South America Wine Tour: Chile, Argentina and Uruguay

What to expect on this itinerary
In South America, there is magic in the wind, a stirring in the air, and a delicious glass of wine in your hand. There is history and culture, romance and passion, and the most decadent reds and delicate whites you’ve ever had. There is fine food and fine art, world-class museums and out-of-this-world scenery, and somewhere along the way, you realize: California and France have nothing like this.
Customizable Itinerary
Santiago – Bienvenidos
Touch down this morning in stunning Santiago, where you can climb mountains in the morning and enjoy a sunset over the Pacific in the evening. You’ll be transferred by private car from the airport to your centrally located four-star hotel, where you’ll feel the vibrancy and joie de vivre of this remarkable city. Take a moment to drop off your luggage and recover from your overnight journey, and then prepare for an amazing introduction.
Your tour of Santiago begins at its civic center, the heart of soul of this metropolitan marvel: the Plaza de Armas. Here, you’ll take in the astounding Metropolitan Cathedral of Santiago, a neoclassical masterpiece that dominates the eye with its elegance and grace. Visit the gorgeous Central Post Office building, whose façade gives off the inescapable luxury of the best-known cities of Europe. The Palacio de Real Audiencia is the former seat of the courts of justice. Continue on to La Moneda, where the Presidential Palace sits directly above the fascinating Centro Cultural Palacio de Moneda – one of the best places in the city to catch local artists and artisans plying their wares and honing their skills. Then, set out for Santa Lucia Hill, where the city was originally founded in the middle of the 16th century.
The tour ends with a stroll through some of the cities most unique and unforgettable districts. Bellavista offers a wide array of markets and fairs as well as a charmingly bohemian ambiance, while the residential neighborhoods of Vitacura, Las Condes, and Providencia showcase some of Santiago’s finest examples of architecture. In the evening, you’ll want to hit one of the city’s excellent jazz clubs – the Club de Jazz de Santiago is perhaps the city’s best, and it attracts some of the finest talents from around the world.
What's Included:
Santiago – An Introduction to Chile’s Bustling Wine Scene
Mendoza – Crossing the Andes to Argentina
Mendoza – The Fruits of Argentina’s Viticultural Regions
Mendoza – A Day of Exploration in Western Argentina
Colonia del Sacramento – Heading East to Uruguay
Colonia del Sacramento – Discovering Uruguay’s Oldest City
Buenos Aires – Making Your Way to Inimitable Buenos Aires
Buenos Aires – Hitting the Highlights in Argentina’s Cosmopolitan Capital
Buenos Aires – The End of Your Latin American Adventure
Trip Highlights
- Discover the many charms of sensational Santiago, from the idyllic Santa Lucia Park, to the lively scene at the Plaza de Armas, to the enticing nightlife
- Enjoy the life of a gourmand in marvelous Mendoza, the center of Argentina’s wine country and the home to some of the finest restaurants, hotels and museums in the country
- Explore the vineyards and wineries of South America, from the up-and-coming establishments that fill Chile’s Central Valley, to the established master craftsmen that work their magic in western Argentina
- Visit beautiful Colonia del Sacramento, the oldest city in Uruguay and a UNESCO World Heritage Site since 1995, where the waters of the Rio de la Plata give way to a village that is as historic as it is charming
- Experience all of the passion and grandeur of breathtaking Buenos Aires, from the tango dancers that fill the streets of La Boca, to the stately sophistication of Palermo and Recoleta, to the stretch of the Avenida 9 de Julio, the widest street on the planet
Detailed Description
From the rapid-fire Spanish that sings through the streets of Buenos Aires to the serenity of Colonia del Sacramento, to the unbeatable scenery that surrounds Santiago - Argentina, Uruguay, and Chile are three countries that cast an irresistible spell over locals and visitors alike. This 10-day tour will show you all the best that the Southern Cone has to offer, and is sure to inspire your imagination and delight all of your senses.
Begin in Santiago, where the blue waters of the Pacific give way to the craggy rises of the Andes, and where the history and culture fill the air from the highest peaks to the rolling surf. Journey on to Uruguay’s oldest city, Colonia del Sacramento, a stirring relic to the imperial desires of Spain and Portugal as well as the creative impulses of the Uruguayan people. Encounter the irresistible allure of Buenos Aires, where romance echoes from every street corner and where history is found in even the most seemingly mundane quarters. And, of course, spend some time at some of the best wine-growing regions of the world, from Concha y Toro in the fertile Chilean valleys to masterful Mendoza, the largest wine producer on the continent. This is a tour for culture lovers as well as wine lovers, and it’s one that you’re sure to remember for the rest of your life.
Starting Price
$4,100 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1095 reviews
We loved working with Zicasso’s travel specialist during the planning phase of this three-week trip to Argentina and Chile. She took the time to listen carefully to our trip goals, our “must-dos,” and our “don’t likes.” She helped us design our dream journey, put all the pieces together by working with her contacts in-country, was available for questions, provided her advice and guidance along the way, and made modifications as needed.
She was a pleasure to work with and we could tell that her main goal was to ensure we would have the trip we wanted and that everything would go as planned. She was also available during our trip in case anything went astray and ensured we had local contacts in case they were needed. We had the trip of a lifetime, and she made it happen for us. We are very grateful for her help and will definitely use her again for future trips.
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We had a wonderful trip, thanks to Zicasso’s travel specialist and the tour operator. We had to skip Brazil due to personal schedules, but Chile and Argentina were great. All the hotels, drivers, and guides were outstanding. We were very pleased with everything!
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This is the third trip we’ve booked through Zicasso and we’ve already booked our fourth for 2026.
Zicasso’s travel company did a great job.
We really enjoyed our trip to Argentina and Chile. All the hotels were great and the transfers went smoothly. We enjoyed the excursions. Some we liked better than others, but that’s to be expected. We really enjoyed our time in El Chalten, El Calafate, and Torres del Paine. The scenery was spectacular. Patagonia should be on everybody’s bucket list if they enjoy hiking and the great outdoors.
Thanks again to this travel company for setting everything up. We also really appreciated the service they provided during the trip. When we had a question or needed to move a couple of things around because of weather, they were easy to get a hold of and very helpful. That’s important, as there’s always something that comes up.
I would definitely recommend this travel company to anyone wanting a private, customized trip to Argentina and Chile.
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Overall, Zicasso’s travel company did an excellent job with our vacation. One of the most important factors that we value about an agency is how well it executes the trip logistics.
This vacation ranks as one of our top three when it comes to complexity and difficulty of coordination, as this trip involved 10 separate plane rides (with several being limited in availability), multiple overland transfers to and from different airports (some of them hours long), and transportation that was dependent on close synchronization with the hotels themselves. The execution was simply flawless. We made every flight with time to spare, all of our drivers were punctual to early, and we reached every destination safely and in comfort. Even more impressive was the fact that, despite all this, we never felt rushed at any point and we always had time to get three square meals (sometimes more) a day.
The travel company always checked in during each segment of the trip, and all the necessary documents and information for each transfer were uploaded early. It was a zero-hassle trip that was perfectly implemented and that, by itself, makes this travel company one of the best of the best that we have ever worked with.
With all that said, the trip wasn't entirely flawless. Of the five major hotels that we stayed at, only one truly lived up to its five-star reputation and paid value. The other hotels, unfortunately, all had various flaws that ranged from safety issues to service mishaps and, while the details of these flaws are beyond the scope of this review, they did detract a bit from the overall enjoyment of the experience. Certainly, one can argue that these are first-world complaints; however, a five-star rating with five-star prices (not to mention the numerous advertised awards) are naturally held to more exceptional standards and, as a whole, our hotels, unfortunately, fell somewhat short.
Another aspect where we had issues arise was related to our excursions. Prior to the beginning of the trip, we had inquired about pre-scheduling the excursions for each of our destinations. We were told that, while the hotels would discuss and schedule the excursions with us on arrival, they did accept and try to accommodate excursion requests that were made ahead of time. Consequently, we spent a good amount of time reading the list of excursions from each hotel, discussing the best choices for the family as a whole, and then sending our list of preferred excursions to the travel company, which then reported forwarding our requests to the hotels. However, we came to find out that all that work was a huge waste of time and effort. None of the hotels even knew that we had pre-requested excursions and we wound up having to re-pick which excursions we wanted to go on. This was initially not an issue (as we ended up either getting what we originally wanted or going with something better), until we reached Patagonia.
Because of how far each airport was from the hotel in the Lake District and Patagonia, we wound up arriving at our hotel in Patagonia after midnight. Not only did we miss the entire excursion orientation, but because the hotel never knew about our pre-requests, we were told there were only two excursions left that we could choose from and neither of them had been one of our initial choices.
The next morning was somewhat of a disaster, as we were not only late for the excursion (since we never received information about the excursion etiquette in Patagonia), but the excursion we chose wound up being a hike that half of the family was ill-prepared for. Luckily for us, once the excursion guides heard our story of what happened the night before, they bent over backwards to get us into the excursions that we initially wanted and we were able to salvage and enjoy our Patagonia portion. With that said, the initial fiasco was obviously stressful and upsetting, and while it's difficult to pinpoint who made the mistake, the point here is that the ball was dropped, so to speak.
Additionally, our day excursion to Valparaiso was, unfortunately, one of the worst trip segments we have ever had in the history of our family vacations. The chosen guide was just horrendous. Our guide provided little information about the parts of Valparaiso that we were able to visit, spent most of the time trying to hawk local products to purchase, and in the four hours we were there, it felt like all we did was look at numerous street art and graffiti. We saw nothing of value during our outing and the experience ultimately left a sour taste in our mouths. It sadly became just a huge waste of our time and money, which is tragic given what the city reportedly has to offer.
Additionally, this day is going to be a big “what if” for us for another reason. During our initial review, we thought the winery tour that was included was in Valparaiso itself and that we would stay the whole day in the city sampling its local cuisine. Unfortunately, the winery was actually back in the Casablanca Valley and we had to leave the city completely. Now, we were already staying at a winery hotel in the region, which made this winery tour and lunch completely extraneous and unnecessary. Overall, we felt this was a poorly arranged day that would have benefited from additional discussion and editing in the planning stages.
All things considered, however, we would still give this travel company the highest rating because, for us, a strike on an activity or hotel choice does not make or break an agency. It's whether or not they got the logistics right and if we were able to get to where we needed to go and see what we needed to see stress-free and without any issues. It's also whether or not the agency is available for assistance in case of an emergency. In this regard, the travel company delivered in spades and they undoubtedly succeeded in giving us a trip of a lifetime. We would, without hesitation, be happy to use them again if we get a chance to return to Chile.
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Our trip was more than we could have hoped for. The care with which our trip was planned and executed by Zicasso's travel company was outstanding, as were the people, activities, and locations that were part of it all. Thank you very much. We’ll be in touch again.
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The trip was epic. The activities that Zicasso’s travel partner recommended were wonderful. The logistics and coordination were outstanding!
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