Chile Sailing Tours & Trip Packages

Chile Sailing Tours & Trips

458 Chile trips. Tours from 133 tour companies. 1,476 reviews. 4.7/5 avg rating.

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Sailing
Wonders of South America
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By Across South America
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
65 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Buenos Aires, Cusco, El Calafate, Iguazu Falls, Iguazu National Park, Lima, Machu Picchu, Rio de Janeiro, Torres del Paine National Park

Highlights

  • Beauties of Rio de Janeiro
  • Iguazu Falls and bird watching
  • Discover Buenos Aires & Gaucho Culture
  • Highlights of Patagonia including Perito Moreno Glacier and Torres del Paine
  • Santiago de Chile and Wines
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Themes

Birding, Culinary & Wine, Cultural, High Adventure, Nature & Wildlife, Rafting, Kayaking, Canoeing, Trekking & Expeditions, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

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El Calafate & Torres del Paine Tour
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By Say Hueque
preferred
5/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Why we love them
They have extensive knowledge of Argentina and the surrounding region and their specialists have visited the destinations they send travelers to.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

El Calafate, Los Glaciares National Park, Patagonia, Punta Arenas, Torres del Paine National Park

Highlights

  • Hike and discover the amazing nature of Patagonia on our El Calafate and Torres del Paine tour.
  • Meet massive glaciers, rugged mountains, and wide open, star-lit skies.
  • Best time to travel: From October to April.

Themes

Eco, Sustainable & Green Travel, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"Just wanted to take this opportunity to thank you and your team for a fantastic holiday in Argentina! We loved the country and the people. The highlights for us was Iguazu Falls, the wine tour & the little hotel in Mendoza and the Glacier trekking. The Glacier was amazing!!! All flights were on time and your guides were always there to meet and great. Please pass on a special thank you to Carla who looked after us in BA and kept in touch all through our travels. Thanks again to Lujan, who did a fantastic job putting it all together and we will recommend you and your company to all our friends & family."

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Antarctica Expedition & Wild Patagonia
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By Across South America
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
65 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

El Calafate, Patagonia, Tierra del Fuego National Park, Ushuaia

Highlights

  • Torres del Paine Luxury Camp
  • Walk on the Perito Moreno Glacier
  • Explore the "End of the world"
  • Nature at its best at the Small Luxurious Expedition Cruise to Antarctica.
  • Adventure in Antarctica: Ice-Camp and Kayak

Themes

Birding, Cultural, High Adventure, Hiking & Walking, Nature & Wildlife, Rafting, Kayaking, Canoeing, Small Ship Cruise, Trekking & Expeditions, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

Trip dates & details
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South America for Food & Wine Lovers
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By Across South America
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
65 reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Buenos Aires, Iguazu Falls, Iguazu National Park, Mendoza, Rio de Janeiro

Highlights

  • Beauties and delights of Rio de Janeiro
  • Iguazu Falls Exclusive jungle lodge experience
  • Buenos Aires tango, food and Gaucho Culture
  • Luxury wine experiences in Mendoza and Santiago de Chile

Themes

Birding, Culinary & Wine, Cultural, Nature & Wildlife, Relaxing Retreats, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

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Galápagos — North, West & Central Islands aboard the Yolita
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4.8/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Bar, Darwin, Guayaquil, Isabela Island, Quito, Santiago, Sucre

Highlights

  • Seven nights cruising in the galápagos islands aboard the yolita
  • Explore the least visited islands of isabela and genovesa to see massive bird colonies and impressive volcanoes
  • Relax on the white-sand beaches
  • Hike to the top of the sierra negra volcano the most recently active volcano in the galápagos
  • Go snorkelling with sea lions and search for turtles and rays

Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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Complete Galápagos - Yolita
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4.8/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Bar, Darwin, Guayaquil, Isabela Island, Isla Santa Fe, Quito, Santa Cruz, Santa Cruz Island, Santiago, Sucre

Highlights

  • 14 nights cruising in the galápagos islands aboard the yolita
  • Explore the lesser visited islands of isabela and genovesa to see massive bird colonies and impressive volcanoes
  • Relax on the white-sand beaches
  • Hike to the top of the sierra negra volcano the most recently active volcano in the galápagos
  • Go snorkelling with sea lions and search for turtles and rays

Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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Lakes Adventures
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4.7/5 Excellent
100+ reviews
Private Guided
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Andes Mountains, Atacama Desert, Bariloche, Puerto Varas, Santiago, Torres del Paine National Park

Highlights

  • Discover some of the wonders of Chile and Argentina, as you travel between Santiago and San Carlos de Bariloche through the Lake District.
  • The tour begins in Chile’s historic capital, Santiago, with time to discover the main sights of the city, including Los Dominicos market.
  • This itinerary includes many amazing highlights, but is paced so that there is enough time to explore.
  • You will discover the beautiful Lake District region of Chile around Puerto Varas and Puerto Montt.
  • The itinerary also includes the Andean Lake Crossing, a picturesque trip through the Andes by road and ferry across three different lakes, one of the most scenic journeys in the whole of Latin America.
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Themes

Cultural, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"Everything organised by Karen at Chimu Went as planned which we were very grateful for. The only drama was the tight scheduling of some of our flights and having to run to get to next gate on time. Latam airline did very well and all our luggage arrived on time . The cruise on OceanEndeavour was truly amazing; the ice, the wildlife and the professional enthusiastic crew made our experience very memorable. Thanks Chimu"

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Other trips you may like [sponsored]
Discover Chile
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4.9/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Lake District, Patagonia, Santiago

Highlights

  • Visit the unique and colourful Pacific Coast city of Valparaiso
  • Take excursions to the Atacama salt flats, altiplano lagoons and El Tatio geysers
  • Enjoy the sunset over the Valley of the Moon in the Atacama Desert
  • Embark on city tours in cosmopolitan Santiago, German-influenced Puerto Varas, and the fish market of Puerto Montt
  • See the Petrohue Falls, enjoy a boat cruise on Lago Todos los Santos, and walk at Osorno Volcano
Show more

Themes

Cultural, National Parks, Nature & Wildlife

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
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Best of Chile Itinerary 14 Days
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By Say Hueque
preferred
4.8/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Why we love them
They have extensive knowledge of Argentina and the surrounding region and their specialists have visited the destinations they send travelers to.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Andes Mountains, Atacama Desert, Mount Fuji, Patagonia, Puerto Varas, Punta Arenas, Santiago, Torres del Paine National Park, Valparaiso

Highlights

  • Begin your 2-week trip through Chile in the north, in the surprisingly beautiful desert of San Pedro de Atacama.
  • Travel south with our tours to Torres del Paine and discover the wild nature of Patagonia.
  • Finish yourChileitinerary by selecting one (or more!) Of our best tours in Santiago de Chile.
  • Best time to travel: October to April

Themes

Cultural, National Parks, Nature & Wildlife

What travelers are saying

"Just wanted to take this opportunity to thank you and your team for a fantastic holiday in Argentina! We loved the country and the people. The highlights for us was Iguazu Falls, the wine tour & the little hotel in Mendoza and the Glacier trekking. The Glacier was amazing!!! All flights were on time and your guides were always there to meet and great. Please pass on a special thank you to Carla who looked after us in BA and kept in touch all through our travels. Thanks again to Lujan, who did a fantastic job putting it all together and we will recommend you and your company to all our friends & family."

Trip dates & details
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Highlights of Chile & Argentina
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4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bar, Bari, Bariloche, Buenos Aires, Casablanca, Santiago, Valparaiso

Highlights

  • Explore colourful valparaíso
  • Visit the famous wine region in chile
  • Opt to climb to the top of an active volcano in pucón
  • Act like a gaucho in the countryside of argentina
  • Enjoy the nightlife in buenos aires

Themes

Cultural, Education / Learning, Transformative

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
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Wonders of South America
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By Across South America
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
65 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Buenos Aires, Cusco, El Calafate, Iguazu Falls, Iguazu National Park, Lima, Machu Picchu, Rio de Janeiro, Torres del Paine National Park

Highlights

  • Beauties of Rio de Janeiro
  • Iguazu Falls and bird watching
  • Discover Buenos Aires & Gaucho Culture
  • Highlights of Patagonia including Perito Moreno Glacier and Torres del Paine
  • Santiago de Chile and Wines
Show more

Themes

Birding, Culinary & Wine, Cultural, High Adventure, Nature & Wildlife, Rafting, Kayaking, Canoeing, Trekking & Expeditions, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

Trip dates & details
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Generous cancellation

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Brazil, Argentina, Chile & Peru
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5/5 Excellent
14 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Visits

Buenos Aires, Cusco, Foz Do Iguacu, Lima, Machu Picchu, Rio de Janeiro, Valparaiso

Themes

Cultural, Education / Learning, High Adventure, Local Immersion & Homestays, Nature & Wildlife, Relaxing Retreats, Photography, Festivals & Special Events

What travelers are saying

"The brilliant excursions! Dear Richele! I am writing you with gratitude for organizing the brilliant excursions for our group of 16 people! They came back from Brazil very happy and really satisfied! So, many-many thanks to you and your wonderful team! Looking forward to our next cooperation) Kind Regards, Anna Zboranska Exotic Department TRAVEL PROFESSIONAL GROUP"

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7 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Sailing

Chile Reviews & Ratings

4.7/5  Excellent
1,476  Reviews
See all Chile tour reviews
Excellent
907
Great
293
Average
29
Disappointing
9
Terrible
4
A

Anonymous

Oct 2018

Provided byExodus Travels

Excellent trip!

Chile is such a beautiful country. It has a very varied landscape from deserts to lakes to glaciers. I loved the flamingo lakes. I felt I was on another planet and ...

A

Anonymous

Apr 2018

Provided byExodus Travels

Not Relaxing but Packs a Lot in!

A very busy schedule which can leave you exhausted at times but is essential due to the length and geographical constraints of this stunningly beautiful and varied...

A

Anonymous

Apr 2018

Provided byExodus Travels

An amazing trip

A lovely trip which includes a very varied itinerary. You get to see different areas of Chile, from the desert , city life, lakes and mountains all with amazing sc...

A

Anonymous

Apr 2018

Provided byExodus Travels

Magnificent landscapes

Chile is a country of the natural landscape. So it isn't a particularly cultural experience as, for instance, is Peru. On Discover Chile we went in only one hous...

A

Anonymous

Feb 2018

Provided byExodus Travels

Discover Chile with Alex

Hi had a great time, Alex was one of my best group leaders ever. Chile was beautiful. I give the trip 5 star. Thank you, Rich Semega. The scenery was beautiful. M...

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Chile Tour Selection Trips

  • With Chile’s many options for nature lovers, consider your physical limitations. If you want a more relaxing tour, look for tours with fewer physical demands.
  • Take the guess work out of finding Santiago's best food spots with an epicurean tour.
  • For treks in Patagonia, do not wait until the trip to test your outdoor gear. You don’t want any unpleasant surprises!
  • Looking to be wined and dined? Many tours offer excursions to Elqui Valley for wine and pisco tastings.
  • Dress in layers, because the climate can vary widely from day to night and from North to South.
  • Remember that Chile is south of the equator, and therefore the season are likely the opposite of your own 

Additional details

Common Chile Guided Tour Lengths

Thanks to a superior transit system within this region of South America, tours to Chile can include several areas of the country in one go, whether you have one week or four. To get a solid feel for the country and its remarkable geography and fascinating culture, it’s wise to at least plan for ten days at a minimum. That said, if you have two to four weeks open on your calendar, you will certainly be able to fill it here!

Physical Requirements for Chile Guided Tours

Depending on your goals for your Chile guided tour, your physical fitness requirements may vary. Of course, if you’re planning to tackle many miles of trekking in Torres del Paine National Park or sandboarding in the Atacama Desert, you’ll be most comfortable if you are a regular exerciser back home.

Less physically demanding activities abound, however, and are suitable for those who are comfortable walking for a couple hours each day. This might include walking along Valparaiso’s cobblestone alleyways, zooming up to the summit of Santiago’s Cerro San Cristobal Hill by cable car and boating in to view the San Rafael Glacier.

Top Chile Destinations

In a country this vast and varied, Chile guided tours are a valuable way to take it all in … or at least as much as your time allows. Look for tours that include many of the following: Torres del Paine National Park, San Pedro de Atacama, Santiago, the vineyards of Colchagua and Millahue Valley, the Vina del Mar coastline and, if time allows, Easter Island.

Always Find the Best

On Travelstride you can find 458 trips to Chile and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

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