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Vineyards of Chile

Top Chile Trips & Tours in October 2025

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Discover Chile in October 2025 on one of these 84 tours hand-selected by the travel experts at Adventure Life. Explore the best of during October 2025 as you enjoy Hiking, Wildlife Viewing, Village Visits, Horseback Riding, and Kayaking. Prices for trips in October 2025 range from $136 to $83,098 for a vacation of 5 to 24 days. Choose any of the below 84 itineraries in October 2025 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
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.
  • Explore Santiago City
  • Discover Los Dominicos
  • Bike through Colchagua Valley
  • Visit Viña del Mar and Valparaíso
Tour Details
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Breathtaking view of Torres del Paine
from $4,930
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Chile North to South

13 Day Itinerary
Activities
Biking, Whitewater Rafting, Local Market Visits
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.
  • Biking and wine tasting
  • Explore the Atacama Desert
  • Rafting in the Lake District
  • Hike in Torres del Paine
Tour Details
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Guanaco in Torres del Paine
from $2,355
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Patagonia Wildlife Safari

5 Day Itinerary
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!
  • Choose activity level of excursions
  • Hike to the base of the towers
  • Visit the Salto Grande waterfall
  • See 100,000+ Magellanic penguins
Tour Details
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Sea kayaking in Patagonia
from $5,180
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Torres del Paine Multisport

6 Day Itinerary
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.
  • Kayak on Lago Grey with icebergs
  • Biking with views of the Towers
  • Horseback ride with gaucho guides
  • Hike to the base of the towers
Tour Details
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Kayaking near Aysen, Chile
from $3,900
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Discover Aysen

6 Day Itinerary
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.
  • Kayak Marble Caves & Cathedrals
  • Visit the Exploradores Valley
  • Raft down the Baker River
  • Horseback & fly fishing options
Tour Details
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Taste the wonderful wines of the region on a Chile tour
from $135
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Wine Tours - Concha y Toro

½ Day Itinerary
Activities
Cooking Classes
Activity Level
Relaxed
Enjoy a day trip outside of Santiago to one of South America's and one of the world's most renowned wineries - Concha y Toro. The scenery is expansive rolling hills draped with vineyards with the snowcapped Andes mountains as a backdrop. Don't miss the famous Casillero del Diablo - the cellar of the devil!
Tour Details
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Stars in the Atacama Desert sky
from $3,100
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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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Tierra del Fuego
from $2,466
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Fjords of Tierra del Fuego: Punta Arenas to Ushuaia

Punta Arenas to Ushuaia - 5 Day Itinerary aboard MV Ventus Australis
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.
  • Hike to a viewpoint at Wulaia Bay
  • Visit the unique Pia Glacier
  • Explore legendary Cape Horn
Cruise Details
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What a view.
from $2,162
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Classic W Trek

Torres del Paine Trek - 8 Day Itinerary
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.
  • Hike the famous W Trek
  • Explore Grey Glacier up close
  • Hike to the base of the towers
  • Enjoy backcountry glamping
Tour Details
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The shores of the Serrano River. Chile Kayaking!
from $782
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Serrano River Navigation

2 Day Itinerary
Activity Level
Relaxed
Adventurers sail the ice river of Ultima Esperanza Fjord, surrounded by waterfalls. Then continue upriver to Serrano Falls via zodiacs. Observe seals, sea lions, porpoises, and other Patagonian wildlife. Enjoy the stunning views of Torres del Paine from EcoCamp, or relax after your adventure.
  • Zodiac into Torres del Paine Park
  • Spot various Patagonian wildlife
  • Unwind at Ecocamp
Tour Details
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Such calm water while kayaking Patagonia
from $1,840
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Torres Del Paine Kayaking

3 Day Itinerary
Activities
Camping
Activity Level
Moderate
Enjoy a 3 day/2 night river kayaking and camping trip along the Serrano River in Chile's Torres del Paine National Park. Enjoy the breathtaking scenery and wildlife during this fully supported Chile tour.
Tour Details
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Valparaiso, Chile
from $613
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Valparaiso and Viña del Mar

3 Day Itinerary
Starts / Ends
Santiago / Casablanca
Activities
Wine Tasting, Village Visits
Activity Level
Relaxed
Enjoy a 3-day tour to the Chilean coast to visit the cities of Valparaiso and Viña del Mar. Explore the chic beach-side cities and taste local wines before returning to Santiago.
  • Visit historic sites of Valparaiso
  • Taste local wines
  • Explore Viña del Mar's beaches
Tour Details
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Atacama Desert
from $183
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Atacama Archaeological Tour

½ Day Itinerary
Starts / Ends
Atacama Desert / Atacama Desert
Activities
Archaeological Site Visits
Activity Level
Relaxed
Tour Details
0
Horse ride in Macizo Paine
from $4,560
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Estancia Cerro Guido Experience

5 Day Itinerary
Starts / Ends
Punta Arenas / Punta Arenas
Activities
Hiking, Wildlife Viewing, Fishing, Horseback Riding, Wilderness Lodge Exploration, Hacienda Visits
Activity Level
Relaxed
On this 5-day tour, visit a traditional estancia built outside of Torres del Paine National Park. Immerse yourself in real estancia life by learning the traditions and daily work of the gauchos. Travel through the most incredible landscapes using a 4x4 vehicle, or enjoy the natural beauty that surrounds the ranch on foot or by horseback.
  • Discover a 19th century estancia
  • Learn about the ranch life
  • See the famed Torres del Paine
  • Choose from a variety of activities
  • Explore in an all-terrain adventure
Tour Details
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Stroll past the quaint homes in Valparaiso
from $281
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Vina del Mar & Valparaiso

1 Day Itinerary
Activities
Urban Exploration
Activity Level
Relaxed
Visit two distinct and atmospheric cities with a day tour of Chile's Pacific Coast. Begin in Viña del Mar, a leading beach destination and South America's second popular tourist city. Glimpse the ornate wooden buildings that line this charming coastal town before heading inland to Valparaiso, where you can explore cobblestone streets and wander historical markets.
Tour Details
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Magellanic penguins
from $175
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Magdalena Island Penguin Colony

1 Day Itinerary
Activity Level
Relaxed
On this day trip from Punta Arenas, Chile, take a zodiac out on the Strait of Magellan to Magdalena Island where you will see over 100,000 penguins or hike to the lighthouse through the penguin colony. Enjoy the comic antics of these delightful creatures at close range.
Tour Details
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The Plaza de Armas is located in the heart of Santiago
from $150
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Explore Santiago

½ Day Itinerary
Activity Level
Relaxed
Start exploring Santiago, the capital of Chile, on this half-day tour! Visit La Moneda, and Plaza de Armas. Climb Cerro Santa Lucía and make your way through Bellavista's neighborhood.
Tour Details
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Trekking in Torres del Paine provides spectacular views of mountains, glaciers and lakes
from $2,040
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Patagonia Camp - Torres del Paine

4-8 Day Itinerary
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. 
  • Choose from daily excursions
  • Hike to the base of the towers
  • Kayak or fish Toro Lake
  • Search for Condors & other fauna
Tour Details
0
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