Ski & Wine Winter Escape

From the Andes to the Coast
Trip Length: 7 Days
Group Size: 1-6
From: 2,000 USD
Enquire now

Pair fine wine with world-class skiing and you have a recipe for a dream vacation!

Enjoy a week of prime skiing and outdoor sports at the famous Portillo Ski Resort outside Santiago, followed by day tours and tastings at some of central Chile’s best vineyards for the perfect balance of luxury and adventure.





  • Trek the beautiful French Valley.
  • Take on the Challenging Tower Base trek.
  • Take in the views of Los Cuernos.
  • Boat ride to Grey Glacier.
  • Stay at award-winning EcoCamp Patagonia.
  • Optional cycling excursion.


Day 1: Walking Tour Santiago de Chile

Santiago, Chile

After landing at Santiago airport and clearing customs, you’ll be met by a Cascada representative and driven to your hotel in a private hotel transfer. After checking in, you’ll have time to relax before being picked up for a City Walking Tour.

The tour begins with us driving downtown to famous landmarks including the central fish market and Plaza de Armas, Santiago’s main square and kilometer zero (the point from which all distances in the country are measured). We visit the ‘Alameda’, the city center’s main street, via busy pedestrian walkway Paseo Ahumada, famous for its crowds, shops, and diversity of people. After visiting Chile's presidential palace La Moneda, a symbol of Chile’s political past and its famously turbulent history, we climb Cerro Santa Lucía, where Santiago was founded in 1541 by Pedro Valdivia. We finish our tour by relaxing in a coffee shop and visiting the bohemian Lastarria neighborhood, lined with cafés, restaurants, small theaters, bookstores, and boutique shops.

Overnight Meridiano Sur Hotel (3 *), Santiago.

Day 2 - 4: Portillo Ski Week

Portillo, Chile

We get up early to start our skiing adventure. The transfer will pick us up at about 11 am and we’ll start driving towards the Andes Cordillera. Once we leave behind the city streets we’ll follow a beautiful winding road up to the ski center. Along the way, you’ll be amazed by the breathtaking views of the Andes’ white peaks hugging crystal clear blue skies. There are immense snow-topped mountains as far as our eyes can see!

With good road conditions, we’ll arrive at Portillo Ski Center at around 14 pm. Here’s where things get exciting: We’ll organize our ski equipment, receive an introduction to the ski center and check the map showing the slopes. Now, we’re ready to start our 3-day skiing adventure!

Ski lessons can be arranged if you’re feeling a little rusty or are skiing for the first time.

During those 3 days, all meals are included and you’ll have unlimited access to all the facilities that this beautiful ski resort has to offer - think sauna, jacuzzi, gym, yoga, pool, and of course, skiing facilities!.

Day 5: Wine tour at Errazuriz Winery & Valparaiso

Aconcagua and Valparaiso, Chile

You will be picked up from Portillo Ski Resort in the morning to begin the journey into the beautiful Errazuriz Winery at the Aconcagua Valley. Here, we’ll taste the winery’s renowned wines and have lunch. After the visit, you’ll continue on to Valparaiso.

Overnight MM450 Hotel, Valparaiso.

Day 6: Valparaiso half day tour and lunch at Matetic Winery

Valparaiso, Chile

In this enigmatic port-side city, we’ll take straight to the hills and climb Cerro Florida to admire the views and visit Pablo Neruda’s house La Sebastiana. After wandering through his zany home we continue on to Cerro Concepción and Cerro Alegre, where the views provide never-ending points of interest, from the ocean horizon to the fantastically steep winding streets, lined with small and colorful houses. We make our way back down the hill using one of Valparaíso’s iconic elevators. At the bottom, it’s just a short walk to the main square, Sotomayor.

After, we continue on to Matetic Winery where we’ll have lunch and enjoy a wine tour and tasting. At Matetic Winery, the wine-making process will be revealed to you as your guides describe the creation, bottling, and storage of their wine. You’ll be shown Matetic’s wine cellars - with a view of their organic vineyards - and at the end of the tour, we’ll taste two wines from the winery’s premium line. Now, happy and contented after our tasting and tour, we’ll make our way back to Santiago

Overnight Meridiano Sur Hotel (3 *), Santiago.

Day 7: Transfer Out

Santiago, Chile

You will be picked up from your hotel and transfer to Santiago Airport.


6 nights of accommodation in 3-star hotels. If the following hotels are not available, alternatives will be offered in advance:

Night 1 Hotel Meridiano Sur, 3 *. Santiago.
It is a small hotel located in the elegant neighborhood of Providencia, it has restaurants and shops within walking distance. Every morning they serve a continental breakfast that can be enjoyed both indoors and outdoors on the terrace. Santiago

Night 2-4 Hotel Portillo.
With 123 rooms, all with views of the spectacular Inca lagoon or the valley where the resort is located where the activities and most of the services take place as well. There is no city, shopping centers or nearby cafes. All rooms have telephone, minibar, safe, hairdryer and Wi-Fi internet connection. There is no television to encourage guests to take advantage of the activities and services.

Night 5 Hotel MM450, Valparaíso.
Located in a restored heritage mansion from 1930 just steps from Cerro Alegre, it has 10 private rooms, which highlight the value of noble materials and contemporary design. You will also find a bar and a restaurant, which lead to an interior patio and a secret garden for the use of guests.
Night 6 Hotel Meridiano Sur, 3 *. Santiago.



  • All ground transport as indicated in the itinerary.
  • All inclusive program with 3 nights at Portillo starting on Wednesdays. (Ski pass included)
  • Tour, Tasting Lunch at Matetic Winery.
  • Tour Lunch at Errazuriz Winery.
  • English speaking guide during wine Tours. Santiago Walking Tour Valparaiso City Tour.
  • 2 nights in Hotel Meridiano Sur (Santiago)
  • 3 nights at Hotel Portillo.
  • 1 night in MM450 Hotel. (Valparaiso)
  • 1 Santiago Half-Day Walking Tour.
  • 1 Valparaiso Half-Day City Tour.
  • Meals:
    • day 1:
    • day 2: Breakfast, lunch and dinner.
    • day 3: Breakfast, lunch and dinner.
    • day 4: Breakfast, lunch and dinner.
    • day 5: Breakfast and lunch.
    • day 6: Breakfast and lunch.
    • day 7: Breakfast.

Not included

  • Flight tickets.
  • Insurance. (it is mandatory that you purchase appropriate insurance for this trip)
  • Voluntary tipping of guides and staff.
  • In Portillo: Ski Gear (available for renting), beverages (alcoholic and non-alcoholic), wines, massages and beauty treatments, skiing or snowboarding classes.
  • Items of a personal nature.



Tuesdays on request. (Mid Low seasons)

*Let us know if you would like to extend your stay at the Portillo Ski Center or travel on a different date. This can easily be arranged by our sales team!.

Starting / finishing point

The trip should start on a Tuesday at Santiago Airport and end on day 7 at the same place. We recommend that you arrive on a morning flight and depart on an afternoon or evening flight.

Physical demands

The ski resort has activities and slopes to suit a wide range of skiers, from first-time enthusiasts to Olympic racers. Portillo offers lessons for beginners, intermediate and advanced skiers, which you can organize upon arrival.


We use comfortable minivans that normally seat 2 to 10 people.


Central Chile has a mild Mediterranean climate, winters (June to September) are more humid, with cold mornings and typical maximum daily temperatures of 13 degrees Celsius (55 degrees Fahrenheit), and minimums of a few degrees above freezing.

What you need to bring

You need to bring your personal belongings and appropriate ski wear and gear. Ski wear and gear can also be rented as necessary.

Itinerary modifications

Excursions in Santiago and Valparaiso will only be altered in case of heavy rain.

With regards to Portillo, please bear in mind that the road to the resort (an international road connecting Santiago to Mendoza, Argentina) is maintained by the ONEMI, a governmental organization responsible for road-clearing following a snowstorm or other event. Portillo Ski Resort is not responsible for the road’s conditions. When road closure prevents guests from arriving or departing, travelers must be aware that:

Passengers who cannot make their way to Portillo due to road closure will be responsible for alternative accommodation and other costs in Santiago or elsewhere. Paid nights which aren’t spent at Portillo Ski Resort will be credited to their account.
Guests may choose to transfer this credit to their extra services account (ski classes, bar tabs, etc), use it towards a future reservation during the same year’s season or manage refunds directly with their travel agency or tour operator.
Passengers already at Portillo who cannot make their way down due to road closure must stay another night at the hotel. The first night’s accommodation will be charged at the normal rate. From the second night onwards, a 50% discount on the normal rate will apply.


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We are a Chilean owned adventure tour operator, based in Santiago de Chile, operating adventure tours in Chile, Argentina and Bolivia. Our base prices are in Chilean Pesos (CLP), but we charge prices in USD based on the exchange rate valid on the day of payment.

Destinations | Chile

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