Top Chile Holidays in 2026

Even if you have limited time in Chile, the charms of Vina del Mar, Valparaiso, and the Casablanca Valley shouldn't be missed. This comprehensive day tour from Santiago includes hotel pickup and covers all three destinations. Explore Vina del Mar's coastal highlights, walk Valparaiso's colorful bohemian neighborhoods, and enjoy a wine tasting at a vineyard in the Casablanca Valley, one of Chile's most celebrated wine regions, a stop that other tours skip.

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 the Maipo Valley for a day of exploring Chilean wine country on this small-group tour from Santiago. The area takes its name because it is surrounded by tributaries of the Maipo River, which make for perfect grape-growing conditions. Visit several family-owned wineries—each with their own specialties—and enjoy several tastings and a delicious lunch (own expense) along the way.

Overview Depart Santiago and journey west across the scenic foothills of the Pre-Andes Mountains on a full-day excursion to Chile’s Pacific coast. Your first stop is Viña del Mar, the “Garden City,” where you’ll see its seaside charm, flower-lined avenues, and iconic landmarks. Continue to Valparaíso, a UNESCO World Heritage port city, to explore a vibrant local market, spot coastal wildlife, and enjoy a guided walking tour through its colorful hills, street art, and historic funiculars. Take time for lunch and sightseeing, before returning inland. On the way back, visit the Casablanca Valley, one of Chile’s premier wine regions, for an included wine tasting experience at a local vineyard. Highlights Hotel pickup and drop-off in Santiago Visit Viña del Mar’s gardens, avenues, and oceanfront Explore Valparaíso’s markets, hills, murals, and historic port Free time for lunch and personal exploration Stop in Casablanca Valley for a guided wine tasting

Explore the renowned Colchagua Valley, one of the world's premier wine destinations, known for its picturesque vineyard-covered hills, century-old vines, charming colonial estates, and cutting-edge wineries. Just a day trip from Santiago, this region has transformed over the past two decades from a tranquil farming area into one of Chile's largest and most vibrant wine-producing regions. The unique geography of the Colchagua Valley, situated in the southern Rapel Valley, benefits from the cooling Pacific breezes and Andean winds. These natural influences create ideal conditions for growing high-quality grapes, preserving acidity, and producing vibrant red wines with great freshness and aging potential. The valley is particularly known for its Carmenere, Cabernet Sauvignon, and Merlot varieties, while newer coastal plantations show promise for cool-climate white wines.

Immerse yourself in the mountainous splendor of the Andes on an exhilarating full-day excursion to In Situ Vineyard from Santiago. With a professional guide, travel through spectacular scenery to one of the most beautiful lagoons in the Andes Mountains; capture photographs of the water’s iridescent turquoise surface and listen to poignant legends of Incan royalty. Ascend to the vertiginous altitude of Hotel Portillo ski resort; and absorb the verdant beauty of the vineyard before pleasuring your palate with wine samples.

Viña Santa Rita sits in the heart of the Maipo Valley, at the foot of the Andes, just 45 minutes from Santiago. It is one of Chile's most iconic wineries, founded over 130 years ago. The estate is a declared National Historic Monument. Few wineries in South America carry this much history. This is more than a wine tour. You walk through a century-old park. You explore cellars where 120 patriots once took refuge during Chile's fight for independence. You taste internationally awarded wines in small, unhurried groups. Three tour options let you choose the experience that fits you. Whether it is your first vineyard visit or your hundredth, the day stays with you. Escape to the countryside without ever leaving Santiago.

Visit the Cajón del Maipo area on this full-day tour from Santiago. Located southeast of the city, Cajón del Maipo is known for its massifs, hills, and rivers and is a great spot for nature lovers looking to explore some of Chile's great outdoors not too far from Santiago. You'll visit San Jose de Maipo to learn about the area's history, and then travel into the mountains and to a lake. A wine and picnic are provided.

Start your journey from Santiago with a visit to a vineyard in Casablanca Valley, one of Chile’s top wine regions. Enjoy a guided wine tasting and savor the flavors of this cool-climate area—a perfect start to your day. Next, explore Viña del Mar, the “Garden City.” Admire the iconic Flower Clock, stroll along beaches, and visit landmarks like the Moai statue at the Fonck Museum, an authentic piece of Easter Island history. Continue to Valparaíso, a UNESCO World Heritage city known for colorful streets, vibrant murals, and steep hillsides. Wander through bohemian neighborhoods, discover hidden stories, and experience the creativity of this unique port city. Finally, the tour concludes at the Valparaíso Cruise Port, convenient for travelers continuing their journey. Experience the wines of Casablanca, the charm of Viña del Mar, and the culture of Valparaíso in one seamless day trip!

Our Lastarria food and wine tour brings Chilean regional flavors together through a guided neighborhood walk, wine pairing, gourmet bites, and a three-course lunch. Begin at one of the best wine bars in the world, with signature Chilean labels and pairings such as corn croquettes and artisanal beef. A “North to South” flight traces how the Atacama Desert, central valleys, and glacial south shape different wines. The meal starts with a Pisco Sour and offers a choice of Pacific shellfish, premium meats, or seasonal garden dishes. Our local guides shares stories about Chilean culture and Lastarria’s history, including Iglesia de la Vera Cruz, also featured as the “Burned Church.” The shared format keeps the focus on conversation and local culture. Recommendations for food, shopping, and things to do afterward round out the visit.

What makes this class special? Learn to cook the most traditional classics of Chilean cuisine while toasting with quality and renowned Chilean wines. Enjoy the best of our wines and gastronomy while learning interesting facts about our country and its flagship dishes. An Authentic & Homemade Class : Traditional recipes handed down with passion. 100% Practical : Put your hands on the dough from the first minute. Intimate environment: Small groups for a personalized experience. Location: depends on the size of the group. Location confirmation 1 to 2 days before class. Immersive local experience for small groups. For All : No previous experience needed. Just want to have fun and learn! At the end, you will sit down to enjoy the banquet that you prepared yourself, a delicious memory that you will take from Chile. Book your place and turn your trip into a palate experience!

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.

If you're a wine lover, no visit to Chile would be complete without sampling the varietals on offer. This vineyard tour from Valparaiso includes hotel pickup and lets you enjoy three traditional wineries without having to worry about driving, so you can indulge freely and soak up the scenery as someone else transports you through the Chilean countryside.

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.

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.

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.

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.

Enjoy a Chilean wine experience on this wine tasting tour from Santiago to Concha y Toro, one of the largest producers of wine from Latin America, known for wines such as Casillero del Diablo and Don Melchor. With a guide, you'll visit the old summer residence of the Concha y Toro family in Pirque to explore its gardens and enjoy a tasting of three varietals. Select a morning or afternoon departure time when booking.

Trade the bustle of Santiago for a spectacular hike through the Andes Mountains on this small-group tour that takes care of all the logistics. Set out through Chile's Cajón del Maipo en route toward San Jose Volcano, a stratovolcano with a 2.5-mile (4-kilometer) wide caldera. Marvel at the surrounding mountains, glaciers, and rivers as you walk, enjoying a leisurely lunch and time relaxing by a waterfall before returning to the city.

Discover Maipo Valley, Chile’s iconic wine region, on an exclusive private tour designed for travelers who want a lifetime experience. The perfect blend of wine, culture, and relaxation. Begin your journey with convenient pickup from your Santiago accommodation, where your expert guide will introduce you to Chile’s winemaking heritage and local culture. Visit two premium wineries, stroll through stunning vineyards, explore wine cellars, and enjoy tastings of exquisite red and white wines. Savor a traditional Chilean lunch at a local restaurant, with delicious options for all dietary preferences, including vegans. Throughout the day, take in breathtaking landscapes and immerse yourself in the region’s rich history. Conclude with a safe return to your accommodation, bringing home unforgettable memories. Whether you’re a wine lover or simply looking for a unique cultural/food experience, this private tour promises a day of indulgence and discovery.

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.

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.

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.