adventures around the region, or indulge in the lavish Uma Spa, complete with an outdoor hot tub, a steam room and an indoor pool encased in glass walls.

Use of the pool, sauna and hydro massage is included in your stay, and you can continue pampering yourself in the wellness space with massages, therapies and treatments using all-natural ingredients. After a day of adventure in the Patagonian wilderness, you'll enjoy superb cuisine served in the restaurant with stunning views over the region. Indulge in traditional Patagonian cuisine with a sophisticated touch, from hearty stews and soups to delectable desserts, using ingredients sourced from local farms. Your stay also includes an open bar, and you can sample Patagonian beers, fine Chilean wines, and the signature Calafate Sour, found only in Patagonia.

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Days 12 - 14: Santiago

Day 12 - Transfer to Santiago

After breakfast, you’ll be transferred to the airport for your domestic flight to Santiago. On arrival at the airport, you’ll be met by your private driver and transferred to Cumbres Lastarria, for another two-night stay.

Spend the afternoon continuing your exploration of the chic Lastarria neighborhood. The streets are brimming with creativity, from bands and buskers to painters and street markets selling artisan products. Roam through the second-hand bookstores, or enjoy a cocktail on a balcony overlooking the lively streets. Choose from over four hundred Chilean wines at Bocanáriz wine bar, one of the best in the city, or visit the terraced gardens and remains of a Spanish fort at Cerro Santa Lucia, with spectacular views of the city.

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Day 13 - Day tour of Viña del Mar and Valparaíso

After a buffet breakfast, you’ll be met at your hotel by your private English-speaking guide to begin your full-day excursion to Viña del Mar and Valparaíso.

You’ll venture towards the Pacific coast, crossing the striking valleys of Casablanca and Curacaví. The first stop is Valparaíso, a UNESCO World Heritage city, where you’ll find multi-colored houses strewn through the hills, lush parklands and historical monuments. Next, you’ll visit Viña del Mar, known as ‘The Garden City’ due to the array of parks and gardens found throughout the city. Continuing along the coastal road, you’ll see the famous flower clock and enjoy lunch in the city. After lunch, you’ll head to Casablanca Valley to visit a vineyard, learn about their winemaking process, and taste their famous wine. You’ll return to your hotel in Santiago in the evening.

View of Santiago from the trees.

Day 14 - Departure from Santiago

Enjoy a final breakfast before getting picked up by your private driver and transferred to Santiago International Airport for your return flight home.

After two luxurious weeks spent exploring Chile’s vibrant cities, spectacular natural wonders and lavish lodges, you’ll be leaving with a string of stories and special memories to look back on. If you’d like to continue your luxurious adventure, you can fly to Argentina for more astonishing scenery and superb wines or head to the end of the world in Ushuaia. From the southernmost city in the world, you can board a cruise ship for Antarctica, the world’s final frontier.

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Interested in this trip?

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Why Wayfairer

Wayfairer is committed to responsible travel values and aims to incorporate these into every aspect of our vacations and tours. We pay local guides and suppliers a fair wage, working only with accommodation providers committed to responsible initiatives. Our tour activities are always focused on authentic local experiences so that you can learn about the local culture.

Throughout your Luxury Chile Vacation, you’ll stay in luxurious properties with a focus on environmental and social sustainability. Over half of the staff at Alto Atacama are indigenous, and you’ll have the chance to listen to their stories and interact with their culture, while La Casona of Matetic Vineyard is a family-run vineyard using sustainable practices to produce world-class wines. At Tierra Patagonia, you’ll be surrounded by the landscapes and wildlife of Torres del Paine National Park, and you can go trekking, sailing and horseback riding with local gauchos, learning about traditional Patagonian life.

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