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On a clear, blue sky day, a vineyard of low, green uniformed vines lies in the foothills of rolling hills in the Colchagua Valley, Chile

Santiago & the Winelands Holidays


south & central america
Santiago, Chile’s cosmopolitan and energetic capital city is comprised of many contrasting and dynamic neighbourhoods with a dramatic backdrop of the snow-capped Andes Mountains. Wander the city’s streets and discover art galleries, museums and world class restaurants.

At the heart of the city in the downtown area is the Plaza de Armas, a picturesque leafy square bordered by historic buildings. The surrounding neighbourhoods include arty Lastarria with European style architecture and upmarket Providencia which offers a fantastic selection of restaurants. Be sure to spend a few days enjoying the diverse capital of Chile.

In the countryside south of Santiago, lies the rolling hills of vast vineyards and world-class wineries. Sip delicious Chilean wine amongst stunning surroundings while enjoying views of the vineyards and distant mountain peaks. Spend a few days relaxing and wine tasting in this beautiful region, or visit a couple of wineries on a day trip from Santiago. The most well-known region is the Colchagua Valley, often referred to as the Napa Valley of South America and famous for its red wine production. The Maipo Valley is the closest wine region to Santiago, so ideal if you are visiting for the day or one night.
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OUR HOLIDAYS TO SANTIAGO & THE WINELANDS

Nobody offers more ways to explore Santiago & the Chilean Winelands than Trailfinders.

Here’s a snapshot of some of our most popular Santiago holidays and Chilean Winelands holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Vineyards, Valleys & Volcanoes
Chile
Private Tour
9 days / 8 nights

Explore Chile’s central and northern highlights from the coast to the magnificent wine valley and the spectacular Atacama Desert.

Guide Price: €3,585 pp

Guide Price: £2,985 pp

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Chile in Style
Chile
Private Tour
15 days / 14 nights

Not only does Chile boast breathtaking scenery but it can also lay claim to some of South America’s most deluxe lodges which offer outstanding service, superb facilities and a host of exciting excursions.

Guide Price: €11,739 pp

Guide Price: £9,705 pp

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A Chilean Adventure
Chile
Private Tour
13 days / 12 nights

Explore Chile’s magnificent landscapes with a combination of adventure activities. Hike in national parks, cycle to a brewery and experience the thrill of rafting in the Lake District before relaxing in a beautiful vineyard – an unforgettable trip!

Guide Price: €6,509 pp

Guide Price: £5,449 pp

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Planets, Pisco & Patagonian Parks - Chile Less Travelled
Chile
Private Tour
11 days / 10 nights

Chile’s stunning scenery does not stop at the edge of the country’s most famous national parks, explore its lesser visited regions on this truly unforgettable trip.

Guide Price: €5,909 pp

Guide Price: £4,729 pp

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Icons of South America
Peru
Private Tour
25 days / 24 nights

Explore some of the highlights of this fascinating continent on an unforgettable journey through Peru, Chile, Argentina and Brazil.

Guide Price: €10,405 pp

Guide Price: £8,325 pp

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WHERE TO GO IN SANTIAGO & THE WINELANDS

Santiago
Santiago
Chile’s cosmopolitan capital city is well worth a few days of exploration to visit historic Santa Lucia Hill, chic Lastarria and the bustling popular food and flower markets.
Winelands
Winelands
A few hours’ drive south of Santiago, brings you to the rolling hills of Chile’s stunning vineyards and winelands.

OUR RECOMMENDED HOTELS IN SANTIAGO & THE WINELANDS

We feature a great range of accommodation in Santiago and the Winelands, with something to suit all budgets. Maybe you’re looking for a luxurious hotel with a rooftop pool or a small, charming boutique hotel in the heart of Santiago? Or perhaps its a beautiful hotel overlooking rolling vineyards or an intimate hotel with a world class restaurant.

What you won’t find here are hundreds of Santiago and Winelands hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Le Reve Boutique Hotel
4 star

Santiago

Set in an elegant historic building with a French inspired style, this charming hotel enjoys a great location in the heart of Providencia, close to many restaurants and tourist attractions.
Clos Apalta Residence
5 star

Vineyards & Winelands

With just 10 suites and beautiful vistas over the Apalta vineyards and the mountains beyond, this luxurious property is an exclusive retreat.
The Singular Santiago
5 star

Santiago

Located in the Lastarria neighbourhood, this stylish hotel is a wonderful fusion of modern and 20th century architecture and is within walking distance to many of the city’s sights.
Hotel TerraViña
3 plus star

Vineyards & Winelands

Located in the heart of Colchagua Valley, surrounded by lush vineyards yet only a 30 minute stroll into Santa Cruz, Hotel TerraViña is ideally situated for exploring the Chilean winelands.
NOI Blend Colchagua
4 star

Vineyards & Winelands

Situated in the heart of the Colchagua Valley and surrounded by vineyards, this charming hotel is perfectly located for exploring the winelands.
Casa Bueras Boutique Hotel
4 star

Santiago

This elegant boutique hotel has a fantastic location in the bohemian district of Lastarria with some of the city’s best restaurants, museums and bars nearby.

WHAT TO DO IN SANTIAGO & THE WINELANDS

As well as some awe-inspiring sights, Santiago and the surrounding winelands and vineyards are also home to unforgettable experiences and unique ways to discover the city and surrounding area. Take a look at our top things to do in Santiago and the winelands below which include city tours and day trips to beautiful vineyards.
Santiago City Tour incl San Cristobal
4 hours
  • Explore the highlights of Santiago
  • Visit several or the most unique and interesting neighbourhoods
  • Private tour with expert guide
Casablanca & San Antonio Vineyards
8 hours
  • Visit two boutique wineries
  • Enjoy a sophisticated wine tasting
  • Stunning vineyard scenery
Santiago Wine Tour
5 hours
  • Be whisked out of the city to a stunning vineyard
  • Enjoy wine tasting & a delicious lunch

WHEN IS THE BEST TIME TO VISIT SANTIAGO & THE WINELANDS?

Santiago and the surrounding winelands can be enjoyed year round. The best time to visit Santiago is September to April to enjoy warmer weather and longer days.

JAN

26
11h  0cm

FEB

25
10h  0cm

MAR

23
9h  0cm

APR

19
7h  2cm

MAY

16
4h  4cm

JUN

13
4h  9cm

JUL

13
4h  9cm

AUG

14
5h  7cm

SEP

16
6h  3cm

OCT

20
7h  2cm

NOV

23
9h  1cm

DEC

25
10h  0cm

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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