Valparaiso & Casablanca Wine Tour: Private Day Trip from Santiago

We had a beautiful day with Constanza ( Connie) on our trip Her knowledge and generosity of sharing all things Chilean made our trip very special. The views on the walk were outstanding as was the lunch and beer at the end. Special mention needs to be made of the pie, pastel de choclo which really hit the spot. We loved the vineyard afterwards and felt like we had learnt so much about Santiago and Chile in general. Connie made the entire trip very special. Nga mihi nui Sally and Fletcher

Unforgettable Day Trip to Valparaíso & Casablanca – A Perfect Blend of Culture, Coast, and Wine! This full-day tour to Valparaíso and Casablanca Valley was nothing short of amazing — a perfect mix of coastal charm, vibrant street art, and world-class wine, all made even better by our brilliant and friendly guide who truly made the experience unforgettable. We started the day with a scenic drive through the beautiful Chilean countryside before arriving in Valparaíso, the colorful and historic port city. Our guide brought the city to life with incredible stories, local insights, and an obvious love for Valparaíso’s unique spirit. From the quirky hillside funiculars to the stunning murals of the open-air museum, every stop was full of character and history. We wandered through winding streets and alleys, stopping for photos, coffee, and hidden viewpoints that we never would have discovered without a local’s touch. In the afternoon, we headed to the Casablanca Valley, one of Chile’s premier wine regions, known especially for its crisp whites and elegant cool-climate reds. The wine tour at the vineyard was informative and engaging — we learned about the winemaking process from vine to glass and tasted several exquisite wines with a backdrop of rolling vineyards. The setting was beautiful, peaceful, and truly relaxing. Our guide was fantastic from start to finish — warm, knowledgeable, funny, and incredibly accommodating. They created a relaxed and welcoming atmosphere throughout the day, balancing fun with insight, and making sure everyone had a great time. This was the perfect day trip from Santiago — ideal for anyone wanting to experience Chile’s coastal charm and rich wine culture in one go. Highly, highly recommended!

We had a great time touring Valparaiso, with the fantastic architecture, history, and street art. Our guide, Rodrigo, was charming and extremely knowledgeable. The winery portion of the tour was beautiful and delicious. Would definitely recommend.

This was a wonderful tour customized to our interests. Rodrigo was so knowledgeable and passionate about the art and architecture in Valparaiso. He even organized a private boat tour around the harbor. Completely with the price.

We had five days in Santiago before going to Easter Island. The company arranged pickup from airport, city tour, Valparaiso, vineyard visiting and Andes hiking. Each day was great. The guides spoke perfect English, very informative and created fun days. This was very safe. Very unique. Recommend the company very highly.

We did two tours with Chile Off Track and both were fantastic. We went to Valparaiso and Casa de Bosque winery for one and then Laguna Del Inca and In Situ winery for the other. It was a unique experience to get a first hand idea of what Chile is like from locals. We really connected with our guides and had an amazing time. I highly recommend using this group if you visit the Santiago area.

I travelled to Santiago de Cuba with my family, stayed at the Melia Santiago excellent care from all the staff, arrived late at night and stayed quickly, even at the reception we were managed a snack as the restaurant was already closed

The trip is tailored to your preference as it's a private tour. So the best part of the tour was just going at our own pace and seeing the beautiful city of Valparaiso. There were a couple of tour items that were scheduled that we elected to not do just so we could spend more time in this city and that was perfect. We had a wonderful time.