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A red and white wooden boat on still water reflecting colorful houses built on stilts in the fog.

Luxury Chiloé Tours made for you

Discover Chiloé Island's exceptional biodiversity and ancient traditions

Explore Chile‘s second-largest island, at the southern edge of Latin America

Marooned between misted channels and deep fjords in the Pacific, Chiloé Island feels a world away from Chile’s mainland. Stilted palafitos rise along the waterfront in Castro, the island’s capital city. Fishermen’s boats bob against the port after unloading catches of robalo and pejerrey. And wood-shingled churches – more than a dozen of them UNESCO heritage sites – still stand centuries later, with roofs mirroring the curves of ships’ hulls.

Inland, a Valdivian rainforest protects some of Chiloé’s rarest wildlife. Among its inhabitants are Darwin’s foxes, whistling chucao birds, kodkods (Latin America’s smallest feline) and pudus – the world’s smallest deer. Along the coast, dense wetlands offer a refuge for Hudsonian godwits and whimbrels, while deeper waters out at sea host Peale’s dolphins and sea lions.

In these landscapes so remarkably biodiverse, there are endless ways to connect with nature. Ancient footpaths invite gentle horseback rides to explore the terrain at a slower pace. Guided hikes in Tepuhueico Park take you past giant mañio trees to the Rio Bravo’s spectacular cascade. Between October and March, boat trips offer the rare chance to visit the only place on Earth where Magellanic and Humboldt penguins gather together to nest.  

Chilote culture is deeply rooted in this natural world. Local handicrafts are a tribute to the land. Wool textiles are dyed with extracts from fruits and tree leaves, while baskets are woven from native fibres like quilineja – foraged from the forests. Culinary recipes turn to the sea. Razor clams, mussels and cochayuyo seaweed often become the stars of hearty stews.

  • Brightly coloured wooden houses built on stilts over the water on Chiloé Island, Chile, against a green hillside.
  • A three-story wooden church with a cross on top and blue accents on the ground floor arches on Chiloé Island.
  • Fishing boats on a shore in front of a coastal village with a bright blue church and green hills.
  • A pudu deer with dark facial markings standing among green ferns and grass.
  • Silhouette of a person on a boat using a long pole in golden, shimmering water during sunset.
  • A black and grey Peale's dolphin leaping mid-air over blue ocean water with white sea spray.
  • A steaming pile of shellfish, chicken, and potatoes being prepared outdoors on leaves.
  • Several black and white penguins standing on dark, algae-covered rocks by the blue sea.

From our experts

Experiences picked by our Chiloé specialists

Kayak alongside dolphins and sea lions

Glide alongside Peale’s dolphins and sea lions on a guided kayaking trip

Walk through Castro and admire its churches

Admire age-old churches built by local ship-builders as you explore Castro with an expert

Ride horseback through Chiloé's landscapes

Embark on horseback rides to experience Chiloé’s landscapes from a different perspective

Search for the world's smallest deer

Venture deep into Tepuhueico Park’s Valdivian rainforest in search of the world’s smallest deer

Luxury accommodation in Chiloé

There are many incredible places to stay in Chiloé. Here are some of our favourites, handpicked by our travel designers:

Why book with Jacada?

  • Personalised design

    We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.

  • Authentic experiences

    Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.

  • Responsible travel

    Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.

Trip inspiration

Get inspired with our Chiloé example trips and then get in touch to plan your own adventure

Ready to plan your adventure?

Whatever you want from your Chiloé adventure, our team of expert travel designers are ready to help.

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Where to go

Meet your Latin America team

Chile travel guides

Plan your trip to Chiloé

Whatever you want from your adventure in Chiloé, our team of expert travel designers are ready to help.

Start Planning

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We enjoyed our first trip with Jacada and it surely won't be our last! Every detail and moment of our trip was perfectly planned. We were met every step of the way with courteous and knowledgeable drivers and guides. We really appreciated the local guides and the commitment they had to make every day special. Thank you Jacada for the…

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We enjoy traveling and we have used Jacada Travel for some wonderful trips over several years. We have never been disappointed. In 2024 we took a Safari in Botswana Africa and walked with the gorillas in Rwanda planned by Jacada and the itinerary was amazing. In 2025 we had planned a trip to Antartica ( with another company ) but…

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Communication and organization were excellent. The Jacada team was helpful and genuinely interested in our experience. The guides were personable, knowledgeable, and clearly enjoy their work. Vehicles were spotless, timely, and coordinators managed our every need brilliantly. I will recommend Jacada to friends and family. The only way to travel!

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Your trip, your story

We craft trips deeply personal, delightfully surprising and entirely one of a kind. Every Jacada journey begins in conversation with a travel designer, a specialist in their destination of expertise. Behind each journey is a wealth of insight, gathered over years of on-the-ground exploration.

Once you’re booked, you’ll meet your concierge. Based in the region you’re visiting, they’ll take care of all the details so your mind is at rest. They make the trip truly special – and truly yours.

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