Day 1: Santiago – The Vibrant Capital
Start your Chile adventure in Santiago, the country’s bustling capital. Santiago is surrounded by mountains, giving it a unique backdrop that’ll have you reaching for your camera more than once.
Kick off your day with a stroll through Bella Vista, Santiago’s bohemian district. It’s full of colorful street art, trendy cafés, and bars. Stop by La Chascona, one of poet Pablo Neruda’s former homes, for a peek into the eccentric Nobel laureate’s life.
Afterward, head to Cerro San Cristóbal. You can walk up or take the funicular to the summit, where panoramic views of the city and Andes Mountains await.
For lunch, try some local food at the Mercado Central. This bustling market is famous for its seafood, especially paila marina, a hearty seafood soup that’ll fill you up for a day of sightseeing.
Spend the afternoon at Plaza de Armas, Santiago’s main square. It’s a good place to people-watch and catch your breath while gazing at important colonial buildings like the Metropolitan Cathedral.
If you have time, while in the square, head over to the Museo Chileno de Arte Precolombino. It houses an impressive collection of pre-Columbian artifacts from all across South America.

Wrap up your evening with dinner at one of the many restaurants in Lastarria. This neighborhood is known for its vibrant nightlife and good eats. Try a local wine and pair it with a traditional dish like pastel de choclo, a savory corn and meat pie.
Day 2: Valparaíso – The City of Color
On day two, take a short bus ride or drive to Valparaíso, Chile’s most colorful coastal city. It’s full of hills, murals, and quirky charm that’ll win you over instantly.
Once in Valparaíso, explore the Cerros (hills). Check out Cerro Alegre and Cerro Concepción, some of its most famous. Walk the historic quarters filled with colonial architecture and colorful graffiti. It’s like every corner of this city has some form of street art.
Jump on one of the city’s iconic funiculars. These old elevator cars are a cheap and fun way to get up the steep hills, and they give you great views of the city and port below.
For lunch, hit up one of the many small seafood joints by the port. Valparaíso is known for its fresh catches, so grab ceviche or a whole-grilled fish to fully enjoy what the coast has to offer.
In the afternoon, visit La Sebastiana, another house of Pablo Neruda. Just like in Santiago, this house is filled with unique mementos and offers some great views of the city and sea below.
Before heading back to Santiago, walk along the harbor to watch the boats. It’s a chill way to enjoy the coast and wind down your day. Head back in the evening for a relaxing night at your hotel or Airbnb.

Day 3: Cajón del Maipo – Nature and Adventure
After a couple of urban days, it’s time for some outdoor adventure. Escape the city for Cajón del Maipo, a canyon located around an hour from Santiago.
The area is a favorite weekend getaway for locals and offers lots of outdoor opportunities. You can hike, kayak, or simply enjoy the picturesque volcanic landscapes.
Start your day early. If you’re into hiking, Parque Nacional El Morado is where you want to go. You’ll be rewarded with breathtaking views of glaciers and jagged mountain peaks, all while breathing in that crisp, fresh air.
If hiking isn’t your thing, take a drive to Embalse El Yeso, a beautiful reservoir set against snow-capped mountains. You can spend some time here just taking it all in. It’s a great spot for those Instagram shots, too!

For lunch, you can pack a picnic or stop at one of the small local restaurants in San José de Maipo. If you’re looking for something hearty, you can try cazuela, a traditional Chilean stew.
In the afternoon, consider heading to Baños Colina. These natural hot springs are tucked away in the Andes, and it’s a perfect spot to relax and soak your muscles after a long day of adventure.
Return to Santiago in the evening and treat yourself to a quiet dinner. This is a good night to recharge for the second leg of your journey.

Day 4: Atacama Desert – Moon-Like Landscapes
Today you’ll fly north to Calama, the gateway to the Atacama Desert, one of the driest places on Earth. From Calama, it’s about an hour’s drive to San Pedro de Atacama, the desert’s main hub.
Once in San Pedro, spend some time getting to know the small town. You’ll find plenty of budget-friendly and cozy eateries along the main street, Caracoles. Grab a light lunch here before heading to one of the region’s top attractions.
In the afternoon, go to Valle de la Luna (Valley of the Moon), a short ride from San Pedro. The unique moon-like landscape will have you feeling like you’re on another planet. Explore the salt flats, giant sand dunes, and rugged rock formations.
Plan to stick around for sunset. You’ll see the entire valley change from golden to deep red as the sun drops below the horizon. It’s unforgettable.
For dinner, head back to town and hit up one of the cozy cafés. San Pedro is small, so it’s easy to find a place that serves good traditional food and local beer.
Make sure to rest up; tomorrow will be another day filled with incredible landscapes.
Day 5: Explore Geysers and Salt Flats
On your last day in the Atacama, it’s worth waking up early to visit the Tatio Geysers. These are one of the highest geyser fields in the world, sitting at over 4,000 meters above sea level. It’s quite an adventure getting there, but once you do, standing in the cold morning air while geysers erupt around you is magical.
After visiting the geysers, enjoy a hot breakfast and make your way back to town. If you’re not tired yet, check out the local salt flats, the Salar de Atacama. This vast expanse of salt is crucial for the country’s lithium production, but it’s also home to incredible wildlife, including flamingos!
Before heading back to Santiago, explore the Laguna Cejar. The mineral content in the water allows you to float effortlessly, making for a unique swimming experience in the desert.
Return to town in the evening and grab a final meal of empanadas or traditional Chilean barbecue. If you’ve got the energy, you can join one of the local star-gazing tours to enjoy the clear desert skies.
Conclusion
This flexible five-day itinerary gives you a taste of Chile’s diverse landscapes. You get to enjoy the vibrancy of Santiago and Valparaíso, the adventure of Cajón del Maipo, and the surreal beauty of the Atacama Desert.
Of course, there’s so much more to explore in Chile, but this journey will give you a well-rounded experience you’ll remember forever.
Whether you want to immerse yourself in nature or explore the lively cities, Chile has something for everyone. Just remember to take your time, enjoy the views, and embrace the local culture. You’ll definitely want to come back for more!
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