Chile May 2026 Tours and Trip packages

Full Day Tour Valparaiso, Viña del Mar and Casablanca - May 2026

(3 reviews )

Trip customizable

Best price guaranteed

The tour company left a message at our hotel telling us what time they would pick us up the next day. They were exactly on time which was great. Our tour guide (Frank) was absolutely wonderful. So informative and he spoke english and spanish so well. I liked the fact there were only about 7 or 8 in our group too. It meant you had no trouble hearing what was being said. The walking tour of Valparaiso was a great way to see the place and if there was anything anyone in the group particularly wanted to look at it wasn't a problem. Lunch was at your own cost but it was a great restaurant that was chosen with wonderful views of Valparaiso. Visiting Vina Del Mar was good also and finishing the tour with a wine tasting in the Casablanca Valley was the perfect end to the day.

City sightseeingBeach

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english, spanish

Destinations

Santiago, Valparaiso

Duration9 hours

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Concha y Toro Wine Experience - May 2026

4.5

(4 reviews )

No booking fees

Best price guaranteed

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

Wine tasting tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, portuguese, spanish

Destinations

Santiago

Duration5 hours

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Observatory StargazingTour from Santiago - May 2026

(1 review )

Trip customizable

Best price guaranteed

Marvel at the universe without ever leaving the ground on the Observatory Stargazing Tour from Santiago—a celestial journey designed for the curious and the contemplative. Located just 40 minutes from the city, this private observatory in the Andes offers an intimate introduction to the night sky, guided by an expert astronomer. Begin with a fascinating presentation on the cosmos, then step outside to observe the heavens through the naked eye, binoculars, and finally state-of-the-art telescopes. The tour wraps up with wine, cheese, and engaging conversation, providing the perfect setting to reflect on the wonders you’ve witnessed. The unique selling point is the boutique, personalized setting—offering a rare chance to explore the Chilean sky’s clarity and depth, all capped with gourmet refreshments. For those who yearn to see beyond the city and the everyday, this trip is an inspiring and unforgettable stargazing experience.

Wine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

Santiago

Duration4 hours

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Luxury Food and Wine Tour of Argentina & Chile in 14 days - May 2026

(1 review )

Trip customizable

Best price guaranteed

Wine, gourmet cuisine, and the breathtaking landscapes of the Southern Andes await on this 14-day luxury food and wine tour through Argentina and Chile. Designed with both experienced travelers and seniors in mind, this guided journey blends sophisticated tastes with the natural wonders of Patagonia and the Lake Districts. Start in Buenos Aires, the Paris of South America, where you’ll savor exquisite Argentine dinners paired with local wines and stroll through the city’s iconic milongas. From there, travel to Bariloche, renowned for its lakes and chocolate, and cross the majestic Andes into Chile, soaking in panoramic vistas of lakes, volcanoes, and snow-capped peaks. Experience the authentic gaucho lifestyle in San Antonio de Areco, visiting traditional ateliers and historic pulperias in the heart of the pampas. Throughout the tour, you’ll indulge in curated wine tastings, gourmet meals, and cultural immersions designed to elevate your senses. What makes this tour package truly unique is the seamless blend of luxury, local tradition, and natural beauty—offering guests a refined yet adventurous exploration of South America’s most celebrated regions.

Wine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english

Destinations

Buenos Aires, Santiago, Mendoza

Buenos Aires, Santiago, Mendoza, Andes Mountains, Puerto Varas, Patagonia, San Carlos de Bariloche, Puerto Montt, Uco Valley, San Antonio De Areco, Pulperias, Isla Negra

Duration14 days

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3 Day Wine & Dine Tour: Colchagua Valley - May 2026

Trip customizable

Best price guaranteed

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.

Wine tasting toursFood tours

Tour Type

Private Tour

Accommodation

Lodge, Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

Santiago, Colchagua Valley

Duration3 days

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Private tour: Snow, Mountain & Wine Tour - All in one! - May 2026

Trip customizable

Best price guaranteed

Craving a multi-sensory adventure in the Chilean Andes? The Private Tour: Snow, Mountain & Wine Tour combines the best of mountain scenery and wine culture in a single, seamless day. Begin your outing with a scenic drive to Valle Nevado ski resort, where you can breathe crisp alpine air and walk in the snow—no skiing required. After working up an appetite, indulge in lunch at a renowned French-style restaurant in Providencia, choosing from a diverse menu and an impressive wine list. The journey continues with a guided tour and tasting at Cousiño Macul, the oldest vineyard in Chile, set in the lush Maipo Valley. Perfect for travelers eager to blend outdoor experiences with culinary delights, this tour’s unique selling point is its all-in-one approach: snow-capped mountains, gourmet dining, and a deep dive into Chilean winemaking—all in a single day trip from Santiago.

Wine tasting tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

Santiago

Duration10 hours

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Wine Tour at Emiliana & Bodegas Re - May 2026

Trip customizable

Best price guaranteed

Wine lovers, prepare for an extraordinary day out in Chile’s Casablanca Valley on this wine tour to Emiliana and Bodegas RE. Discover organic and biodynamic winemaking at Emiliana, where sheep and alpacas roam the vineyards and tastings include premium whites and reds. Next, savor a gourmet lunch before heading to Bodegas RE, an estate famed for reviving ancient amphorae winemaking methods. Sample their signature Vigno Carignan and Chardonnoir—two true expressions of Chilean terroir—with the option to purchase homemade honey, olive oil, and more. The unique selling point? A hands-on journey into sustainable viticulture and centuries-old traditions, guided by families whose wine heritage spans generations. This trip is perfect for those who want to blend scenic countryside exploration with authentic tastings and a gourmet touch.

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

Santiago

Duration8 hours

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Tours and Trip Packages to Chile in May 2026

See Chile tours by duration

Get a customized trip to Chile in May 2026

7 Trips in Chile during May 2026 with 9 Reviews

Full Day Tour Valparaiso, Viña del Mar and Casablanca - May 2026

Concha y Toro Wine Experience - May 2026

Observatory StargazingTour from Santiago - May 2026

Luxury Food and Wine Tour of Argentina & Chile in 14 days - May 2026

3 Day Wine & Dine Tour: Colchagua Valley - May 2026

Private tour: Snow, Mountain & Wine Tour - All in one! - May 2026

Wine Tour at Emiliana & Bodegas Re - May 2026

7 Trips in Chile during May 2026 with 9 Reviews

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Tours and Trip Packages to Chile in May 2026

See Chile tours by duration

Get a customized trip to Chile in May 2026

7 Trips in Chile during May 2026 with 9 Reviews

Full Day Tour Valparaiso, Viña del Mar and Casablanca - May 2026

Concha y Toro Wine Experience - May 2026

Observatory StargazingTour from Santiago - May 2026

Luxury Food and Wine Tour of Argentina & Chile in 14 days - May 2026

3 Day Wine & Dine Tour: Colchagua Valley - May 2026

Private tour: Snow, Mountain & Wine Tour - All in one! - May 2026

Wine Tour at Emiliana & Bodegas Re - May 2026

7 Trips in Chile during May 2026 with 9 Reviews