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Join us in a tailored Maipo Valley tour: scenic stops, premium wine tastings, and deep dives into wine culture, chilean typical food and the history of the Cajon del Maipo tourism destination and of course, Chile.
We strongly believe that personalized services are the best way of traveling. As we only do private tours, we are able to adapt to all your needs during your tour experience.
Feel, listen, see and smell Chile by seeing Chile with us! We immerse you into the real Chilean culture by taking you to places where you will experience the true daily life of locals discovering what they are like, what they do, and why they do it.
Our guides know the best places to make your visit unique. They are very passionate about answering your questions and teaching you about our culture, history, and sharing their personal stories.
Infants and small children can ride in a pram or stroller
Service animals allowed
Specialized infant seats are available
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Games for children with ADHD and Autism
Important note: The remaining (hours) will be allocated for travel time from pick-up to drop-off. Please note that times at each location may vary as we adapt to your needs and preferences. In addition, there may be traffic depending on the day of the tour.
Santiago
Your private wine adventure begins with a warm welcome from our knowledgeable local guide, who will pick you up directly from your accommodation in Santiago. As you travel through the city toward the Cajon del Maipo Tourism Destination, your guide will share fascinating stories about the different areas of city and about Chile’s heritage and offer insights into local life with valuable information.
Cajon del Maipo
You’ll stop at the entrance to the Cajón del Maipo area for a panoramic view of the mountains and river. At the same time, you’ll gain insight into the political events of the Pinochet dictatorship.
Pickup included
Private transportation
Bottled water
A native and bilingual guide with years of experience
Entrance to the vineyard and tour premium with 3 wine tasting
Typical Chilean Lunch for every person
Visit San Jose de Maipo town
Visit the area of San Jose and view to the volcano
All Fees and Taxes
Visit the mountain valley and Maipo river
If required by winelovers - a guide with a European Master on wine tourism & WSET level 2
Visit Tinoco Tunel and Casa de Chocolate
Tips
Breakfast
Visit to Embalse El Yeso (Closed from May to end-November)
Select a pickup point
For a full refund, cancel at least 24 hours before the scheduled departure time.
47 reviews
Total reviews and rating from Viator & Tripadvisor
porterbr,May 27, 2026
- Review from Tripadvisor
What a wonderful tour of the Chilean Andes and local towns this was! With Ignacio as my personal guide, I saw so many examples of Chile’s natural beauty, including breathtaking landscapes, as well as an historical town and a first-class winery, rich with Chilean history and unique architecture. I particularly appreciated Ignacio’s knowledge of Chile’s independence movement in the 19th century, as well as his insights into the country’s more recent social progress and governmental evolution over the last 50 years. This was an eye-opening and educational you’re which I will never forget!
JOSHUA G,May 23, 2026
- Review from Viator
We had a great day of weather, a comfy and safe drive, saw the volcano, short hike to a waterfall, and ate some really good food. Corn pastry and empanadas pino are a must at reataurants along the route. Great advice from Ignacio on the winery visit. Would not change anything.
JOSHUA G,May 23, 2026
- Review from Tripadvisor
We had a great day of weather, a comfy and safe drive, saw the volcano, short hike to a waterfall, and ate some really good food. Corn pastry and empanadas pino are a must at reataurants along the route. Great advice from Ignacio on the winery visit. Would not change anything.
andr cJ6565XW,May 13, 2026
- Review from Tripadvisor
Ignatius was the best guide we've ever had. Very attentive and most importantly, careful with the explanations. Everything was perfect!
Claudia C,May 2, 2026
- Review from Tripadvisor
Lovely walk. The places visited all very nice. The excellent guide knew a lot and was very friendly. We did the walk at our own pace, as we enjoyed each stop. Lunch was very good. Thank you so much!
Arvind V,Apr 8, 2026
- Review from Viator
Ignacio was very engaging and informative on this tour. He did do his best to make it interesting given the constraints with regard to the closure of the road into Cajon del Maipo. A short walk to the edge of the reservoir was the the only option. We were able to get a private wine tour to Besoain winery a family owned business. Overall a great experience.
Pegeen A,Feb 19, 2026
- Review from Tripadvisor
Great trip with Nacho! He took such great care of us and filled our day with a very well planned itinerary! Great lunch with some new Chilean food and drinks no to try. Loved our experiences at two wineries. Would highly recommend this trip!
Pegeen A,Feb 18, 2026
- Review from Viator
Absolutely amazing trip! Nacho was so attentive to our needs! He mapped out a perfect itinerary for a full day and dropped us off at the airport. Would highly recommend this tour!
Tafiya K,Jan 28, 2026
- Review from Tripadvisor
We had a fantastic tour with City Trekking. Ignacio was a wonderful guide throughout. We learned about Chilean history, took in the amazing views, and had a delicious lunch. We were driven safely through the Andes mountains and appreciate it so much. A lot of thought and care went into our itinerary and it shows. We highly recommend this tour company for visiting Cajon del Maipo.
Scott F,Jan 17, 2026
- Review from Viator
This day was a highlight of our trip to Chile. Ignacio took great care of us and showed us so much in the Cajon Del Maipo area. Between the lunch, Embalse El Yeso, and winery - we had a perfect day of touring and sightseeing with City Trekking Guide. Thank you :)
Operated by City Trekking Guide