Top Chile Holidays in 2026

Discover the authentic flavors of Chile surrounded by the beautiful countryside of the Maipo Valley. Begin between the hills and the Maipo River with a sample of traditional Chilean breakfast foods, Explore vineyards, production areas and cellars, meet alpacas, llamas and chickens that naturally help control weeds and pests, and enjoy wine tastings plus a sample of Chilean pisco. A scenic trail through avocado fields leads toward the Maipo River and your second vineyard, where you will taste three wines outdoors. At Labranza Restaurant, the chef selects the freshest seasonal ingredients to prepare delicious dishes in front of you, served fresh from the fire. You can also enjoy local drinks such as house pisco sour and beer made with pure Andean water. Finish at one of Chile’s most iconic wineries, with over 200 years of history. Explore its parks, historic cellars and underground caves, enjoy a final wine tasting and visit the winery shop before returning to your hotel.

Spend a day in the colorful, hilly city of Valparaiso without the rush of large tour groups when you book this private tour from Santiago. Venture to the UNESCO-listed city to see traditional architecture and ride the famous funiculars. Then, opt to spend some time in the town of Concon or enjoy a wine tasting in the Casablanca Valley (own expense).

Skip the lines for taxis and save time with this private transfer from Santiago International Airport to your hotel in the district of Providencia, Las Condes, Vitacura, or Santiago Centro. Accompanied by only your own party and a driver, travel quickly in a comfortable air-conditioned minivan. Don't worry if you are arriving on a late flight, as the service is available 24 hours a day.

We are a boutique vineyard in the middle of Santiago City that has as a priority to deliver a more human and familiar touch on our tours. Our more than 150 years has taught us that dealing with people with a more delicate and welcoming way is a very fundamental aspect and we put it into practice everyday. We want everyone to feel engage and in love with the history of the Cousiño family as well as with the winemaking process.

Visit Santiago and the Undurraga Winery on this pre- or post-cruise small-group tour from the port of San Antonio. Navigate Chile’s capital city with ease, stopping at sights like the Equestrian Club, Santa Lucía Hill, Metropolitan Cathedral, La Moneda, Fine Arts Museum, and more. Tour the grounds of the Undurraga Winery and taste delicious reserve wines. Hotel pickup and drop-off are included for added convenience.

Head to the coast on this full-day private tour from Santiago to Valparaíso and Viña del Mar. In Valparaíso, a UNESCO World Heritage site, you'll explore historical sights before continuing to Viña del Mar to take in its charming atmosphere. Plus, visit Casablanca Valley for a wine tasting. Hassle-free hotel pickup and drop-off are included.

Explore Santiago on a private vehicle tour that introduces you to some of the city's main sights. Pass by a variety of landmarks, see colonial architecture, and visit Mercado Central. When booking, you have the option to select a morning or afternoon departure time, plus choose to visit either Santa Lucia Hill (Cerro Santa Lucia), San Cristobal Hill (Cerro San Cristobal), or both.

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.

Be seduced by the bohemian spirit of Santiago on a full-day tour of the Chilean capital including a winery visit. Alongside your guide, you’ll gain fascinating insight into the history of the city as you visit prominent landmarks like Santiago Cathedral, La Moneda Palace and Central Market. Absorb the charm of colorful neighborhood, Bellavista; admire the metropolitan grandeur of the financial district, ‘Sanhattan’, and visit a winery of your choice for a vineyard tour and tasting session. Winery choices include Undurruga, Concha y Toro or Santa Rita.

Discover the story of Spanish conqueror, Don Pedro de Valdivia and the history of Santiago during this full-day, guided city sightseeing tour that includes a wine tasting and tour at a Chilean winery. Walk among the plazas, cathedrals, and the historic La Moneda Palace before visiting modern and colorful neighborhoods like Bellevista. Wrap your day with a winery tour and tasting in the district of your choosing.

Experience a unique nighttime wine and dining experience at Concha y Toro, inspired by the legendary story of Casillero del Diablo. Walk through the illuminated gardens of the historic estate and explore the underground cellars where the legend was born in a more immersive evening setting. This guided experience blends storytelling, atmosphere, and wine, offering a deeper connection to one of Chile’s most iconic brands. Enjoy a curated tasting that includes a welcome sparkling wine, four Casillero del Diablo wines, and two premium selections from the Reserva Privada or Reserva Especial range. The experience concludes with a three-course dinner at Restaurante Bodega 1883, designed to pair perfectly with the wines. Duration: approximately 165 minutes.

Escape Santiago to enjoy the natural grandeur of the Andes during this day-long excursion to Cajón del Maipo with a small group. Enjoy views of gushing waterfalls, icy glaciers, and towering cliffs as you visit this scenic outdoor area. Cap it all off by savoring an included picnic featuring red wine and a snack made with locally-sourced ingredients.

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.

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.

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.

Save time and hassle by pre-booking this private transfer from your Santiago hotel to Santiago International Airport. An air-conditioned minivan picks you up from your accommodation—or another meeting point—in the districts of Providencia, Las Condes, Vitacura, and Santiago Centro, then transports you to the airport. Don't worry if you have an early or late flight as his service is available 24 hours a day.

Discover a classic wine experience near Santiago at Concha y Toro, perfect as an introduction to Chilean wine and its origins. This guided tour takes you through the winery’s most iconic spaces, combining history, vineyards, and tradition. Explore the Wine Center and walk through the Garden of Grape Varieties, then enjoy panoramic views of the Maipo Valley from the Concha y Toro Viewpoint. Visit the historic underground cellars of Casillero del Diablo and access the Guard Cellar to learn about wine storage and aging. The experience includes a guided tasting of four premium wines and a complimentary wine glass. Duration: approximately 75 minutes.

Visit the wineries and vineyards of the Casablanca Valley on a full-day, small-group wine tour from Santiago that includes tastings at a few curated wineries. Explore the terroir, whose ocean-cooled climate produces crisp white wines and bold red wines, as you visit small and family-owned vineyards for guided tours and tastings.

You don't have to travel for hours to enjoy the mountainous landscapes of Chile. This private horseback riding tour whisks you to the Andes mountains in just 30 minutes from Santiago, letting you inhale fragrant woodland air as you ride across gentle streams, mountains, and ravines with your guide. At the end of your ride indulge in a picnic lunch of seasonal fruits, cheese, ham, and fresh bread paired with wine.

Discover the political, cultural, economic heart of Chilean culture with this comprehensive small-group tour around Santiago. Marvel at the city's impressive architecture at sites like the elegant Club Hípico de Santiago (Equestrian Club), see the seat of Chilean power at La Moneda, and check out the city’s trendy side at hip eateries and boutiques of the Bellavista area before finishing at the Central Market, plus much more.

With so many worthy day trip destinations outside Santiago, it can be daunting to pick just one. With this full-day tour you don’t have to. Visit two coastal cities, UNESCO-listed Valparaiso and Viña del Mar with plenty of time for wine tasting in Casablanca Valley and sea lion spotting along Reñaca Beach.

Skip the hassle of navigating public transport or designating a driver and enjoy a seamless experience at the Concha y Toro Winery on a tour from Santiago. Explore a historic park, underground cellars, and the immersive Casillero del Diablo sensory experience, then taste four premium wines in a stunning setting.

Escape the city and experience an authentic Chilean country adventure on this full-day private tour from Santiago. Saddle up for a horseback ride through the Maipo Valley wine region, enjoy a wine tasting amid the vineyards, and tuck into a traditional barbecue at the ranch.

Marvel at the grandeur of the Andes Mountains on a private tour from Santiago. Perfect for travelers who are running short on time, this half-day tour includes pickup from your accommodation so you won’t have to worry about a thing. You’ll then visit several ski resorts around Santiago to admire the magnificent mountains from different angles, before finishing up with a wine and cheese tasting while enjoying the great view.