Chile 2-Week Tours & Itineraries

Explore 9 trips designed by local kimkim specialists to get ideas for your trip to Chile.

When that annual two-week holiday finally rolls around, why not make the Patagonian wilderness, high-altitude deserts, and fertile wine country of Chile your holiday destination? You could visit the lunar valleys and spouting geysers of the Atacama Desert followed by a sojourn to Easter Island. You could team up with a loved one and embark on a multi-day trekking adventure around the glaciers and mountain lakes of Torres del Paine National Park, in Patagonia. For a more relaxed outing, how about city tours of metropolitan Santiago and bohemian Valparaiso. You could even enjoy wine tasting in Chile’s renowned Maipo Valley.

See our itineraries below or read our guide to the best 14-day trips in Chile.

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Valle de la Luna (Moon Valley) close to San Pedro de Atacama
Map of Wonders of Chile - 14 Days
Wonders of Chile - 14 Days

On this two week trip, you’ll visit many of the classic places that have made Chile an iconic country for travelers and mountaineers alike. You’ll journey to places like the Atacama Desert and the Patagonian glaciers as you discover a land of myths and mountains. You’ll also have the chance to stay in Santiago and Valparaíso to get a sense of Chile’s city life.

Torres del Paine National Park, Patagonia
Map of W Trek & Central Chile Adventure - 14 Days
W Trek & Central Chile Adventure - 14 Days

It's unlikely you'll ever pack so much culture, nature, and adventure on a two-week holiday then you will with this 14-day Chilean itinerary. It starts with a culinary tour of Santiago, where you'll delve into the culture of the city one bite at a time. Then it's off to Torres del Paine, one of Chile's premier national parks and a must-visit destination for trekkers from across the globe. You'll then head to northern Patagonia to experience less-visited but equally beautiful Aysén region. Pack your winter gear, because things are going to get cold on this intrepid adventure you won't soon forget.

Torres del Paine National Park
Map of Chile Grand Tour: Santiago, Atacama, Torres del Paine & Easter Island - 14 Days
Chile Grand Tour: Santiago, Atacama, Torres del Paine & Easter Island - 14 Days

Discover the incredible diversity of Chile's landscapes on this action-packed two-week adventure. Get to know the vibrant capital of Santiago, then head into the arid and otherworldly environs of the Atacama Desert. Venture south to Patagonia to hike to the towering peaks of Torres del Paine National Park before flying across the South Pacific to explore the mysterious icons and windswept coastlines of Easter Island.

Moai statues on Easter Island
Map of Chile Highlights Adventure - 14 Days
Chile Highlights Adventure - 14 Days

The secret's out: Chile is one of the most naturally beautiful countries in Latin America, which places it high in the running for one of the most naturally beautiful countries in the world. This two-week adventure covers three of its most incredible regions. The first major stop on the itinerary is the northern Atacama Desert, which is famous for its lunar landscapes, steaming geysers, and expansive salt flats. Then it's off to Torres del Paine, the most-visited national park in Chilean Patagonia. Finally, you'll visit Rapa Nui, or Easter Island as its commonly known, to discover the secrets of its great stone idols.

View of Osorno volcano from Petrohue waterfall
Map of Exploring Santiago & Chile's Lake District - 14 Days
Exploring Santiago & Chile's Lake District - 14 Days

On this active and comprehensive 14-day itinerary, you will discover one of the lesser-visited gems of South America: Chile's Lake District, where central Chile meets Patagonia. First, you'll take a food tour of the capital of Santiago. Then it's wine tasting and a jaunt to the coastal seaport of Valparaiso, one of the most colorful cities in Latin America. Next you're off to the southern city of Puerto Montt, where you'll visit the mythical island of Chiloé. The remainder of your trip has it all: penguin colonies, kayaking fjords, trekking through native Alajuela forest, hiking up to glaciers, and much, much more.

Laguna Capri at the base of Mt. Fitz Roy
Map of Patagonia Adventure for Couples - 14 Days
Patagonia Adventure for Couples - 14 Days

This two-week itinerary explores Patagonia's most breathtaking sites at a relaxed pace while staying in comfortable accommodations. Kick off in Chile's capital before continuing south to Torres del Paine National Park for glaciers, turquoise lakes, and thrilling day hikes. Finish across the border in Argentine Patagonia for more glaciers and a secluded mountain lodge with a variety of outdoor activities, not to mention iconic views of Mt. Fitz Roy.

The mountain landscapes of Torres del Paine National Park
Map of Wonders of Chile: Patagonia, Lake District & Santiago - 14 Days
Wonders of Chile: Patagonia, Lake District & Santiago - 14 Days

Take in rugged mountains, pristine fjords, and lush wine country on this diverse 14-day journey through Chile's greatest highlights. Start in the country's far south, where you'll hike through the wilds of Torres del Paine National Park, visit penguins on the Strait of Magellan, and horseback ride across a traditional Patagonian estancia. Head north to kayak and climb through the spectacular scenery of the Lake District, then wind down with a final three days in Santiago. After a trip filled with activity and adventure, enjoy a change of pace as you explore the vibrant capital and take relaxing day trips to the nearby wine country and colorful villages of the Pacific coast.

Torres del Paine National Park
Discover Chile's Lake District & Patagonia - 14 Days

Make your way around a series of unforgettable natural attractions — including national parks, mountain peaks, icy glaciers, penguin colonies, pristine lagoons, and more — on this two-week tour around Chilean Patagonia and the Lake District. Bookended on both sides with a few days in the bustling capital city of Santiago, the itinerary takes you first to Patagonia and the cities of Punta Arenas and Puerto Natales, gateway to Torres del Paine National Park. Move on to the Lake District, side-tripping to the mythical island of Chiloé. Trek through native forests to waterfalls and marvel at volcanoes before heading back to Santiago, where the trip comes to a close.

One of the stunning turquoise lakes in Torres del Paine National Park
Map of Adventure in Chilean Patagonia: Torres del Paine, Strait of Magellan & Lake District - 14 Days
Adventure in Chilean Patagonia: Torres del Paine, Strait of Magellan & Lake District - 14 Days

Discover the reason so many travelers head south to Chilean Patagonia on this 14-day itinerary. From the turquoise waters of the Lake District to the penguin colonies of Isla Magdalena, this region offers an endless array of natural sites to explore. Get close to the action as you reach out and touch the glaciers of Torres del Paine, kayak alongside sea lions and dolphins in the Strait of Magellan, and hike to the edge of the active Osorno Volcano.

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