Great Explorations

(800) 242-1825
(604) 730-1247

National Geographic

“[Vina Vik] is a heady mix, this combination of culture and wine, surrealism and fertility, growth and harvesting, creativity, spirit and vision.”


- Condé Nast Traveller


 More testimonials


Trip Dates:

Nov 3-10
Nov 10-17

Nov 17-24
Nov 24 - Dec 1


This trip can be booked by groups of 4-16. You choose the dates!

Custom trips also available.


Nov 2-9
Nov 9-16

Nov 16-23
Nov 23 - 30

Trip Size:

4-16 participants

Total Days:

8 days/ 7 nights


Santiago de Chile




The Aubrey, Santiago de Chile


Hotel Cirilo Armstrong, Valparaiso

Hotel Surazo, Matanzas

Hotel Residencia, Marchigue

Noi Blend, Santa Cruz

Activity Level:



Moderate with some hills, some of which are steepish (shuttles are always available, should you choose not to ride). The elevation gains average less than 500 m per day. There are options for longer rides most days.


US$3450 pp *(8 pax)
Single Supplement: US$850
Bike Rental: US$180

*6-7 pax-add $400pp
*4-5 pax-add $800pp


Includes 7B/5L/5D


Chile is a country sandwiched between the dramatic Andes and the Pacific Ocean, stretching from the Atacama Desert in the north, to Patagonia and Torres del Paine in the south. The best biking is along the Central coast region, where fertile valleys dotted with haciendas, pretty villages, and vineyards await. A mix of European and indigenous influences, not to mention stunning hotels and world-class wines, make Chile an exotic and rewarding destination.

Only Great Explorations:


  • Small groups, extraordinary guides, and authentic experiences.

  • Incredible hotel properties with a variety of distinctive unique estancias, and inns.

  • A ride you will never forget: each of the rides will be memorable, through vineyards, valleys and along the coast.

  • Guided & informative walking tour in Valparaiso
  • Wine tasting at renowned vineyards including Vik and Lapostolle.

  • Order off the menu at restaurants you won't find in guidebooks.

  • We design and operate our own trips so there are only good surprises.

Straight Talk: Because of the distance we cover on this trip, and the fact that not all roads are suitable to bike, we have strategic shuttles, sometimes to the start of the ride, or from the end of the ride to the hotel. The drives are often through gorgeous scenery and allow you to reach must-see destinations. Our vehicles are typically Mercedes Sprinter vans, air conditioned and comfortable.




Fly into Santiago. Most flights arrive early morning so you have time on arrival day to explore the city.


DAY 1:
Arrive to Santiago and transfer to our hotel. Take time to visit the historic center of Santiago including La Chascona, former home of Nobel Laureate poet Pablo Neruda. We will meet for a wine reception at 7 pm followed by dinner at a favourite restaurant.

DAY 2:
Let’s go biking! We will depart Santiago for the Casablanca valley. Our cycling route follows a quiet road through the Curacau valley, stopping for lunch along the route and the first of many wine tastings. Afterwards, we have a short transfer to the coastal city of Valparaiso, where artists such as Neruda have fallen for its unexpected charms. We will dine at a local spot that will be a trip favourite. Ride Distance: up to 55 km

DAY 3:

Exploring the coast of Central Chile our ride will be through vineyard laden San Antonio valley to a beautiful secluded beach at Tunquen. We explore Valparaiso on a local walking tour; there will be time to visit the many galleries, museums, and cafes of Valparaiso. On this night you can choose between many amazing restaurants. Ride Deistance: up to 55 km

DAY 4:
We head south today, starting with a transfer to the beginning of our ride along an undulating road to Mantanzas, located on the Pacific. We will stay at a wonderfully designed hotel by architects (and surfers) Felipe Wedeles and Jorge Manieu, who have created a hotel for like-minded souls sharing their passion for contemporary design (and great surf). Enjoy the afternoon on the beach and then enjoy chef Andres Tobar’s creations in the dining room with views that match the cuisine - splendid. Ride Distance: up to 66 km

DAY 5:

Because Matanzas is such a lovely place, we allow the morning to do a beach walk, some yoga (there is a beautiful stutio just behind the hotel), or try your hand at surfing (there are rentals and instruction at the hotel). After lunch, we transfer and then cycle a lovely road through the Colchagua Valley with the Andes mountains in the the distance, to the town of Marchighue, where we will overnight at the Residencia Historica Inn. This 18th century former Jesuit monastery boasts a fine restaurant with Chilean and international dishes. Ride Distance: up to 40 km

DAY 6:

We begin the day with a short transfer and then cycle to the historic city of Santa Cruz. After lunch, visit the incredible museum here to learn about the history of this region before continuing on to Lapostolle Winery for a tour and tasting. We stay at the luxurious Noi Blend Colchagua hotel, a sublime property with swimming pool, hot tub, and lovely lounges. Ride Distance: 50 or 85 km

DAY 7:

We have a loop day today through some of the most gorgeous scenery in Chile, on a quiet gently rolling road through vineyards. We enjoy a special tour and tasting at Vina Vik, the dream of Norwegian-Uruguayan billionaire Alexander Vik on a quest to make the best wine in South America. CNN Traveler describes the winery as “combines an impact and panache worthy of a shrine to Bacchus with the contemplative nature of a Zen temple.” We finish our trip as we always do, with a memorable dinner and festivities. Salud! Ride Distance: 40 or 65 km

DAY 8:

Depart - we will transfer back to Santiago with drop-offs at the airport by 11:30 am and in the city should you have a late international flight; you can leave your luggage and explore more of Santiago until ready to depart (most international flights depart late in the day).

When to go?

Santiago and the Central Valley have an almost European climate, with warm, dry summers (November-April). September through November is the most verdant and the grape harvest is late February into April.


  • What's Included
  • Weather
  • Ride Info
  • Map

Map of the Area


Ride Info


Santiago de Chile Weather


What's Included in the Cost of Your Trip?


  • Services of one or more experienced Great Explorations guides and support vehicle
  • 7 nights lodging as per itinerary
  • All breakfasts, 2 lunches, and all dinners but 1
  • Entrance fees for selected historical sites and museums
  • Detailed map and route instructions
  • All baggage transportation
  • All transportation from initial meeting point to final drop-off (see arrive/depart cities)

Please note: Final itinerary is subject to revision; any changes made are done so in an attempt to provide the best possible trip given route conditions and available services. Due to the nature of our business and exchange rates, prices are subject to change. All prices quoted are U.S. dollars but we gladly accept payment in Canadian dollars also. Due to cancellations and waiting lists, trip availability fluctuates daily. If you have any questions or would like to confirm space on this trip before making your reservation, please contact us at or by telephone at 1.800.242.1825



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