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Top Chile Holidays in 2026 - page 3
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Member Pricing
Enjoy a 100% private tour with hotel pick-up, flexible timing, and a relaxed pace, with no other guests. In the Casablanca Valley, sample up to four distinctive wines, including a rare blue wine and a chocolate-inspired wine. Meet friendly alpacas and browse jewelry crafted from genuine Chilean lapis lazuli. Continue to Viña del Mar to see the iconic Floral Clock and an authentic Moai from Easter Island. In Valparaíso, enjoy a 30-minute boat ride across the bay before discovering this UNESCO World Heritage Site on a guided walking tour through colorful hills, vibrant street art, historic funiculars, and breathtaking viewpoints. Enjoy lunch overlooking the bay. On the way back, return to Casablanca for a guided visit to a premier sparkling wine winery, ending with a tasting of three exceptional sparkling wines. An elegant journey through Chile's finest wines, coastal landscapes, and cultural treasures.
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Santiago: Private Valparaíso + Boat Ride + Sparkling Wine
10 hours 30 minutes
Free Cancellation
5.0
(5)
5% savings
from
$259
$246
Price varies by group size
Member Pricing
Add some extra fun to your tasting experience at the famous Concha y Toro Winery thanks to this 4-hour premium offering with higher-end wines and snacks. Tour the winery’s beautifully-manicured grounds, including its ‘Garden of Varieties’ and ‘Old Pirque’ Vineyard. Then enjoy a tasting of three vintages followed by four additional premium samples accompanied with cheese.
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New Concha y Toro Tour Marques with class, extra tasting y food
4 hours
Free Cancellation
3.8
(331)
5% savings
from
$115
$109
Member Pricing
Being a part of this tour will take you on a full day tour to experience the Colchagua Wine Valley: one of the most beautiful wine valleys in Chile for its geography, mountains and identity. The valley is known for being one of the places with the most wine and agricultural production in Chile offering the most emblematic grapes such as: Cabernet Sauvignon, Malbec, Merlot, Syrah and Carmenere.
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Colchagua Full Day Wine Tour: Casa Silva & L'Apostolle Wineries
9 to 10 hours
4.3
(4)
5% savings
from
$258
$245
Member Pricing
Go wine tasting in the Casablanca Valley without the worry of finding a designated driver. This private tour from Santiago takes you to the Casas del Bosque vineyard where you learn about its production of cold-climate varieties, such as Sauvignon Blanc, Riesling, and Syrah. Includes Santiago hotel transfers.
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Half Day Trip to Casas del Bosque Vineyard from Santiago - Wine Tasting Included
5 hours
4.6
(5)
5% savings
from
$150
$143
Member Pricing
Savor the latest vintages from Chile’s Santa Rita Vineyard during this 4-hour private tour and wine tasting from Santiago. Check out the vineyard’s historic buildings including the Bodega 1 and Bodega de las 120 Patriotas and then sample the winery’s latest vintages like their Cabernet Sauvignon, Santa Rita Reserva, Sauvignon Blanc, and more.
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Private Tour: Santa Rita Vineyard with Wine Tastings
4 hours
Free Cancellation
4.2
(6)
5% savings
from
$121
$115
Price varies by group size
Member Pricing
Immerse yourself in Chilean culture and try some of the country's famous wine right where it's produced with this small-group tour from Santiago. You'll visit the wineries of Vinedos Veramonte and Emiliana, where you'll get the chance to sample delicious wine and take photos. You'll then continue to Valparaiso for a boat tour and some sightseeing before returning to Santiago.
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Visit Valparaiso and 2 great wineries of the Casablanca Valley!
10 hours
Free Cancellation
5.0
(16)
5% savings
from
$220
$209
Member Pricing
Join this 5-hour tour and taste some delicious wine! The tour will start with a hotel or port pick up in Valparaíso and head towards the Casablanca Valley. Visit two wineries, enjoy wine tasting, admire gardens, vineyards and the highest quality wines.
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Private Wine Tour in Valparaiso
5 hours
Free Cancellation
5.0
(7)
5% savings
from
$290
$276
Price varies by group size
Member Pricing
Go wine tasting at the Undurraga Vineyard on a private 4-hour tour from Santiago. Includes a guided walk around the winery grounds, and an introduction to the Mapuche indigenous heritage of the region. Top off the tour with a tasting of four wines, along with cheese, and dried fruit. Includes private transportation, souvenir glass, and pickup and drop-off from hotels in Providencia, Las Condes, Vitacura, or Santiago Centro.
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Private Tour: Undurraga Vineyard Experience with Premium Wine Tasting
4 hours
Free Cancellation
4.5
(2)
5% savings
from
$142
$135
Member Pricing
Being a part of this tour takes you to experience the Chilean wine country, Casablanca white wine valley, as well as the 25 Km / 15 Miles coastline route of the Pacific Ocean and its 3 main seaside resorts and cities: Concón, Viña del Mar, and Valparaiso. The tour includes a wine tour and tasting in the Casablanca valley.
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Casablanca Wine Tour with Valparaiso and Viña del Mar
9 hours
4.9
(9)
5% savings
from
$235
$223
Member Pricing
We offer personal attention, a unique and unrepeatable experience. Our guide will show you this beautiful valley and its anecdotes. You will be able to visit 2 different vineyards in one day and enjoy the wine tasting. Also you will have time to have lunch in a third vineyard. Tasting included: - Tasting Bodegas RE: Includes: Pinotel - Chardonnoir - Mediterráneo - VIGNO Accompanied by a Table of bread, olives, cheese, olive oil RE and wine balm RE. - Tasting Emiliana Vineyard: Includes: Sauvignon Blanc - Gran Reserva Chardonnay - Gran Reserva Pinot Noir - Pequeñas Syrah - Family Reserve La Trampa. - Lunch can be at Taninos in Casas del Bosque, one of the best of the valley, and we can book for you. However if you want to go to another vineyard, Viñamar is also the recommended. Taninos: 4 Course Menu. USD 90 P/P Viñamar: 4 Course Menu. USD 70 P/P Either of the 2 can be paid directly in the restaurant.
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Private wine tour Casablanca valley
6 to 8 hours
Free Cancellation
4.7
(15)
5% savings
from
$275
$261
Price varies by group size
Member Pricing
Head out to the charming coastal city of Valparaiso, known for its beautiful old lanes and huge collections of colorful murals with this trip from Santiago. Your guide will pick you up from your hotel and take you through the countryside to Valparaiso, where you'll visit a local seafood market and have the option to visit one of the former home of poet Pablo Neruda. You'll also stop by the Punta Los Angeles lighthouse before making your way out to a Casablanca Valley vineyard for a tasting on your way back to Santiago.
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Valparaiso Private Tour with Wine Tasting from Santiago
9 to 10 hours
Free Cancellation
4.8
(18)
5% savings
from
$225
$214
Price varies by group size
Member Pricing
Save time and avoid the hassle of seeking taxis by pre-booking a private transfer from San Antonio Port or your hotel to Santiago's international airport. Travel in a private, air-conditioned minivan for just your party. This service is available 24 hours a day for your convenience.
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Private Transfer San Antonio port to Hotel or Santiago Airport
1 hour
to
2 hours 30 minutes
Free Cancellation
3.9
(78)
5% savings
from
$110
$104
Price varies by group size
Member Pricing
Indulge in a sophisticated day of wine tasting on this private tour to Chile's beautiful Casablanca Valley! With your expert LGBT+ guide, you’ll escape Santiago for a day of relaxation and flavor, famed for its elegant cool-climate wines. We will visit two handpicked, premium wineries for expert-led tastings of a diverse portfolio, from the valley's iconic Sauvignon Blanc to impressive red wines. Enjoy the comfort and privacy of your own vehicle. This tour is the perfect blend of luxury and leisure. The Pride Tours Difference: This is more than a tour; it's a relaxed conversation in a safe, welcoming space. We've curated every detail so you can simply relax, enjoy the wine, and be yourself.
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Casablanca Valley: Premium Wine Tour with LGBT+ Guide
6 hours
Free Cancellation
5.0
(6)
5% savings
from
$200
$190
Member Pricing
Chilean wine is some of the best in the world so don’t miss the chance to enjoy an immersive experience when visiting. This private tour takes you into the Casablanca Valley where the microclimate provides a very special terroir and temperature to produce a great quality of grapes. You’ll visit three vineyards and sample the products at each.
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Private Casa Blanca Valley Wine Experience from Santiago
7 to 8 hours
Free Cancellation
4.5
(8)
5% savings
from
$329
$313
Member Pricing
Indulge your love of wine on a full-day private tour of the Maipo Valley’s prestigious wineries from Santiago. Alongside a wine expert guide, you’ll educate your palate to recognize different wine varietals during tasting sessions at three Maipo Valley wineries, including Concha y Toro, Santa Rita and Tarapaca. Receive an interesting overview of Chilean wines, visit a charming colonial house to explore its gardens and enjoy a delicious lunch in a local winery. Receive personalized attention from your guide on this private tour.
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Private Tour: Isla de Maipo For Wine Lovers
10 hours
Free Cancellation
5.0
(12)
5% savings
from
$721
$685
Price varies by group size
Member Pricing
Venture away from the busy city of Santiago and explore the wines of the Maipo Valley on a small-group tour. Traverse the valley in a small bus, with a maximum of 18 travelers, to eat and drink at a handful of wine cellars in the region. This is an ideal way to learn more about the famous Chilean wine without the hassle of navigating public transport or driving.
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Maipo Valley litle wine bus from Santiago
9 hours
Free Cancellation
4.9
(97)
5% savings
from
$458
$435
Price varies by group size
Member Pricing
Escape Santiago and experience the beauty of the Andes on this half-day trip to Valle Nevado. Set out toward the popular ski resort via private vehicle, stopping at various scenic points along the way. Before reaching Valle Nevado embark on an easy, guided hike for spectacular views of the snow-capped peaks, then pause at a hidden lookout to toast views with wine and cheese. Take some time to explore Valle Nevado before returning to Santiago.
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Half Day Private Trip to Valle Nevado with Cheese and Wine Carbon Neutral trip
5 to 6 hours
Free Cancellation
4.9
(33)
5% savings
from
$220
$209
Price varies by group size
Member Pricing
Chile offers to the visitor lot of activities outdoor so the customer will see the real Chilean scenary at Maipo Valley . The client are going to visit San Jose where we will stop for the first activity The rafting with local tour guide who is going to give you a very important information with safety meansure to do this fantastic experience with all inclusive equipment and during two hour the guys will have fun. After the rafting the tour guide will organize the lunch time so we will go to local restaurant so the clients pay themself We continue with the next part of the tour so we are going to stay at Concha y Toro winery is the largest winery in Chile. Time for drink and explore this gorgeous history and legend once the are there finally the get the information about the pioneer of the the Chilean business family. After a long day we back to the hotel
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Private Full Day Rafting and Wine From Santiago
8 hours
Free Cancellation
5.0
(2)
5% savings
from
$299
$284
Member Pricing
Minimize the stress of traveling by booking your transfer to Santiago from the Port of San Antonio in advance. There's no need to wait for a taxi, or to share a shuttle with strangers. Meet your driver at the passenger terminal and go straight to your private transportation with air-conditioning, and enjoy a hassle-free transfer to Santiago.
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Port of San Antonio
1 hour 30 minutes
to
1 hour 45 minutes
Free Cancellation
4.3
(20)
5% savings
from
$120
$114
Member Pricing
Off the radar of most travelers, Santiago de Chile awaits to sweep you off your feet with an unexpected cosmopolitan feel wrapped in a picturesque colonial skin. With the Andes Mountains for a backdrop and world-class wines on tap, you'll thank yourself for choosing this adventure. See the city's highlights and sample exclusive vintages at a local winery during this full-day tour.
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Private Full Day City Tour of Santiago with Wine Experience
6 hours
Free Cancellation
5.0
(2)
5% savings
from
$290
$276
Price varies by group size
Member Pricing
Get more out of your time in Santiago with this full-day tour taking you to many of the key sites surrounding the city. Visit 1000 year old petroglyphs, see the gorgeous Aconcagua Valley, enjoy tasting local Chilean wines and see the beautiful Laguna del Inca. Working with a local guide, see much more of the area in a single day than would be possible on your own.
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Portillo & Inca Lagoon Private Andes Experience
9 hours
Free Cancellation
5.0
(5)
5% savings
from
$257
$244
Price varies by group size
Member Pricing
Explore Santiago at your own pace for two full days, combining city, nature and wine in total freedom. Hop on the Hop On Hop Off Bus and travel Santiago without limits: the Classic Route connects 10 stops between parks, urban icons and gastronomic poles in the center and eastern sector, while the Route Barrio Italia takes you to neighborhoods with their own identity such as Barrio Italia, Triana and Estadio Nacional. Up and down as many times as you want for two full days. Add height to your tour at Cerro San Cristóbal : choose from the Cable Car, Funicular or Panoramic Bus to enjoy one of the best views of Santiago and the Cordillera. Close the experience with a guided tour of Viña Santa Carolina, a National Historic Landmark located in the heart of Santiago, and enjoy a tasting in a unique heritage setting. Two days, two routes, one city to discover — you decide how and when.
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Discover Santiago: Tourist Bus, Cerro San Cristobal and Wine
2 hours
Free Cancellation
4.6
(1,982)
5% savings
from
$115
$109
Member Pricing
This is a complete one-day tour of Santiago in a private van, exclusively for you and your guests, with hotel pickup included. No crowded buses, no long detours, and no meeting points—just a smooth, hassle-free experience. Visit the Bahá’í Temple of South America, the only one on the continent, and admire its stunning architecture and peaceful atmosphere. Explore Concha y Toro, Chile’s largest and most famous winery, where you'll enjoy a guided visit through its historic grounds, vineyards, and cellars, along with a tasting of four wines. Enjoy free time for lunch at La Vaquita Echá, a traditional restaurant in the rural area of Pirque, offering the chance to experience authentic Chilean cuisine away from the city. You'll also visit a lapis lazuli shop, featuring one of the world's rarest gemstones, found only in Chile and Afghanistan. An ideal tour to discover Chile’s culture, wine, flavors, and traditions—all in one day. Optional drop-off at Patio Bellavista.
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Bahá’í Temple, Concha y Toro Wine Tour & Lapis Lazuli
8 hours
Free Cancellation
4.7
(7)
5% savings
from
$185
$176
Price varies by group size
Member Pricing
Discover the charms of the Casablanca Valley, Valparaiso and Viña del Mar in one day! The experience begins in the Casablanca Valley, famous for its wines, where you will have the opportunity to enjoy a classic tasting in one of its main vineyards surrounded by a wonderful environment full of aromas and landscapes. We will continue the adventure to the picturesque Valparaiso, one of the main ports of the country, where the House Museum of the great poet, Nobel laureate Pablo Neruda is located. This museum known as “La Sebastiana”, where the tour is made with audio guide so you can know each space that preserves collections of maps, curious pieces and relics. Following the experience, you will take a guided walking tour, where you can walk through the most emblematic sectors of the hills of Porteños. We will finish with a panoramic visit to Viña del Mar, where you will know the famous “Flower Clock” and one of the traditional beaches of the city.
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Tour to Valparaíso, Viña del Mar, Pablo Neruda Museum and Vineyard
10 hours
Free Cancellation
4.9
(2,579)
5% savings
from
$111
$105
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Must-Dos in Chile
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Perito Moreno Glacier
Explore Options
from
$54
Viña del Mar
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from
$31
Cerro Concepcion
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from
$29
Santa Rita Winery (Viña Santa Rita)
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from
$49
Tierra del Fuego National Park
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from
$29
Undurraga Winery (Viña Undurraga)
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from
$35
Perito Moreno Glacier
Explore Options
from
$54
Viña del Mar
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from
$31
Cerro Concepcion
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from
$29
Santa Rita Winery (Viña Santa Rita)
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from
$49
Tierra del Fuego National Park
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from
$29
Undurraga Winery (Viña Undurraga)
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from
$35
Perito Moreno Glacier
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from
$54
Viña del Mar
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$31
Cerro Concepcion
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from
$29
Santa Rita Winery (Viña Santa Rita)
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$49
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