1.Maipo Valley Wine Tasting Tour with 4 Vineyards

★★★★★★★★★★4.8 · 450 reviews · 10 hours · from $134Our pick

A 10-hour small-group Maipo Valley wine day with four winery stops, pisco, farm animals, scenic breaks, and easy hotel pickup.

“Loved this trip - our guide Nacho has a fabulous energy. We visited a unique low intervention organic vineyard first, and then 2 more commercial vineyards with the largest the last. Lunch was at an outdoor restaurant - who also have their own wines and a shop (tasting not included though). The mini bus had aircon and was comfortable - thanks to our driver Rodrigo for letting us do the drinking!”

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2.Viña del Mar, Valparaiso, with Wine Tasting

★★★★★★★★★★4.7 · 351 reviews · 10 hours · from $60

Small-group day trip from Santiago to Viña del Mar and Valparaíso, plus Casablanca wine tasting. Street art, cable cars, sea lions.

“Brilliant day. Great guide (Edu) and driver (Isaac). Really good variety of experiences. Highly recommended.”

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3.Inca Lagoon and Vineyard Visit with Wine Tasting

★★★★★★★★★★4.5 · 233 reviews · 10 hours · from $80

Small-group Andes day trip from Santiago to Portillo Inca Lagoon and InSitu vineyard, with brunch and wine tasting. Expert guide, great value.

“Great tour guide Janina, she made the trip interesting. The driver Alex was very safe and funny”

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4.Private Tour: Viña del Mar and Valparaíso Tour with Wine Tasting in Casablanca Valley

★★★★★★★★★★4.5 · 188 reviews · 8 hours (approx.) · from $170

Private 8-hour trip from Santiago to Valparaíso and Viña del Mar, with Casablanca Valley tastings, viewpoints, street art, and Neruda sights.

“Our guide/driver Luis was very nice, was full of information and was continuously sharing it, but his English was not quite up to our expectation, and the tour was not as expected or described. We were spoiled the day before, having had a guide with excellent English. At the 09:00 pickup, we were told we would stop for the wine tasting in about an hour, on the way to Valparaiso. I mention that 10:00 seemed a bit early for a wine tasting, and asked if we could do it on the way back from Valparaiso. When told it would complicate the schedule if we changed it, I said to proceed…”

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5.Tour to Isla Negra, Algarrobo and Undurraga Wines

★★★★★★★★★★4.3 · 136 reviews · 7 hours · from $76

7-hour Santiago day trip to Undurraga winery, Isla Negra and Algarrobo, with wine tasting and Neruda house visit.

“We had the best time! The wine tasting exceeded our expectations, the restaurant at Algarrobo was excellent and the Pablo Neruda museum at Isla Negra closed the a very successful tour. The tour guide Carlos was kind and provided an amazing experience!”

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6.Street Art in Valparaiso and Wines in Casablanca from Santiago

★★★★★★★★★★5.0 · 126 reviews · 9 hours (approx.) · from $125Top rated

Explore Valparaiso street art and coastal fish market, then unwind with Casablanca Valley wines on a small-group day trip from Santiago.

“Friendly fellow travelers, knowledgable guides and a safely driven tour van all made for an amazing Valparaiso experience. If you are in Santiago and looking to visit another nearby city this is the tour for you!”

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7.Casablanca world class wines, 4 vineyards & Tanino lunch stop

★★★★★★★★★★5.0 · 109 reviews · 9 hours (approx.) · from $149

Casablanca Valley wine tour from Santiago: Emiliana, Viñamar, RE, then Tanino lunch. Small-group tastings with lots of variety.

“This was one of the best experiences we’ve had. Our tour guide was extremely friendly, helpful and knowledgeable. The wineries were each different but outstanding. We had plenty of time at each. (Make sure to feed the alpacas at Emiliano.) The final stop for lunch was fantastic as well! (After tastings at 3 wineries you might opt for trying a pisco sour with lunch.)”

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8.Santa Rita Winery Selection Tour

★★★★★★★★★★4.5 · 103 reviews · 1 hour 10 minutes (approx.) · from $44Best value

Walk Santa Rita’s vineyards, taste Gran Reserva plus Ultra Premium wines, and spend free time at the Andean Museum in Santiago.

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9.“Premium Wine Tour” Viña Cousiño Macul Official english

★★★★★★★★★★5.0 · 97 reviews · 1 hour 45 minutes (approx.) · from $45

Premium wine visit at Viña Cousiño Macul in Santiago, tasting three wines with English guidance, historic cellars, and great value.

“It's a beautiful winery tour, we got to try so many different wines and our guide was very friendly and did a great job. I'm happy I went”

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10.World-class Wines, Visit to 4 Vineyards and Tanino

★★★★★★★★★★5.0 · 91 reviews · 10 hours · from $149

Small-group wine tour from Santiago through the Casablanca Valley, visiting Emiliana, Viñamar, RE, and Tanino for tastings.

“Our experience with Joao was excellent. There was very clear communication with him from the very start of our journey, so everything was smooth sailing. The wineries we visited were beautiful! Joao filled us in on the history and culture of the region, while also giving us ample time to explore each winery on our own. He even took some great pictures of us. Our overall experience with Joao was highly memorable. I would not hesitate to recommend him to my friends and family who want to take a day trip out of Santiago!”

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11.Valparaiso Port and Viña del Mar with wine tasting in Casablanca

★★★★★★★★★★5.0 · 81 reviews · 10 hours (approx.) · from $79

Santiago day trip to Valparaíso and Viña del Mar, with chicha, street-art hills, and Casablanca Valley wine tasting. Hotel pickup included.

“Fantastic day in Viña Del Mar and Valparaíso with Francisco! He did everything he could to make sure we had a great tour! This day trip from Santiago was absolutely worth it! Our guide was a wealth of information about Chilean history and we thoroughly enjoyed our day!”

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12.Alyan Winery Sunset with Wine Tastings and Dinner

★★★★★★★★★★4.7 · 75 reviews · 1 day · from $111

Alyan Winery sunset near Santiago. Boutique tour, 3-4 tastings, cheese-and-ham board, and an optional dinner, with pickup.

“Ondanks dat het in het Spaans was en ik begreep er niks van , vond ik de rest geweldig. Prachtige locatie hele vriendelijke mensen, leuke ambiance. Top”

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13.New Experience Concha y Toro Winery Tour from Santiago

★★★★★★★★★★4.0 · 62 reviews · 5 to 6 hours (approx.) · from $128

Concha y Toro from Santiago: centennial park, Devil cellar, Maipo views, and tastings, with hotel transport included.

“The driver arrived at the agreed time, was polite and took us safely to the vineyard. The climate was very unstable, cold and raining. The vineyard is a beauty and the internal tour is well organized, however, does not have structure to welcome visitors in rain conditions, as was the case. The people and children were completely wet during the walk through the gardens. We could observe grape planting from afar. The guide had some knowledge, but was unwilling to answer questions beyond the script.Auto-translated”

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14.Private Horseback Adventure in the Andes, with Picnic & Wine

★★★★★★★★★★5.0 · 61 reviews · 6 hours (approx.) · from $278

Private Andes horseback ride from Santiago with hotel transfers, a guided trail, and a picnic with wine. Beginner-friendly, private pace.

“MAKE SURE YOU CONTACT THE LOCAL GUIDE!!! I was looking forward to a sunset ride and a BBQ. Thank goodness I contacted the local number to inquire about my pickup driver and vehicle. She didn't know anything about my 4 pm reservation and asked if I could ride the next morning at 10 am. Well...I paid, so I felt as if I had no choice. RIDE: The two guides were great. The horses were fine. The tour was basic but pleasant. The food was a disappointment although our 'chef' was nice. Nothing was typical Chilean cuisine, especially the Club crackers served with the ham and cheese. Avocados are a major…”

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15.Horseback Private Wine Tour and Country Grill from Santiago

★★★★★★★★★★5.0 · 52 reviews · 9 hours (approx.) · from $585

Private horseback ride in Chile’s Maipo Valley, ranch BBQ lunch, then an expert wine tasting at Miraflores Winery with hotel pickup.

“We had a fantastic and genuine experience with Felipe. It was just the two of us (my fiancé and me). He picked us up from our hotel and drove us to Isla de Maipo, where we had breakfast and a home/gallery tour with a local artist. Then on to meet Mario and saddle up for a few hours on horseback - winding through the picturesque landscape, crossing rivers, and into the middle of a vineyard, where we had a great lunch over an open fire, with good wine and conversation under the shade of a small grove of mesquite trees. After horseback riding, it was on to a winery for…”

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