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Top Chile Trips & Tours in May 2026

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Discover Chile in May 2026 on one of these 39 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2026 as you enjoy Hiking, Wildlife Viewing, Village Visits, Wine Tasting, and Biking. Prices for trips in May 2026 range from $175 to $7,815 for a vacation of 5 to 13 days. Choose any of the below 39 itineraries in May 2026 and customize it when you contact one of Adventure Life's expert Chile trip planners.
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    • Chile
View of Osorno volcano behind Puerto Varas
from $4,375
EXPLORE

Puerto Varas & Lakes District: An Active Hiking Adventure

Roundtrip Puerto Varas - 7 Day Itinerary
  • Visit Lake Llanquihue
  • Explore Alerce Andino National Park
  • Observe endemic penguins at Puñihui
  • Calbuco Volcano exploration
  • Experience the El Solitario trail
Starts / Ends
Puerto Varas / Puerto Montt
Activity Level
Moderate
Plan your perfect 7-day hiking adventure in Chile’s Lake District, starting from Puerto Varas. Experience breathtaking views of the Osorno and Calbuco volcanoes, explore Vicente Pérez Rosales National Park, Lake Todos Los Santos, and Alerce Andino, and visit Chiloé Island. Finish your trip on the El Solitario trail before returning to Puerto Varas.
Tour Details
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Trek the Route of the Parks of Patagonia
from $5,356
EXPLORE

Rincon Bonito: Patagonia's Hidden North

10 Day Itinerary
  • Rafting adventure on Petrohue River
  • Cochamo Valley Exploration
  • Paddling in Reloncaví Fjord
  • Trek the North Patagonian Andes
Starts / Ends
Puerto Montt / Puerto Varas
Activities
Kayaking, Whitewater Rafting
Activity Level
Moderate
On the 10-day Rincon Bonito: Patagonia's Hidden North tour, explore Puerto Varas and the Chilean Patagonia Lake District. Highlights include a walking tour along Lake Llanquihue, rafting on the Petrohue River, a visit to Cochamo Valley, and a paddling adventure in the Reloncavi Fjord. Conclude the trip with a trek through the North Patagonian Andes.
Tour Details
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The Island of Chiloé
from $7,075
EXPLORE

The Islands of Chiloe & The Route of the Parks of Patagonia

10 Day Itinerary
  • Scenic walking tour of Puerto Varas
  • Osorno Volcano & Rewilding Activity
  • Natural Wonders of Chiloé
  • Visit Castro & Culinary Adventures
  • Explore the Route of the Parks
  • Chaitén Volcano & Scenic Return
Starts / Ends
Puerto Varas / Puerto Varas
Activities
Volunteering
Activity Level
Easy Active
Join this 10-day adventure through Chiloé and Patagonia's Route of Parks, beginning in Puerto Varas. Discover Chiloé's culture and landscapes while exploring hidden trails and participating in rewilding projects. Experience the breathtaking scenery of Patagonia, with its temperate rainforests, volcanoes, fjords, and the Andes.
Tour Details
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Chile Wine Adventure
from $3,506
EXPLORE

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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Stars in the Atacama Desert sky
from $2,970
EXPLORE

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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The island of Chiloe
from $2,737
EXPLORE

Highlights of Chiloe

4 Day Itinerary
  • Ferry Ride with views of the Andes
  • Northern Chiloe Village Exploration
  • Hiking in Tepuhueico Park
  • Unique endemic wildlife spotting
  • Cultural exploration of Castro
  • Visit to Chepu River
Starts / Ends
Puerto Varas / Puerto Varas
Activities
Local Market Visits, Wildlife Viewing, Village Visits, Cooking Classes
Activity Level
Easy Active
Chiloé island in Chile. Enjoy a Chiloé culture and wildlife tour on this 4-day Chiloé island trip. Ride a ferry to misty villages, sample local oysters, spot penguins, hike through lush Tepuhueico forests to the dramatic “Dock of Souls,” wander UNESCO wooden churches and palafitos in Castro, then relax by the Chepu River in local comfort.
Tour Details
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Explore Easter Island
from $1,250
EXPLORE

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
Activities
Archaeological Site Visits
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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Whitewater rafting adventure on Chile's Rio Futaleufu
from $900
EXPLORE

Lakes District Adventure

4 Day Itinerary
  • Enjoy rafting on the Petrohue River
  • Discover Perez National Park
  • Bike along Lake Llanquihue
Activity Level
Moderate
Explore the Chile Lakes District regions, with its beautiful natural scenery and opportunities for adventure. Enjoy nature hikes, whitewater rafting, biking, and a taste of the Welsh local culture of Puerto Varas. Combine this short extension with other Chile tours and extensions, or the Chiloe Island Adventure!
Tour Details
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Rainbow over Torres del Paine
from $6,260
EXPLORE

Chile North to South Premium

13 Day Itinerary
  • Discover Santiago
  • Explore the Atacama Desert
  • Hike on epic trails in Perez Rosale
  • Enjoy rafting on Chile's rivers
Activity Level
Easy Active
Discover Chile's awe-inspiring geographical and natural extremes on this upgraded 13-day, multi-destination trip. From the world's driest desert to the volcanic peaks, the wild Patagonian steppe, the country's vineyards, unique activities, and exclusive boutique accommodation, this trip has everything for a deluxe scenic Chilean adventure.
Tour Details
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from $2,376
EXPLORE

Rio Serrano Hotel & Spa - Torres del Paine

5-6 Day Itinerary
  • Explore Rio Serrano Hotel & Spa
  • Outdoor trips within Rio Serrano
  • Enjoy an all-inclusive experience
  • Daily half or full-day excursions
Starts / Ends
Torres del Paine / Torres del Paine
Activities
Hiking, Spa Relaxation, Horseback Riding
Activity Level
Variable
Enjoy a 5-day all-inclusive adventure along the Serrano River, a 38-km waterway colored by Southern Ice Field sediments. Located in Río Serrano village, the hotel is the largest in Torres del Paine and offers easy access to hiking, horseback riding, fly fishing, and mountain views. Just 86 km from Puerto Natales, enjoy daily guided excursions.
Tour Details
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Puntiagudo Volcano, a snow-cappedd volcanic chain in Chile, near Osorno Volcano
from $2,650
EXPLORE

Chile's Three Lakes & Volcanoes Crossing

Chile Small Group Tour - 4 Day Itinerary
  • Hike the Desolacion Trail
  • Boat ride to Puntiagudo Valley
  • Hike to Lake Rupanco
  • Visit hot springs by Lake Rupanco
Starts / Ends
Puerto Varas / Puerto Varas
Activities
Homestays
Activity Level
Moderate
Join a 4-day trek in Chile's Lake District, connecting three lakes and volcanoes. Hike the Desolación Trail to Lake Todos Los Santos, take a boat to Puntiagudo Valley, and trek 8.5 km to a family lodge. On day three, hike 18 km to Lake Rupanco for stunning views. End with a soak in natural hot springs before returning to Puerto Varas.
Tour Details
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Colchagua Valley
from $4,302
EXPLORE

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
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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Trekking in Patagonia in view of the iconic horns
from $7,815
EXPLORE

Patagonia Collection: Multisport Route of the Parks

Patagonia Small Group Tour - 11 Day Itinerary
  • Small Group Multisport Tour
  • Experience Patagonia's heritage
  • Discover 17 parks along Patagonia
Starts / Ends
La Baita Ecolodge / Puerto Natales
Activities
Biking
Activity Level
Variable
This 11-day Route of the Parks small group multisport tour from Temuco to Puerto Natales is perfect for travelers looking to experience Patagonia. It includes hiking, biking, and rafting. Travel through the 17 parks, and engage with the region's nature, local communities, and culture, all while supporting rewilding efforts.
Tour Details
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Horse ride in Macizo Paine
from $4,560
EXPLORE

Estancia Cerro Guido Experience

5 Day Itinerary
  • 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
Starts / Ends
Punta Arenas / Punta Arenas
Activities
Fishing, 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.
Tour Details
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Explore the otherworldly Valley of the Moon
from $5,600
Savings
EXPLORE

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
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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Chiloe Island adventure
from $2,968
EXPLORE

Chiloe Island Adventure

8 Day Itinerary
  • Admire the view of Osorno Volcano
  • Paddle Río Petrohué into Reloncaví
  • Enjoy lunch with locals
  • Hike along the coast to penguins
  • Visit Valley of the Sunken Forest
  • Enjoy water activities
  • See Dalcahue UNESCO World Heritage
  • Biking to Chiloé National Park
Starts / Ends
Puerto Montt / Puerto Montt
Activities
Stand Up Paddle Boarding
Activity Level
Easy Active
Experience Chile's Lake District on this 8-day active adventure and discover the natural and cultural beauty of Chiloé Island. Visit UNESCO churches and fishing villages, kayak through fjords, bike to Chiloé National Park, and see penguins, dolphins, and other wildlife along the Pacific coast.
Tour Details
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Explore the exotic plant life in Alerce Adino National Park
from $1,745
EXPLORE

Chilean Lake District

5 Day Itinerary
  • Hike Alerce Andino National Park
  • Hike to Petrohue Waterfall
  • Explore Puerto Varas
  • B&B on Lake Todos los Santos
Activity Level
Relaxed
Explore the pristine lakes, rivers, and volcanoes that make up the Chilean Lake District on our 5 day tour. Nature hikes, wildlife viewing, kayaking, and fly fishing are activities that will ensure you experience all aspects of the Chilean Lake District!
Tour Details
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Guanaco in Torres del Paine
from $3,200
Savings
EXPLORE

Explora Torres Del Paine

5 Day Itinerary
  • Hike through Patagonia
  • Search for Patagonian wildlife
  • Choose your excursions
Starts / Ends
Explora Torres del Paine / Torres del Paine National Park
Activities
Wine Tasting
Activity Level
Easy Active
Explora Torres del Paine is in the middle of the Torres del Paine National Park. It offers beautiful views of the Lake Pehoe and 49 rooms. Explora also has its own spa, ranch, and stables for your enjoyment and you can choose from a variety of excursions to create your optimal itinerary.
Tour Details
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