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Vineyards of Chile

Top Chile Trips & Tours in October 2026

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Discover Chile in October 2026 on one of these 59 tours hand-selected by the travel experts at Adventure Life. Explore the best of during October 2026 as you enjoy Hiking, Wildlife Viewing, Horseback Riding, Village Visits, and Archaeological Site Visits. Prices for trips in October 2026 range from $175 to $67,700 for a vacation of 5 to 20 days. Choose any of the below 59 itineraries in October 2026 and customize it when you contact one of Adventure Life's expert Chile trip planners.
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Chile Wine Adventure
from $3,506
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Chile Wine Adventure

8 Day Itinerary
  • Explore Santiago City
  • Discover Los Dominicos
  • Bike through Colchagua Valley
  • Visit Viña del Mar and Valparaíso
Starts / Ends
Santiago / Santiago
Activity Level
Moderate
Hike, bike, taste wine, and enjoy traditional Chilean cuisine on this week-long tour through the Santiago Valley. Your journey includes a city tour of Santiago's historical sites and a tour of several local wineries. This tour can be customized to increase or decrease the activity level based on your preferences.
Tour Details
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Breathtaking view of Torres del Paine
from $5,772
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Chile North to South

13 Day Itinerary
  • Biking and wine tasting
  • Explore the Atacama Desert
  • Rafting in the Lake District
  • Hike in Torres del Paine
Activities
Whitewater Rafting
Activity Level
Easy Active
This 13-day tour of Chile takes you from Northern Chile's Atacama Desert, to Santiago, the Lake District, then Torres del Paine. Along the way, enjoying hiking, biking, wine tasting, rafting, and other activities as you experience both the metropolitan and natural sides of Chile.
Tour Details
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Guanaco in Torres del Paine
from $2,250
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Patagonia Wildlife Safari

5 Day Itinerary
  • Choose activity level of excursions
  • Hike to the base of the towers
  • Visit the Salto Grande waterfall
  • See 100,000+ Magellanic penguins
Activity Level
Relaxed
On this tour of Chile's Southern Patagonia region experience penguins, guanacos, Darwin's Rheas, Andean foxes, and more as you hike or even bike Torres del Paine. Optional excursion available to explore the Straits of Magellan to Magdalena Island, where you can see over 100,000 Magellanic penguins!
Tour Details
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Sea kayaking in Patagonia
from $5,957
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Torres del Paine Multisport

6 Day Itinerary
  • Kayak on Lago Grey with icebergs
  • Biking with views of the Towers
  • Horseback ride with gaucho guides
  • Hike to the base of the towers
Activities
Fishing
Activity Level
Moderate
Explore Torres del Paine in this multisport tour of Patagonia's best while hiking, biking, kayaking, horseback riding, and trekking! With EcoCamp as your home base, explore magnificent Patagonian mountains, glaciers lakes and rivers spotting guanacos and ostrich-like rheas.
Tour Details
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Kayaking near Aysen, Chile
from $3,900
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Discover Aysen

6 Day Itinerary
  • Kayak Marble Caves & Cathedrals
  • Visit the Exploradores Valley
  • Raft down the Baker River
  • Horseback & fly fishing options
Starts / Ends
Balmaceda / Balmaceda
Activity Level
Easy Active
Hike, raft, and kayak your way through Aysen, Chile on our active 6-day Patagonia adventure. Designed for outdoor enthusiasts, you'll explore the Marble Caves, Exploradores Glacier, and the Baker River. This tour also offers an array of optional excursions including horseback riding, fly fishing, and visits to San Rafael National park.
Tour Details
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Tierra del Fuego
from $3,066
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Fjords of Tierra del Fuego: Punta Arenas to Ushuaia

Punta Arenas to Ushuaia - 5 Day Itinerary aboard MV Ventus Australis
  • Hike to a viewpoint at Wulaia Bay
  • Visit the unique Pia Glacier
  • Explore legendary Cape Horn
Activity Level
Variable
Embark on a 5-day Fjords of Tierra del Fuego: Punta Arenas to Ushuaia cruise aboard MV Ventus Australis and witness pristine land where nature has reigned unchanged for millennia. Enjoy the authentic charm of this region and observe its highlights while sailing.
Cruise Details
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Stars in the Atacama Desert sky
from $2,970
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Awasi Atacama Desert

4 Day Itinerary
Activity Level
Relaxed
Spend your nights in San Pedro de Atacama on these 3 to 5-night luxury Chile tours with flexible itineraries that explore the best of the Atacama like the Valley of the Moon, Lasana Valley, and the El Tatio geysers.
Tour Details
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What a view.
from $2,358
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Classic W Trek

Torres del Paine Trek - 8 Day Itinerary
  • Hike the famous W Trek
  • Explore Grey Glacier up close
  • Hike to the base of the towers
  • Enjoy backcountry glamping
Starts / Ends
Punta Arenas / Santiago
Activity Level
Challenging
Experience the world's ultimate hiking adventure trekking the W Trek in Torres del Paine, Chile. 6 of the 8 days are spent trekking the Paso Los Cuernos trail towards Refugio Los Cuernos and down into the French Valley. Experience panoramic views of Grey Glacier, witness the gigantic spires of El Paine, and enjoy a stay at EcoCamp.
Tour Details
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Explore Easter Island
from $1,250
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Classic Easter Island Group tour

5 Day Itinerary
  • See the superb Moai Stone Statues
  • Admire spectacular ancient ruins
  • Discover beautiful volcanoes
Starts / Ends
Easter Island / Hotel Otai
Activity Level
Relaxed
Immerse yourself in the mystical culture, epic landscapes, and ocean views of legendary Easter Island. Visit the mysterious Moai statues, walk and drive around the island’s best natural and archeological sites, and learn more about this fascinating island!
Tour Details
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W-Circuit Torres del Paine
from $3,500
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Hotel Las Torres - Torres del Paine

4-8 Day Itinerary
  • Relax in Hotel Las Torres
  • Choose from several excursions
  • Enjoy flexible time for activities
Activity Level
Relaxed
Located near the base of the towers that give Torres del Paine its name, this hotel offers a range of activities. Enjoy trekking, light hiking, or horseback riding as you explore Chile's famed National Park. When you are ready to relax for the day you can rest in comfort at the Las Torres Patagonia hotel.
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Colchagua Valley
from $4,302
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Best of Chile’s Central Valley

8 Day Itinerary
  • Explore Colchagua Valley
  • Discover Viña Casa Silva
  • Experience Rosario Valley
  • Visit Isla Negra
Starts / Ends
Santiago / Santiago
Activities
Biking, Wine Tasting, Urban Exploration
Activity Level
Relaxed
Enjoy an adventure on this unique 8-day Best of Chile’s Central Valley Tour. Explore Santiago and Valparaiso and tour wineries in the Colchagua and Casablanca Valleys on this breathtaking Chile wine tour. Taste various wines and experience urban Chile; the region is known for producing some of the world’s finest wines.
Tour Details
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Pristine villages in small inlets
from $2,720
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Chonos Route

Puerto Montt Roundtrip - 6 Day Itinerary aboard MV Skorpios II
  • Explore picturesque Chiloe Island
  • Explore fishing town Puerto Aguirre
  • Whale watch on the Corcovado Gulf
  • Visit San Rafael Glacier
Starts / Ends
Puerto Montt / Puerto Montt
Activities
Whale Watching
Activity Level
Variable
Embark on a 6-day cruise aboard MV Skorpios II, beginning and ending in Puerto Montt, and sail over 800 miles through the magical age-old ice formations, glaciers, stunning archipelagos, channels, and small gulfs. Admire the vast island-peppered sea as you disembark to explore small towns and soak in the region's famed hot springs.
Cruise Details
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from $3,000
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Easter Island Complete Adventure

5 Day Itinerary
  • Explore Ahu Akivi, Tahai and more
  • Enjoy Anakena Beach's white sand
  • Explore waters of near Motu Nui
  • Visit the crater of Rano Kau
Starts / Ends
Santiago / Easter Island
Activities
Hiking, Horseback Riding, Village Visits, Archaeological Site Visits, Snorkeling
Activity Level
Easy Active
Take a 5-day Easter Island Complete Adventure and explore moai statues, ancient sites, and stunning nature. Visit Ahu Akivi, Tongariki, and Rano Raraku. Swim at Anakena Beach, snorkel at Motu Nui, and ride horseback to hidden ruins. Watch the sunset at Tahai. Visit Orongo and learn local stories at the crater of Rano Kau.
Tour Details
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Cape Horn Biosphere
from $5,519
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Darwin's Route from Punta Arenas

Punta Arenas Roundtrip - 9 Day Itinerary aboard MV Ventus Australis
  • Explore beautiful Wulaia Bay
  • Visit historical Ushuaia
  • Hike at Garibaldi Glacier
  • Admire Andean condors
Starts / Ends
Punta Arenas / Punta Arenas
Activity Level
Variable
Join the MV Ventus Australis on a magical adventure. Starting from Punta Arenas and traveling all the way to Cape Horn and back, this voyage has it all. Explore the wonders of Patagonia while you learn more about the interesting mix of cultures in Ushuaia and admire the breathtaking views.
Cruise Details
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Puerto Natales, Patagonia
from $3,450
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Nomads of Patagonia Route

Puerto Montt-Puerto Natales - 8 Day Itinerary aboard MV Skorpios III
  • Visit Puerto Aguirre Village
  • Relax in Quitralco Fjord
  • See Puerto Eden’s footbridges
  • Ride boats to El Brujo Glacier
Starts / Ends
Puerto Montt / Puerto Natales
Activities
Wildlife Viewing, Local Market Visits
Activity Level
Variable
Embark on a scenic 8-day Patagonia cruise from Puerto Montt to Puerto Natales aboard MV Skorpios III. Navigate through dramatic channels, fjords, and mountain landscapes. Disembark in Puerto Natales after an unforgettable journey through one of the world’s most beautiful regions.
Cruise Details
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Zodiac trip to see penguins.
from $5,519
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Darwin's Route from Punta Arenas

Punta Arenas Roundtrip - 9 Day Itinerary aboard MV Stella Australis
  • Cruise through the Beagle Channel
  • Spot Magellanic penguins
  • Hike to viewpoint at Wulaia Bay
  • Zodiac to Porter Glacier
Starts / Ends
Punta Arenas / Punta Arenas
Activity Level
Variable
Embark on a 9-day expedition cruise through Patagonia and Tierra del Fuego aboard MV Stella Australis. Experience the remote landscapes of Patagonia aboard a comfortable expedition ship designed for adventure in one of the most pristine regions on Earth.
Cruise Details
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Explore the otherworldly Valley of the Moon
from $3,520
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Explora Atacama

5 Day Itinerary
  • Experience Puritama hot springs
  • Visit Atacama Desert
  • Discover Atacama's hidden gems
Starts / Ends
Altiplánico San Pedro de Atacama / Atacama Desert
Activities
Wilderness Lodge Exploration, Spa Relaxation
Activity Level
Easy Active
Immerse in an all-inclusive adventure in the heart of Atacama and witness geysers, salt flats, lagoons, volcanoes, and dunes. Experience Explora's cozy lodging, including its spa and gastronomic offerings, and various excursions like a trip to the observatory to witness some of the world’s clearest skies and thermal baths in Puritama hot springs.
Tour Details
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Trekking in Torres del Paine provides spectacular views of mountains, glaciers and lakes
from $2,130
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Patagonia Camp - Torres del Paine

4-8 Day Itinerary
  • Choose from daily excursions
  • Hike to the base of the towers
  • Kayak or fish Toro Lake
  • Search for Condors & other fauna
Starts / Ends
Puerto Natales / Puerto Natales
Activities
Kayaking
Activity Level
Easy Active
Patagonia Camp is located on the shores of enormous Lake Toro and facing the Paine Massif, only 15 km from the Torres Del Paine Park’s administration center and close to the the main attractions that have made Torres del Paine world famous. Enjoy trekking, light hiking, fishing, kayaking as you explore Chile's famed National Park. 
Tour Details
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