Top Chile Trips & Tours in October 2026

from $2,506

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Discover Easter Island

5 Day Itinerary

• Visit an ancient funeral site
• Explore Anakena Beach
• Visit the most important Moai sites
• View the quarry where Moai were cut

Starts / Ends

Santiago / Orongo

Activities

Archaeological Site Visits, Village Visits

Activity Level

Relaxed

Explore Easter Island on this 5-day visit! Discover the ancient history of this culturally rich island. Day trips include hiking and visits to the Rano Kau volcano, the volcanic crater of Rano Raraku, and other sacred regions where the famous 100-ton basalt Moai statues tower over the countryside.

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from $3,066

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Patagonian Explorer: Ushuaia to Punta Arenas

Ushuaia to Punta Arenas - 5 Day Itinerary aboard MV Stella Australis

• Walk at Wulaia Bay trails
• Reach Pia Glacier’s viewpoint
• Zodiac to Porter Glacier

Starts / Ends

Ushuaia / Punta Arenas

Activity Level

Variable

A 5-day trek between Ushuaia and Punta Arenas across some of the most breathtaking scenery and remote places on the planet will take you across Patagonia. Join Stella Australis and take a Zodiac tour of Condor Glacier to see some of the many Andean condors that populate the area.

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from $3,023

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South American Three City

10 Day Itinerary

• Wine, beach & culinary tour options
• Attend an intimate tango show
• Visit Christ the Redeemer
• Explore Ipanema & Copacabana

Activity Level

Relaxed

Take in the sights, sounds, food, and culture as you explore Santiago, Buenos Aires, and Rio de Janeiro. This 10 day itinerary includes free days and optional activities so you can set the pace of your South American vacation!

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from $2,800

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Highlights of the W Trek with Glamping

Torres del Paine - 5 Day Itinerary

• Hike the famous W Trek trails
• See Pingo Valley's elusive deer
• Explore Grey Glacier up close
• Hike to Lago Toro Lookout
• Discover wetlands of Laguna Azul

Starts / Ends

Puerto Natales / Laguna Azul

Activities

Wildlife Viewing, Camping, Hiking

Activity Level

Challenging

Set out on the highlights of the W Trek in Torres del Paine and discover well-known locations such as Grey Glacier, Las Torres, and French Valley. Hike with 360° views of the Paine River and Southern Patagonia Icefield, spot wildlife in Pingo Valley, and savor breathtaking views of the Paine Massif. Each night, unwinding back at the Riverside Basecamp.

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from $4,680

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Explora Easter Island

5 Day Itinerary

• Discover the mysteries of Rapa Nui
• Explore iconic sites
• Experience unique culture
• Enjoy adventure sports

Starts / Ends

Easter Island / Explora Rapa Nui

Activities

Horseback Riding, Spa Relaxation

Activity Level

Easy Active

Experience Rapa Nui's history, culture, and landscapes on foot, by bicycle, and underwater with snorkeling and scuba diving. Enjoy a 5-day vacation at the Explora Rapa Nui hotel, surrounded by forests, grasslands, and views of the Pacific Ocean.

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from $4,160

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Explora Patagonia National Park

5 Day Itinerary

• Enjoy adventure sports
• View Patagonian wildlife
• Learn Patagonia history

Starts / Ends

Explora - Patagonia National Park / Explora - Patagonia National Park

Activities

Wine Tasting

Activity Level

Easy Active

The Explora lodge in the Patagonia National Park is the ideal starting point for a trip to the Aysén region. With their off-the-beaten-path adventure, Explora delves deeper into the natural landscapes of this region than anybody else has done before.

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from $5,519

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Darwin's Route from Ushuaia

Ushuaia Roundtrip - 9 Day Itinerary aboard MV Ventus Australis

• Learn about the great navigators
• Zodiac to Porter Glacier
• Walk near Aguila Glacier’s lagoon
• Learn about Magellanic penguins

Activities

Whale Watching

Activity Level

Variable

Embark on a 9-day Patagonia adventure aboard MV Ventus Australis, tracing Darwin’s historic route through the Fuegian Archipelago, round-trip from Ushuaia, to the breathtaking landscapes at the world’s end.

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from $2,116

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Torres Del Paine Kayaking

3 Day Itinerary

Activities

Fishing, Kayaking

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.

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from $2,075

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Colchagua Valley Wine Escape

3 Day Itinerary

• Enjoy horse ride at VIK winery
• Trek across the Colchagua Valley
• Visit the Lapostolle Winery

Starts / Ends

Santiago / Santiago

Activity Level

Relaxed

Sample some of Chile’s internationally renowned wines on this three-day getaway in the enchanting Colchagua Valley, exploring the vineyards in style via walking and horseback riding before spending the nights in luxury accommodations after full days of wine-induced decadence.

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from $711

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Valparaiso and Viña del Mar

3 Day Itinerary

• Visit historic sites of Valparaiso
• Taste local wines
• Explore Viña del Mar's beaches

Starts / Ends

Santiago / Casablanca

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.

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from $895

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Serrano River Navigation

2 Day Itinerary

• Zodiac into Torres del Paine Park
• Spot various Patagonian wildlife
• Unwind at Ecocamp

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.

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from $181

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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!

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from $221

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Atacama Archaeological Tour

½ Day Itinerary

Starts / Ends

Atacama Desert / Atacama Desert

Activity Level

Relaxed

Explore in 2026 with a relaxed journey through the Andes and Atacama Desert. Enjoy easy archaeological visits and stunning landscapes with minimal effort. Perfect for comfort seekers, this trip blends culture and nature in , part of . Plan for 2027 too!

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from $275

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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.

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from $184

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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.

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from $175

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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.

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from $461

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Osorno Volcano and Petrohue Waterfall

1 Day Itinerary

Starts / Ends

Puerto Varas / Puerto Varas

Activity Level

Relaxed

The Osorno and Petrohue Waterfall Day-Tour is the perfect program for those who love the outdoors. Discover the mysteries hidden in the Cordillera de Los Andes and its majestic Osorno Volcano, one of the highest peaks in southern Chile. Visit Llanquihue Lake, fish for trout at Río Pescado waterfalls, and take pictures of the beautiful Lake of All Saints.

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from $405

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Wine Tours - Premium Maipo Valley

1 Day Itinerary

Activity Level

Relaxed

Tour Perez Cruz, a boutique winery located on the estate grounds of the Perez Cruz family, then head towards Santa Rita winery to experience its grape variety garden. Enjoy a delicious lunch in Santa Rita's traditional restaurant, "Doña Paula," a beautiful mansion of colonial architecture with paintings displayed from artistic movements.

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