Santiago Tours in May 2026
Planning for a trip to Santiago during May? We offer 40+ tour packages to Santiago departing in May 2026 that have 90+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Santiago on your May holiday.
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10 Best May 2026 Tours in Santiago
Join one of these handpicked Santiago May 2026 tour packages, tailored to the season.
Chile’s extremes are yours to explore on the "Chile, Patagonian Lakes and Atacama Desert" tour—a 10-day guided journey designed for young adults ready for a moderate level of adventure. Starting in the dynamic capital of Santiago, you’ll experience the city’s fusion of colonial charm and modern vibrancy before heading north to the surreal San Pedro de Atacama. Here, vast salt flats, dramatic geysers, and otherworldly landscapes await.
The trip then transports you south to Chile’s picturesque lake district, where outdoor activities and breathtaking vistas abound. Marvel at the interplay between the Andes and the Pacific, and discover the region’s unique personality through both natural wonders and cultural highlights.
While domestic flights and national park fees are not included, everything else is arranged for you—accommodation, transport, and expert guidance—making this tour package a seamless way to uncover Chile’s stunning diversity. The USP? A curated cross-section of Chile’s most dramatic contrasts, from arid desert to lush lakes, ensuring an unforgettable adventure for those seeking the road less traveled.
10 days
Imagine a weekend where rolling vineyards, award-winning wines, and gourmet cuisine fill your days. The 3 Day Wine & Dine Tour in Chile’s Colchagua Valley invites you to indulge in the region’s celebrated cabernet sauvignons, malbecs, merlots, and carménères, all set against a tranquil rural backdrop just 180 km south of Santiago. Enjoy guided wine tastings, stroll through lush vineyards, savor exquisite meals, and even opt for a horseback ride if you’re feeling adventurous.
Perfect for couples or anyone seeking a romantic escape, this tour lets you tailor your stay—choose between a boutique hotel in Santa Cruz or a cozy countryside lodge. The Colchagua Valley’s rich culture and award-winning wines make this getaway special. Its unique blend of refined dining, scenic landscapes, and immersive wine experiences ensures that every moment feels like a celebration of Chilean hospitality and flavor.
3 days
Let the magic of Chile’s breathtaking landscapes unfold on this 7-day ultra-small group tour, perfectly suited for those who prefer a relaxed, immersive travel style. Begin in Santiago, where dramatic mountain vistas and vibrant districts set the stage for discovery—visit Santa Lucia Hill for panoramic views and explore landmarks like Plaza de Armas. Journey south to Puerto Natales and dive into Patagonia’s legendary beauty, where glaciers, fjords, forests, and sweeping steppes captivate at every turn. The tour concludes amid the untamed wilderness, leaving you with indelible memories. With comfortable accommodations, expert guidance, and thoughtfully arranged transport, this tour package’s unique draw is its ability to seamlessly connect city excitement with the untouched wonders of Patagonia.
7 days
Uncover Chile’s remarkable diversity on this 10-day small group tour, thoughtfully designed for those who appreciate a relaxed yet enriching travel experience. Begin in Santiago, a city framed by the Andes, where cultural and historic landmarks like Plaza de Armas and Santa Lucia Hill reveal the capital’s vibrant character. Fly south to Punta Arenas and journey into Patagonia, a region bursting with mountains, fjords, glaciers, and wild steppes. Continue north to the Atacama Desert, the driest place on Earth, and be awed by the otherworldly landscapes of Moon Valley—where colorful rock formations and vast salt flats create an almost lunar scene. This tour package stands out for its seamless blend of urban culture, Patagonian wilderness, and desert wonders, offering the perfect introduction for experienced travelers looking to experience Chile’s magic from end to end.
10 days
13% Off Today
Chile and Argentina’s most iconic sights await on the Highlights of Chile & Argentina tour, a ten-day active journey for seasoned explorers. From Santiago’s urban charm to the lakeside beauty of Bariloche and the cosmopolitan buzz of Buenos Aires, this itinerary is a showcase of southern South America’s cultural and natural gems. Enjoy adventure activities in Pucón, visit a traditional gaucho ranch, and explore the famous city streets of Buenos Aires. This tour’s USP lies in its carefully curated mix of outdoor adventure and authentic local experiences. With accommodations, transport, and meals provided, this tour package offers a seamless and invigorating way to experience two countries in one unforgettable sweep.
10 days
13% Off Today
Travelers who seek the perfect blend of cultural discovery and natural wonder will find it on the Andes, Iguassu & Beyond tour. Over 18 days, journey from Santiago to Rio de Janeiro, with stops in Bariloche, Buenos Aires, and the thundering Iguassu Falls. This easy-paced city sightseeing trip is designed for experienced travelers eager to explore Chile and Argentina’s highlights, from adventure sports in Pucón to the vibrant energy of Rio. The real draw of this tour package is its diverse mix of urban sophistication and breathtaking landscapes, all arranged with accommodations, meals, and transport included. Dive into South America’s best and return home with a lifetime’s worth of stories.
18 days
32% Off Today
Craving an epic journey across South America’s most iconic landscapes? The Southern Divide tour stretches across 21 days, linking Lima with Santiago, and invites seasoned explorers to traverse Peru, Bolivia, and Chile’s most celebrated sites. This adventure winds through the Sacred Valley and legendary Machu Picchu, delves into the surreal salt flats of Uyuni and the Atacama Desert, and immerses you in the vibrant culture around Lake Titicaca. With a moderate physical activity rating, this tour is ideal for experienced travelers eager for a balance of cultural depth and scenic wonders. The trip’s unique selling point is its seamless blend of history, culture, and wilderness—thanks to the tour operator’s deep regional experience and established local offices, every logistical detail is expertly handled. You’ll have the freedom to focus on the highlights, from Andean peaks to bustling local markets, while all accommodations, meals, and transport are thoughtfully arranged.
21 days
Concha y Toro New Experience available from May 15, 2025
The Concha y Toro Wine Center is a space where Chilean winemaking tradition merges with innovation and modernity.
This new destination offers visitors a unique and immersive experience that takes them through centuries of history, art, gastronomy, and, of course, the finest wines of the house.
The tour begins with hotel pickup to head to the Concha y Toro vineyard. Once we arrive, our tour begins with a visit to the century-old, 22-hectare park and the exterior of the iconic Don Melchor House, which dates back to 1883. At this point, visitors can admire the estate’s original architecture, which faithfully preserves the essence of its time, immersing them in the rich winemaking history of Chile.
Next, the journey continues with the new Casillero del Diablo Sensory Experience, where visitors will discover what makes Chile an ideal place for winemaking, while learning about wine itself and its production process. The tour includes new rooms dedicated to the iconic Casillero del Diablo brand, highlighting its legacy and importance within the company, followed by access to the historic underground Casillero del Diablo cellar.
The experience then leads to the Alto Aging Cellar, a space dedicated to the aging of Concha y Toro’s high-end wines. Here, visitors can explore an exclusive gallery that reflects on the four great milestones in the winery’s history, showcasing its legacy and impact on global viticulture.
From the Concha y Toro Viewpoint, guests can enjoy stunning panoramic views of the Pirque vineyard and explore the Varietal Garden, which features the main vitis vinifera varieties used in global wine production. This part of the experience also includes the tasting of four distinguished wines from the winery.
The tour continues in the Concha y Toro Plaza, a space dedicated to wine, gastronomy, and art. Here, visitors can explore the iconic Concha y Toro Cellar and enhance their visit with a wine and culinary experience at Restaurant Bodega 1883 or La Gran Barra Bodega 1883, where they can enjoy a wide selection of Concha y Toro wines.
To conclude this experience, guests can visit the new Wine Center Store, offering a broad variety of exclusive Concha y Toro wines and wine-inspired products—perfect souvenirs to remember this memorable visit.
Return to Santiago to drop you off at your hotel
5 hours
18% Off Today
Craving a month-long adventure? "The Scenic Route – Lima to Buenos Aires" is a 30-day epic that takes experienced travelers through the best of Peru, Bolivia, Chile, and Argentina. Climb Machu Picchu, meet locals on Lake Titicaca, drive across Bolivia’s salt flats, and experience the wilds of Patagonia and the warmth of a real gaucho ranch. This trekking and hiking tour’s USP lies in its immersive, slow-travel approach—letting you deeply experience diverse cultures, landscapes, and local life across South America’s most captivating regions.
30 days
Ready to experience Chile’s vibrant coast in just one day? The "Full Day Tour Valparaiso, Viña del Mar and Casablanca" is a small-group adventure perfect for families seeking culture, color, and a taste of renowned Chilean wine.
Departing from Santiago, this nine-hour trip whisks you to the UNESCO-listed streets of Valparaíso, where you’ll ride historic funiculars through hilltop neighborhoods bursting with murals and charm. Next, soak up the seaside ambiance of Viña del Mar—stroll the beach, marvel at a genuine Easter Island Moai, and snap a photo at the famous flower clock.
Relish a traditional lunch with regional flavors before toasting the day’s discoveries in the esteemed Casablanca Valley wine region. With seamless hotel pick-up and drop-off, this tour’s unique selling point is its rich blend of iconic sights, hands-on experiences, and local flavor—all packed into a single, unforgettable day.
9 hours
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Top Santiago Tour Activities for May 2026
From city sightseeing tours to wine tasting and others, here are some popular tour activities in Santiago with departures in May 2026.
Trending Santiago May 2026 Tour Deals
Popular Santiago May 2026 multiday tours now available at reduced prices, on sale for a limited time.
13% Off Today
Looking to discover the best of Chile AND Argentina in one unforgettable experience? These 10 days travelling through gorgeous landscapes and cities are your solution. Visit coastal Valparaíso, get active in the adventure-sport mecca of Pucón, and journey to a genuine gaucho ranch outside of quaint, lakeside Bariloche, before finishing up in the iconic "don't cry for me" cosmopolis of Buenos Aires. Get yourself to this southern part of the world and go home recharged.
10 days
13% Off Today
This tour is designed for anyone looking for the most incredible natural and cultural highlights of southern South America. Spend 18 days exploring the cultures of Chile and Argentina with the Andes as your perfectly picturesque backdrop. Get active in the adventure-sport-lover's paradise of Pucón, Chile and then stand in the mist of majestic Iguassu Falls, before moving on to find out once and for all why Rio de Janeiro is the cultural icon it's become. Enjoy free time to explore this amazing city. Don't leave any adventure-stone unturned; do it all.
18 days
18% Off Today
Imagine an entire month (30 days, to be exact) to explore the very best highlights and cultures of Peru, Bolivia, Chile, and Argentina. Visit the ancient site of Machu Picchu, learn from locals at Lake Titicaca, drive across the white desert in Bolivia, get active in Pucón, and experience life at a genuine gaucho ranch in Bariloche. Don't just see a part of South America; cover a massive and adventurous portion of it over a month that'll change your life.
30 days
18% Off Today
Soak up the warmth and charm of Chile, Argentina and Brazil on a 15-day Premium adventure. Pick up the tempo in artistic Santiago, travel through colourful Valparaiso, cross into Mendoza - the home of Argentinian Malbec, then get swept up in the tantalising mix of European and Latin flair in Buenos Aires. At the border with Brazil, experience the magnificent might of Iguazu Falls, before finally arriving in one of the most beautiful cities in the world, Rio de Janeiro. Travel with passionate local leaders who will reveal the sights, sounds and tastes of their homelands.
15 days
32% Off Today
For those looking to experience the history, culture, and wilderness of South America, this three-week adventure through Peru, Bolivia, and Chile is packed full of some of the continent’s most iconic and popular highlights. Explore the Sacred Valley and uncover Incan history high in the Andes at legendary Machu Picchu. Explore incredible landscapes at Salar de Uyuni and the Atacama Desert, and encounter vibrant culture at Lake Titicaca. Because we have years of experience and established operational offices in the region, we’ll take care of the hassles so that you can focus on the highlights. Get off the beaten track and embrace the best of this incredible region.
21 days
18% Off Today
Experience the diversity of wonders across Peru, Chile, Argentina and Brazil on a 24-day Premium journey. Be immersed in the ancient culture of the Incas, visit the Amazon Jungle and revel in the magnificent citadel ruins of Machu Picchu. Soak up the energy of Santiago and Buenos Aires’ lively neighbourhoods and sip some of the world’s best wine in Mendoza. At the border with Brazil, experience the magnificent might of Iguazu Falls, before finally arriving in one of the most beautiful cities in the world, Rio de Janeiro. With the guidance of passionate local leaders, you’ll find out South America dances to the beat of its own drum.
24 days
18% Off Today
Capture the true essence of South America on an 18-day Premium adventure through Peru, Chile and Argentina. This journey showcases the continent’s diversity of natural beauty, historic wonder and world-class cuisine, passing by the Andes and the Amazon, Mendoza and the majestic Machu Picchu, the Sacred Valley and sultry Santiago, all the way to the Argentinian powerhouse of Buenos Aires. Gain an insight into ancient Inca culture and local communities, indulge in fine food and some of the region’s best wine, and get to the heart of each destination with expert local knowledge at every step.
18 days
18% Off Today
Against the magnificent backdrop of the Andes Mountains, journey from Santiago to Buenos Aires, taking in all the history, culture and cuisine in between. This nine-day Premium adventure will show you the heart of Chile and Argentina as you stroll the streets of Santiago with a local guide and sip piscos on a rooftop in the historic centre of Valparaiso. Sample some of the world’s best wine in Mendoza, stroll the stylish neighbourhoods of Buenos Aires and discover El Tigre Delta for an adventure to remember. Packed with Exclusive Experiences, historical Feature Stays and with a local leader by your side, you’ll fall for the vibrancy and indulgent atmosphere of this part of the world in no time.
9 days
13% Off Today
Embark on an unforgettable journey through Bolivia, Chile, and Argentina, where South America’s most iconic cities and landscapes come alive. Stroll the surreal salt flats of Salar de Uyuni and lose yourself in the otherworldly Atacama Desert. Wander the colourful streets of coastal Valparaíso, chase adrenaline in Pucón’s adventure-sport playground, and experience authentic gaucho life on a ranch near charming Bariloche. Cap it all off in the vibrant cosmopolis of Buenos Aires, where tango, culture, and culinary delights await. Fall head over heels for the region’s diverse landscapes, warm people, and mouthwatering cuisine — and leave already dreaming of your next adventure.
20 days
13% Off Today
Get ready for the adventure of a lifetime with this 38-day journey through five incredible South American countries — a dream for history buffs, nature enthusiasts, and nightlife seekers alike. Ride the rails through Peru’s stunning Urubamba Valley to the iconic Machu Picchu, dive into the vibrant culture of Lake Titicaca, and marvel at the surreal landscapes of Bolivia’s Salar de Uyuni and Chile’s Valley of the Moon in the Atacama Desert. Explore colorful Valparaíso, find thrills in the adventure haven of Pucón, and relax in the lakeside charm of Bariloche. From the tango halls of Buenos Aires to the samba beats of Rio de Janeiro, and the thundering majesty of Iguassu Falls, every moment of this trip will leave you in awe and hungry for more.
38 days
Santiago May 2026 Tour Types
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