Tours and Trip Packages to Santiago in May 2027
Traveling to Santiago in May 2027? We offer 30+ tours, trips and vacation packages to Santiago in May 2027. Our Santiago in May 2027 tour packages and trips have 70+ customer reviews. All the Santiago May 2027 tour packages and trips are carried out by hand-picked, qualified local and international Santiago tour operators.
18 Trips in Santiago during May 2027 with 13 Reviews
Most Popular
Best of Argentina and Chile Tour - May 2027
4.8
My husband and a friend travelled for around 25 days visiting some of the most beautiful destinations in Argentina and Chile. Our favourite part was Mendoza and Bariloche for its exceptional landscapes and gastronomy. It is a trip that will remain in our memory forever.
ExplorerCity sightseeing
Concha y Toro Wine Experience - May 2027
4.5
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
Full Day Tour Valparaiso, Viña del Mar and Casablanca - May 2027
5
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
Andes Day Hike - in National Park Yerba Loca - May 2027
5
This was a perfect trip for those who want to get out of Santiago and step into nature for the day. The valley was beautiful and the hike was perfect, not too difficult. The picnic at the end of the hike was the cherry on top of this tour.
Trekking and HikingWildlife
Observatory StargazingTour from Santiago - May 2027
4
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
Premium Chile, Argentina & Brazil - May 2027
Curious about what makes South America so irresistible? The "Premium Chile, Argentina & Brazil" tour package invites you to explore the vibrant cities and breathtaking natural wonders of these three dynamic countries over 15 indulgent days. Begin your journey in Santiago, an artistic hub alive with energy, before wandering the colorful hills of Valparaiso. Venture into Mendoza, the cradle of Argentina’s famed Malbec wines, and be swept away by Buenos Aires’ intoxicating blend of European elegance and Latin passion. The adventure continues at the awe-inspiring Iguazu Falls, straddling the border with Brazil, before concluding in Rio de Janeiro—renowned for its stunning landscapes and lively spirit. Designed with a relaxed, easy pace, this trip is ideal for seasoned globetrotters and travelers seeking both comfort and cultural depth. Guided by passionate local experts, you’ll experience authentic flavors, stories, and sights at every turn. The unique selling point? Intimate group sizes and immersive experiences reveal the true heart of each destination, ensuring you savor every moment in style and ease.
Cultural, religious and historic sites
Premium Chile & Argentina - May 2027
Set against the dramatic Andes Mountains, the Premium Chile & Argentina tour is a nine-day journey perfect for those who crave history, culture, and culinary delights. Stroll the vibrant streets of Santiago, sip pisco on Valparaiso’s rooftops, and indulge in Mendoza’s world-class wines. In Buenos Aires, explore stylish neighborhoods and the picturesque El Tigre Delta, all with a local leader’s insight. The trip’s unique selling point is its exclusive experiences—historical stays and immersive tastings—delivering an indulgent adventure through South America’s most dynamic destinations. Ideal for travelers seeking the perfect blend of sophistication and spirited local flavor.
Cultural, religious and historic sites
Premium Highlights of South America - May 2027
Set off on a 24-day Premium Highlights of South America tour, traversing Peru, Chile, Argentina, and Brazil for an epic journey designed for seasoned travelers and seniors. Marvel at the wonders of Machu Picchu, delve into the biodiversity of the Amazon Jungle, and soak in the infectious rhythms of Santiago and Buenos Aires. The trip’s moderate activity level means you’ll explore lively neighborhoods, sample world-class wine in Mendoza, and feel the spray of Iguazu Falls. Guided by passionate locals, this cultural tour package stands out for its seamless blend of ancient sites, vibrant cities, and natural marvels—culminating in the iconic Rio de Janeiro. The USP: an immersive, expertly-led adventure revealing South America’s dazzling diversity in one unforgettable sweep.
Cultural, religious and historic sites
Premium Peru, Chile & Argentina - May 2027
Embark on a captivating journey across South America’s most alluring landscapes with the "Premium Peru, Chile & Argentina" trip. This 18-day moderate-activity tour whisks you from Lima’s coastal charm through the mystical Andes, sacred Machu Picchu, and the vibrant wineries of Mendoza, ending amid Buenos Aires’ cosmopolitan flair. Uncover Inca heritage in Ollantaytambo, wander Valparaiso’s artistic streets, and savor Santiago’s culinary scene—all while enjoying the guidance of local experts. This tour is well-suited for experienced travelers seeking a balance of culture, adventure, and comfort. The standout feature? A thoughtfully curated blend of natural wonders, ancient history, and world-class cuisine, making this trip a true feast for every sense.
Natural landmarks sightseeing
Santiago Sightseeing Classic City Tour - May 2027
This fascinating tour begins with hotel pick-up, followed by a drive down the main avenue of the city as we explore its history and key landmarks.
We will start with a panoramic visit to the Central Market, where you can admire the architecture of the place and learn a bit more about its history. Next, we will head to Plaza de Armas, the heart of the city, where we can admire the impressive Santiago Cathedral with its colonial architecture. However, it is possible that the cathedral may be closed for a special event or activity. We will then continue with a walk to the Palacio de la Moneda, the seat of the Chilean government, and Plaza de la Constitución, where we will learn more about Chile's history and its institutions. Depending on the month and day, it is possible to witness the Changing of the Guard, a solemn event that regularly takes place, but this stop may be omitted due to internal activities at the Palacio de la Moneda. We will then head to Cerro Santa Lucía, one of the most iconic hills of the city, where we will stop for a short walk and enjoy panoramic views of Santiago.
Our tour continues with a panoramic visit of the iconic Lastarría and Bellavista neighborhoods, known for their cultural offerings, cuisine, and art, giving us a panoramic view of local life. It is a perfect spot to soak in the atmosphere of Santiago and its historic charm.
Next, we will visit Parque Bicentenario, a beautiful green space, where you will have time for a relaxing walk in a natural environment.
Optionally, if preferred by the passengers, a visit to Bluestone, a lapis lazuli store, the national stone of Chile, can be arranged, where we can admire and/or purchase beautiful jewelry and local crafts.
The tour will end with a drop-off at the hotel, the entrance to Cerro San Cristóbal, or at Patio Bellavista.
Sightseeing Tours
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