Skip to content

5-Day Itinerary in Chile: An Adventure in the Land of the Andes

Ready for an amazing trip to Chile? Hold onto our tips as we guide you through an incredible 5-day itinerary in this country, which is a pure spectacle of nature!

Day 1: Santiago – The Vibrant Capital

Have you arrived in Santiago? Great! The first day is for exploring the historic center. Walk through the streets full of history, visit Plaza de Armas, and don’t miss the imposing Metropolitan Cathedral. Oh, and of course, indulge in some Chilean empanadas because, well, good food is abundant here!

Take the cable car or funicular up Cerro San Cristóbal and enjoy a breathtaking panoramic view of Santiago! The Metropolitan Park invites relaxation, so bring your blanket, have a picnic, and enjoy the day like a true “santiaguino”.

Time to boost your cultural side! Visit the National Museum of Fine Arts and the Museum of Memory and Human Rights to learn more about Chilean history and art. And if you’re into a more alternative vibe, be sure to explore the Bellavista neighborhood, full of art galleries, bars, and trendy restaurants.

Day 2: Viña del Mar and Valparaíso

Take a day trip to Viña del Mar and Valparaíso, two charming coastal cities! In Viña, enjoy the beaches and casinos, and in Valpo, wander through the colorful streets full of urban art. And don’t forget to try the fresh seafood; it’s mouthwatering!

To get to Valparaíso, you can take a bus, and in just two hours, you’ll arrive in Valparaíso, a colorful city full of urban art. Don’t miss riding the classic funiculars for a breathtaking panoramic view! Then head to Viña del Mar, with its beaches and chic casinos. A perfect combo!

Day 3: Take a tour with wine tasting in the vineyards

If you enjoy good wine and are planning to explore Chile, you’re in the right place! We’ve selected 3 vineyards for you to explore.

Santa Rita Vineyard

This vineyard is like a trip back in time. Besides tasting some wonderful wines, you can explore the historic cellar where battles during Chile’s war for independence took place. Sensational. It’s particularly our favorite tour because it’s more comprehensive.

Concha y Toro Vineyard

This one is famous even in Brazil! Who hasn’t had a wine from this brand, right? The guided tour here is a complete experience, from the vineyards to the tasting. Oh, and don’t miss trying the Casillero del Diablo; it’s outstanding!

Undurraga Vineyard

This vineyard is a true paradise for those who love incredible landscapes. Besides learning about wine production, you’ll fall in love with the gardens and architecture of this place. Super Instagrammable!

Vik Vineyard

If you enjoy premium wine, this is the place to be. The modern architecture of this vineyard is already a spectacle, and the wines are simply divine. It’s a more exclusive experience, but worth every penny!

Montes Vineyard

To end on a high note, we couldn’t forget Montes Vineyard. Besides the delicious wines, you’ll be impressed by the panoramic view of the vineyards. And if you’re lucky, you might even meet the winery’s mascot, a beautiful donkey!

Day 4: Cajon del Maipo and Termas de la Colina

Cajón del Maipo

This place is a hidden paradise. Located close to Santiago, it’s a true refuge from the hustle and bustle of the big city. There, you’ll encounter breathtaking landscapes, with mountains, rivers, and even a reservoir. It’s the perfect place for hiking, practicing extreme sports, or just enjoying a picnic.

Termas de la Colina

These hot springs are located within Cajón del Maipo, so after a day of adventures in Cajón del Maipo, there’s nothing better than relaxing in Termas de la Colina, right? These thermal waters are a true gift from nature, with medicinal properties and a super relaxing vibe. It’s the ideal place to recharge and forget about your problems.

Day 5: Portillo OR Shopping in Santiago


Even with a tight schedule, if you’ve always wanted to visit Portillo, don’t worry, I have the solution for you: a day tour to Portillo to see one of Chile’s most famous lagoons.
Heading to the Andes mountains, where Portillo awaits us with open arms.

Shopping in Santiago

On the last day, you can also take the opportunity to do some last-minute shopping at the Central Market or at the craft fairs. And of course, a stylish farewell is a must, so choose one of the city’s typical restaurants and indulge in an authentic Chilean dinner.

So, did you enjoy the itinerary? Santiago is one of those places that wins you over on the first day and leaves you wanting more! So let’s plan this trip and embark on new adventures!

Until next time!

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.