Chile 2-Week Tours & Itineraries

Explore 19 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 it's 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 Valparaíso, 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 forests, 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.

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.

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.

Stargazing in the Atacama Desert
Map of Relaxed Family Trip to Chile: Santiago, Easter Island, Lake District & Atacama Desert - 14 Days
Relaxed Family Trip to Chile: Santiago, Easter Island, Lake District & Atacama Desert - 14 Days

Immerse yourselves in Chile's natural beauty on this gently paced two-week family adventure that's perfect for families of all ages. Set out from Santiago for a day trip into the lush Maipo Valley, then fly to Easter Island to explore its remote beaches and mysterious statues. Jet south to the Patagonian Lake District for outdoor excursions in its national parks and thermal spas, and end in the country's far north, where the kids can dive into salt pools and spot constellations in the remote Atacama Desert.

Let the little ones play explorer as you explore Chilean Patagonia's great outdoors
Map of Chile North to South Family Adventure: Santiago, Atacama Desert & Patagonia - 14 Days
Chile North to South Family Adventure: Santiago, Atacama Desert & Patagonia - 14 Days

Introduce your intrepid little ones to three of Chile's standout destinations on this family-friendly two-week tour. Start in Santiago to stroll historic plazas and parks, ride funiculars through the hills of Valparaíso, and taste Chilean wine (and grape juice) at local vineyards. Then, it's off to the Atacama Desert for lunar landscapes, ancient petroglyphs, and steaming geysers. Jet south into Patagonia to wrap up your trip with kid-focused outdoor activities in the land of mountains, glaciers, and penguins.

See penguins and other wildlife in Patagonian Chile
Map of Chile Outdoor Adventure for Families: Santiago, Valparaíso & Patagonia - 14 Days
Chile Outdoor Adventure for Families: Santiago, Valparaíso & Patagonia - 14 Days

See the top highlights of Chile on this 14-day family tour filled with outdoor fun and adorable wildlife. Start in Santiago to visit historic neighborhoods and parks, meet friendly alpacas, and explore local vineyards. Head to the colorful coastal city of Valparaíso for street art, museums, and funicular rides, then it's off to Patagonia to mingle with curious penguins on Isla Magdalena, navigate to icy glacier walls by boat, and end with a trek through the incredible vistas of Torres del Paine National Park.

Explore Patagonia's famous Torres del Paine National Park at a family pace
Map of Epic Family Trip to Chile: Atacama Desert, Easter Island & Patagonia - 14 Days
Epic Family Trip to Chile: Atacama Desert, Easter Island & Patagonia - 14 Days

Unveil Chile's diverse highlights from north to south with this far-reaching, two-week family trip. From Santiago, you'll fly to the otherworldly Atacama Desert for stargazing and gentle hikes through its lunar landscapes. Encounter enigmatic moái statues and play on the volcanic beaches of Easter Island, then fly south to Patagonia to finish your adventure amid the penguins of Isla Magdalena and the dazzling mountain landscapes of Torres del Paine National Park.

Start in Chile's northern deserts before heading south to the Lake District and Patagonia
Map of Chile's Natural Wonders for Families: Atacama Desert, Lake District & Patagonia - 14 Days
Chile's Natural Wonders for Families: Atacama Desert, Lake District & Patagonia - 14 Days

Hop between deserts, mountains, and lakes on this two-week family trip through Chile. Bookended with a stay in Santiago, you and the kids will float in salt pools in the Atacama Desert, sail to penguin-filled islands in the Lake District, and visit glaciers and national parks in Patagonia. An itinerary of gentle hikes and scenic boat rides will keep young adventurers entertained, while relaxed excursions like a winery picnic, an alpaca farm visit, and a day trip to colorful, coastal Valparaíso will delight all ages.

Your luxury retreat on the doorstep of Torres del Paine blends with the landscape (photo courtesy of Tierra Patagonia)
Map of Off-the-Beaten-Path Luxury in Chile: Wine Country, Marble Caves & Patagonia - 14 Days
Off-the-Beaten-Path Luxury in Chile: Wine Country, Marble Caves & Patagonia - 14 Days

Get to know four distinct regions of Chile at a relaxed pace with this two-week luxury itinerary. Start your trip in style at a wine estate outside Santiago—complete with gourmet restaurant and tasting cellar. Then, it's off to an ecolodge in remote Aysén, where you'll cruise through the marble caves of Lago General Carrera. Continue deeper into Patagonia to a stylish retreat on the edge of Torres del Paine National Park, and end in historic Punta Arenas for wildlife tours and a taste of the local cuisine.

See the deserts and lagoons of the Atacama before flying south to Patagonia
Map of Luxury Wonders of Chile: North to South Grand Tour - 14 Days
Luxury Wonders of Chile: North to South Grand Tour - 14 Days

This two-week Chilean adventure will take you to its most scenic regions: the northern deserts, coastal wine country, and the wilds of southern Patagonia. And though this itinerary is jam-packed with outdoor activities, you won't sacrifice anything in terms of comfort—it's first-class treatment the whole way. Stay in luxury hotels and dine at the finest restaurants in between astronomy tours, visits to salt flats, glacier hikes in Torres del Paine, wine tours in the Casablanca Valley, and more.

Make your way south from Santiago to Patagonia, stopping for lakeside luxury in Pucón (photo courtesy of andBeyond Vira Vira)
Map of Luxury Lakes & Mountains of Chile: Santiago, the Lake District & Patagonia - 14 Days
Luxury Lakes & Mountains of Chile: Santiago, the Lake District & Patagonia - 14 Days

Enjoy the finer things in Chile (plus some memorable outdoor adventures) on this two-week luxury tour. Travel from north to south, starting in Santiago with gourmet dining, wine tours, and excursions to colorful Valparaíso. Then, make your way down to the Lake District and Patagonia, where you'll trek around glaciers and volcanoes, go kayaking on fjords, unwind with a relaxing dip in natural hot springs, and much more.

Combine rugged outdoor adventures with 4 and 5-star luxury as you explore Patagonia (photo courtesy of Singular Patagonia)
Map of Luxury Adventure in Chilean Patagonia - 14 Days
Luxury Adventure in Chilean Patagonia - 14 Days

Spend two weeks traveling in luxury as you explore the Chilean side of Patagonia—South America's ruggedly beautiful southern cone. This journey ticks all the highlights, from cruising the Magellan Strait to horseback riding in the Andes and trekking around the granite peaks of Torres del Paine National Park. Rounding out this memorable itinerary are wine and city tours in Santiago, plus hiking to volcanoes and visiting penguin colonies in Chile's captivating Lake District.

Discover the otherworldly landscapes of the Atacama Desert from a remote luxury retreat (photo courtesy of Nayara Alto Atacama)
Map of Luxury Chile Desert & Lake Adventure - 14 Days
Luxury Chile Desert & Lake Adventure - 14 Days

Throughout the long expanse of Chile are diverse landscapes ranging from glaciers and Patagonian peaks to arid deserts and vast salt flats. On this two-week luxury tour, you'll embark on adventures through such high-altitude deserts, plus fly south for a bit of fun in the Lake District, a region famous for its charming Germanic towns and snowcapped volcanoes. An added treat includes a few days in the capital of Santiago for gourmet dining, wine tasting, and sightseeing.

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