10 Best Santiago Multiday Tours in May 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Classic Horseback Ride - May 2026

Trip customizable

Best price guaranteed

Join us on our 3 classic horseback ride tour through Santiago’s rugged Cordillera. You will be welcomed at the ranch by the Arrieros (local cowboys) and their dogs before we take off. Take in the stunning vistas and admire the abundant flora & fauna from horseback. We will cross rivers, scale mountains, have a short break along the river side or on a hill top, enjoy a small snack in the gorgeous surroundings and then savour a picnic lunch once back at the ranch. You will also have the chance to share an Argentinean herbal tea called “mate”. We use the small but sturdy criollo horses who make anybody feel at ease. No previous experience is required. To make your trip more pleasant, we will lend you chaps and a helmet. Please wear long trousers, long sleeves in the summer for sun protection and closed shoes. You will be picked up at 10.00 and returned by 16.00 max to your hotel (35 min drive from Providencia). Booking a horseback riding tour with Chile Off Track generates a positive social impact as we contract the horses with local providers, with whom we have an established business relationship for years. Our tours contribute significantly in helping them to make their living!

Horseback ridingExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, spanish

Destinations

Santiago

Duration6 hours

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32% OFF TODAY

Super Sales

Southern Divide - May 2026

(8 reviews )

No booking fees

Best price guaranteed

Lima and Santiago bookended this trip. The small cities and towns we visited were more to my taste. La Paz was special in part because of a very good city tour largely on the cable card.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Santiago, Lima, La Paz, Sucre, P

Santiago, Lima, La Paz, Sucre, Potosi, Uyuni, Salar De Uyuni, San Pedro De Atacama, Cusco, Ollantaytambo, Aguas Calientes, Puno

32% OFF TODAY

Duration21 days

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Best of Argentina and Chile Tour - May 2026

4.8

(4 reviews )

Trip customizable

Best price guaranteed

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

Tour Type

Independent Tour

Age Range

1-79 yrs

Operated in

english, spanish

Destinations

Buenos Aires, Santiago, El Calaf

Buenos Aires, Santiago, El Calafate, Ushuaia, Puerto Iguazu, Punta Arenas, Salta, Purmamarca, San Pedro De Atacama, Toconao, Santiago De Chile, Valparaiso, Tierra Del Fuego National Park, Iguazu Falls, Iguazu Falls

Duration25 days

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Picturesque Solo Chile Tour - May 2026

Trip customizable

Best price guaranteed

ABOUT THIS TRIP This small-group tour of Chile will show you the most exhilarating sites and breathtaking attractions this country has to offer! From cosmopolitan cities to magnificent deserts, you will fall in love with the beauty and magic of Chile. Begin your tour in Santiago, the capital which is famous for its magnificent mountain views. Learn about the history and culture of the city as you visit the Plaza de Armas and Santa Lucia Hill. Catch a flight to Punta Arenas, from where you will travel to Puerto Natales. Discover the extraordinary beauty of the region as you explore Patagonia with its magnificent mountains, fjords, glaciers, forests, and steppes. From there you will fly to the Atacama and discover the driest desert in the world as you explore the Moon Valley. This is a breathtaking geological wonder which will make you feel like you are walking on the moon! Bask in the beauty of the Andes Mountains and the teeming volcanoes in this otherworldly area, where you will end your tour of Chile. This is a Solo Tour You don't pay single supplement and get a room for yourself!

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

8-99 yrs

Operated in

english

Destinations

Santiago, Atacama Desert, San Pe

Santiago, Atacama Desert, San Pedro De Atacama, Puerto Natales

Duration10 days

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South America Discovery: Lima To Rio De Janiero - May 2026

13% OFF TODAY

Super Sales

South America Discovery: Lima to Rio de Janiero - May 2026

(3 reviews )

No booking fees

Best price guaranteed

We had the trip of a lifetime and I will be recommending it to all my friends and family. Thanks G for an awesome trip!

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

Rio de Janeiro, Lima, La Paz, Su

Rio de Janeiro, Lima, La Paz, Sucre, Potosi, Uyuni, Salt Flats, San Pedro De Atacama, Cusco, Santiago, Valparaiso, Pucon, San Carlos de Bariloche, Buenos Aires, Foz Do Iguacu, Paraty, Ilha Grande, Ollantaytambo, Aguas Calientes, Puno

13% OFF TODAY

Duration38 days

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25% OFF TODAY

Essential Colombia to Chile - 21 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 - 55): Set out on the ultimate South American journey with this 21 day tour, packed with bucket-list experiences, breathtaking landscapes, and thrilling adventures! Take in Medellin and Bogota, trek through the Andes to the legendary Machu Picchu, take a boat ride on Lake Titicaca, and explore the vibrant streets of La Paz. Cross the otherworldly Uyuni Salt Flats in a 4x4, marvel at flamingo-filled lagoons, and soak in high-altitude hot springs. Finally, chase adrenaline in the Atacama Desert, from cycling in the Lunar Valley to stargazing under one of the clearest night skies on Earth.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Guest House, Hostel, Hotel, Sleeper Bus

Age Range

18-55 yrs

Operated in

english

Destinations

Medellin, Santiago, Machu Picchu

Medellin, Santiago, Machu Picchu, Cusco, Puno, La Paz, Uyuni, San Pedro De Atacama, Santiago, Salento, Cali, Bogota, Inca Trail

25% OFF TODAY

Duration21 days

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South America Highlights: Bolivia, Chile, & Argentina - May 2026

13% OFF TODAY

Super Sales

South America Highlights: Bolivia, Chile, & Argentina - May 2026

(1 review )

No booking fees

Best price guaranteed

Great way to see Bolivia, Chile and Argentina. The Bolivian Salt Flats were an unexpected highlight. So beautiful. Patagonia was also stunning. I really enjoyed understanding the lives of the indigenous people. Thank you.

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

Buenos Aires, La Paz, Santiago

Buenos Aires, La Paz, Santiago, Valparaiso, Pucon, San Carlos de Bariloche, Sucre, Potosi, Uyuni, Salt Flats, San Pedro De Atacama

13% OFF TODAY

Duration20 days

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Andean Discovery - 18 days - May 2026

No booking fees

Best price guaranteed

Discover the highlights of Chile, Bolivia and Argentina on this 18 day private tour, visiting Atacama and the otherworldly Valley of the Moon, Uyuni, the world's largest salt flat and the spectacular Iguazu Falls, before ending in the sultry capital of Buenos Aires.

Explorer

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Buenos Aires, Santiago, Santiago

Buenos Aires, Santiago, Santiago, Tupiza, Purmamarca, Salta, Iguazu Falls, San Pedro De Atacama, Laguna Colorada, Uyuni

Duration18 days

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South America: La Paz, Santiago & The Uyuni Salt Flats - May 2026

32% OFF TODAY

Super Sales

South America: La Paz, Santiago & the Uyuni Salt Flats - May 2026

(4 reviews )

No booking fees

Best price guaranteed

This tour was full of culture and community. We loved the range of activities offered in the cities and the mining tour was a real highlight, run by ex miners who have an amazing sense of humour!

Explorer

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

Santiago, La Paz, Sucre, Potosi

Santiago, La Paz, Sucre, Potosi, Uyuni, Salt Flats, San Pedro De Atacama

32% OFF TODAY

Duration11 days

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All Santiago Tours in May 2026

9 Trips in Santiago during May 2026 with 20 Reviews

Get a customized trip to Santiago in May 2026

9 Trips in Santiago during May 2026 with 20 Reviews

Classic Horseback Ride - May 2026

Southern Divide - May 2026

Best of Argentina and Chile Tour - May 2026

Picturesque Solo Chile Tour - May 2026

South America Discovery: Lima to Rio de Janiero - May 2026

Essential Colombia to Chile - 21 days - May 2026

South America Highlights: Bolivia, Chile, & Argentina - May 2026

Andean Discovery - 18 days - May 2026

South America: La Paz, Santiago & the Uyuni Salt Flats - May 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Santiago Tours in May 2026

9 Trips in Santiago during May 2026 with 20 Reviews

Get a customized trip to Santiago in May 2026

9 Trips in Santiago during May 2026 with 20 Reviews