Exploring
Chile’s Wine Regions

Bespoke Wine Tours

Welcome to the Tours Menu, where you’ll find our popular day tours to some of the different wine regions close to Santiago.

All of these tours leave from and return to most Santiago hotels.  Other arrangements such as the Santiago Airport, Valparaiso or San Antonio Passenger Terminal pick-ups or drop-offs can also be arranged by special request.

Our Wine Tours are designed for small, personal groups, hosted by a bilingual guide and, most importantly, tailored to give you an unforgettable experience in Chilean wine country. We specialize in full day tours and multi day itineraries to get the most out of your day and visit to Chile. Our groups range from 2 to 30 guests in comfortable, modern, air conditioned transport.

Chile Wine Trails

Expert led chilean wine tours

Chile Wine Trails helps you discover the beauty of Chile’s wine regions.

We’ve done all the hard work so that you can relax and enjoy a day of personalized wine tours and discovery.

Wine Enthusiast & Founder

Kylie

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Chile Wine Trails

Choose from one of our designed wine tours, or provide us with information regarding your preferences and needs so we can design the perfect wine visit for your. Tour prices include all transport and related costs, winery visits and lunch where specified lunch. Generally we ask for a minimum of 2 days notice when booking to ensure the arrangements are available.

What our clients say

  • star rating  Wine tours - Perfect experience visiting Vina Tarapaca and Vina Odfhell. She is the perfect host that knows all the owners and the wines. She is a blast

    avatar thumb W6863XSjc
    June 28, 2025

    star rating  Great introduction to Chilean wines  - Outstanding day. Rodrigo was our driver/ guide for the day and he was the perfect companion got us. He provided us with information about the wine culture in Chile and... read more

    avatar thumb Terry-and-Dot
    May 6, 2025

    star rating  Casablanca Cool Climate Tour  - Great Casablanca Cool Climate winery tour with Carolina.
    Pickup at hotel was as promised, on time. Very nice vehicle. Driver was very good.
    All the wineries were excellent. Lots... read more

    avatar thumb Glen M
    March 27, 2025

    star rating  Book ASAP!  - Kylie was such a delight. She made sure the whole process was seamless from start of planning to the end of the trip, and we had so much fun exploring... read more

    avatar thumb Erin S
    May 30, 2024
  • star rating  Amazing Chile Wine Experience - worth the wait.  - We tried to do this trip in March 2020. It was worth the wait. Kylie was super connected, accommodating and created a marvelous Chile wine experience. ... read more

    avatar thumb roysL5904IN
    April 25, 2024

    star rating  Best Wine Tours EVER (and we do alot!)  - Our tour was actually arranged by another guide that we used in Argentina and we couldn't have been happier! Kylie was our guide ( a group of 8) and was... read more

    avatar thumb AtlTravelQueen
    March 23, 2024

    star rating  We had a wonderful day visiting 3 wineries in the Casablanca valley with Kylie. It was such a relaxed experience - not having to think about anything because Kylie took... read more

    334sonjar
    February 22, 2023

    star rating  I simply cannot imagine how the tour that Kylie designed and booked for us could have been better. Not only did we have someone to drive us so that we... read more

    Jennifer K
    February 11, 2023
  • star rating  Top notch wine tour. I contacted Kylie through a recommendation and I’m so glad that I did. My husband and I were picked up on time (Kylie arrived early) and... read more

    nixon5
    February 6, 2023

    star rating  Wow. Wow...what a great day with Kylie to two great wineries. Our group of 11 all seemed to enjoy the beauty of the country, the comfortable vehicle, safe driver and... read more

    MickieB45
    January 21, 2023

    star rating  An amazing two days in the capable hands of Kylie and Julio(Driver) visiting two great wine valleys outside of Santiago. Great communication and very varied selection of wineries on our... read more

    walshaust
    May 29, 2022

    star rating  My wife and i recently booked and took an all day trip to cadablance with visits to 3 wineriws and could not have been more pleased..pwner did a great... read more

    jackpine2
    February 25, 2022
  • star rating  Having worked in Napa, this trip blew my mind. Kylie created a wonderful day for our group. The Maipo Valley creates amazing wines. The moments of drinking wine in the... read more

    corym217
    August 30, 2021

    star rating  We were two couples who had just got off a cruise ship. All of us have toured .wineries across the world - France, Italy, California, Canada, Australia, and New... read more

    rlk33853
    March 27, 2020

    star rating  If you want a boring wine tour with very little wine samples and food....do not book this tour! Kylie is a wonderful hostess who goes out of her way to... read more

    PaulDM8
    March 5, 2020

    star rating  Kylie planned an incredible trip to two vineyards in the Casablanca Valley. The first, an organic wine tour paired with chocolate & cheese. The second, a unique vineyard with very... read more

    mirandartravel
    February 14, 2020
  • star rating  Kylie guided my husband and me around three wineries in the Aconcagua Valley last week (Jan 2020). The tour was excellent. Kylie is knowledgeable, friendly, and definitely knows her wines.... read more

    687dawnj
    January 22, 2020

    star rating  This is a very belated review (our tour with Kylie was in late-2016), but my wife and I had an excellent tour of Alto Maipo together with Kylie and another... read more

    Sid9175
    October 9, 2019

    star rating  We spent our honeymoon and Chile including a two day tour of the Colchagua Valley with Kylie which was the highlight of the trip for both of us. Over two... read more

    Brian A
    September 16, 2019

    star rating  Kylie met us when we got off our cruise ship in San Antonio. What a wonderful guide and person Kylie is. She is very organized and runs her... read more

    Cid68
    March 11, 2019
  • star rating  I had organised a group of people from a cruise stop in San Antonio on 7th March.

    Kylie had been great with communicating before hand and dealing with my... read more

    AuroraUK
    March 10, 2019

    star rating  we ate we drank we got merry. And all off the usual beaten track of Chilean enoturismo. We asked Kylie to put together a package that would be interesting... read more

    alicadden
    January 15, 2015

    star rating  Kylie is a well connected and experienced tour guide in Chile. Her Casablanca tour hits all the high points, including Emiliana, House, Casa Botha, and Casas del Bosque. ... read more

    JackRivers121609
    January 10, 2015

    star rating  This was a really amazing tour that made us feel looked after and catered to. Kylie prepared a totally customized tour for us, with an amazing price-value, specific to the... read more

    JR_Ewing_TX
    January 5, 2015
  • star rating  I had a great experience with Kylie, the owner of Chile Wine Trails. She's very knowledgeable and fun at the same time. She affords her groups personal attention and personality.... read more

    HollyG14
    December 4, 2014

    star rating  I had done other Casablanca tours with longer-established companies, but we thought we'd see what Kylie had to offer. I was sold when I saw that her tour included... read more

    SarahLNZ86
    November 23, 2014

    star rating  We met Kylie before coming to Santiago and was happy to hear she ran wine tours from Santiago. We had a convenient meeting point and were with a family of... read more

    suzanne g
    April 2, 2014

Chile Wine Trails

Tastings & Tours

Personalized, bilingual tours from an expert and insider team of locals.

Chile Wine Trails

Corporate & Tailored Tours

Looking for an activity for a group, company or organization? Do you have a particular style of wine travel that you want to live out in Chile? We love a challenge.

Chile Wine Trails

Virtual Wine Tastings

Even if you are sheltered in place, find out how we can help bring Chile’s wine country to you with our virtual wine tastings.

Message from Kylie

We thrive on creating unique memorable food & wine experiences

Small or Private Groups in comfortable Vehicles