Latin America
Small group
Chile Biking

Chile Bike Tours

A Country of Opposites

Geographically narrow. Culturally robust. Welcome to Chile. Dominated by the Andes and the Pacific on a strip of land that runs up South America’s south-western coast, Chile boasts a mix of European and indigenous influences that imbue the country with an old-school, European feel. The Mediterranean-like climate in its wine valleys has helped propel the country’s oenological offerings to international acclaim, complemented by its dynamic culinary scene. Still relatively untouched by tourism, these valleys make for not only a great meal, but a perfect opportunity for exploration.

Trip Details



We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.


These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.



“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”


“I enjoy a good walk or ride, and feel comfortable while on the move.”


“I get moving at least once a week, and don’t mind a little sweat.”


“I get moving a few times per week and enjoy some exertion.”


“I want to feel invigorated each day and going hard how I like to do that.”

Click here for full details on each activity level »

Small group

Small group

The right number of like-minded travellers to make new friends.


Your dates. Your group. Our expertly-designed itinerary.


Tailored to your interests, a bespoke travel experience.



Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.

Locally Supported

Our friends on the ground are there to set you up with insider access and expert tips—then disappear when you’d prefer to be on your own.


Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.

Santiago to Santiago
7 Days / 6 Nights
per person from:
$6,795 USD
Single supplement: 1000
See departure dates for exact pricing Request aDETAILED ITINERARY


Limited Space / Waitlist

This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.



Have a group already?

Make it a private trip by taking over one of our dates, or we can request a fresh one. Prices are sliding scale to suit the number of travellers.
Request your PRIVATE DATE

Day by Day

Rendezvous in Santiago and head due west into the fertile and lush Casablanca Valley. Enjoy a brief tasting at Viñedos Orgánicos Emiliana, before heading out for a casual ride through farmland and past eucalyptus groves, then stop for a picnic at Kingston Vineyards.

Today, the Andes will provide the perfect backdrop to the stunning San Antonio Valley as we ride a classic loop from the hotel, taking in a wine tasting, a horse handling demonstration and a typical asado-style lunch.

Pass through the exclusive beach resort of Santo Domingo before biking south, away from vines and emerging onto the coast, offering spectacular views. Stop for a casual lunch in the beach town of Matanzas before rolling along to our beach-side hotel.

Meet for lunch at a local picada and ride to the edge of Marchigue and the restored hacienda that will be our home for the next two nights. Enjoy dinner in the hotel after an interactive cooking demonstration with Chef Pilar Rodriguez.

Push yourself this morning (or sleep in!) with an optional 72 km (45 mi.) ride deep into the agricultural heart of Chile. We’ll later meet at the Vik Winery, famous for its intelligent application of modern technologies and traditional winemaking values.

Head north toward the wine region of Maipo and enjoy a gourmet lunch at Fundación Origen, a non-profit organization helping improve local sustainability. Later, explore Santiago and dine at the personal home of Chef Maria Eugenia Terragno.

We’ll say our goodbyes over breakfast this morning and wish you buen viaje, be that homeward or onto another adventure.


La Casona de Matetic, Matetic

The place to stay outside of Santiago, this small and intimate retreat of seven rooms is a restored former colonial farm. The attached award-winning winery and beautiful location make it a favourite. View hotel website »

Surazo, Matanzas

A simple yet chic surf lodge, Surazo lies on a remote black-sand beach on the central coast, hours from civilization. Its wooden features and trees growing through the middle of the restaurant and most terraces provide guests with a relaxing and natural atmosphere to unwind. The hotel also offers a beachfront patio and an alpine-style wood hot tub, perfect for watching the stars. View hotel website »

Residencia Historica, Marchigüe

Surrounded by hills and located just outside of Santa Cruz, Residencia Historica is a restored country house dating back to the 18thC. Nestled among an oasis of eucalyptus trees, fruit orchard and rose gardens, and offering 23 elegant rooms, this residence is the ideal place to enjoy peace and serenity. View hotel website »

Viña Vik, Millahue

The latest offering from the Vik group lives up to the hype that surrounds anything this name is on. A gorgeous setting in 11,000 acres of valleys, lakes, vines, hills forests and majestic mountains, and impeccable style combine to make this an unforgettable experience. View hotel website »

Activity Level


The daily bike rides will average roughly 35 km (22 mi.) on good quality, paved roads with shorter options available for each ride.


The Bikes

You can't enjoy a great biking trip without a really great bike. On this trip, we’ll use well-tuned, high-quality, local bikes that provide a good fit to your size and weight.

What's Included

  • All accommodation
  • All breakfasts, six lunches and six dinners, including wine
  • Services of B&R guide(s) and support vehicle
  • All special events, private tours, guest experts and entrance fees
  • Choice of a dropped bar road bike or a lightweight hybrid, and helmet
  • Detailed maps, route suggestions and water bottle
  • All transportation from rendezvous to drop-off
  • All gratuities for baggage, porters, hotel service and local support

At Your Service

We take pride in choosing guides who are not only exceptional travelling companions, but who’ll go far beyond the call of duty to ensure an unforgettable experience.

Learn more about our guides »

Chile Biking

Notes from the Road

In Pictures: Chile

What do you get when you combine new world wine with an old school, European feel? A quintessential B&R trip, as these Chile Biking pics reveal.
more »

Vines 101: Chilean Wine

Chile may be considered a New World wine region, but the roots of Chilean wine date back to the 16th century.
more »

CN Traveler: Bike Tours That Wine and Dine You

"A newly added week-long excursion through Chile offers a moderate pace through wine country..."
more »

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