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12 Day Exclusive Chile & Uruguay

Tour, Escorted tour
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12 Day Exclusive Chile & Uruguay
Enchanting wines – from Chile’s delightful whites to the emerging flavors of Uruguay – mark this sedate and sensual journey across the bottom half of South America. A dash of ancient indigenous art, leisurely bike rides, and downtime in exclusive resorts add an extra dimension to this viticulturally minded journey.

We start in Santiago, Chile’s bustling capital. After getting settled, discover what life was like here long before the Spanish Conquest via a private tour of the Museo Chileno de Arte Precolombino, home to an incredible collection of indigenous art. Later, browse the stalls of Mercado Central before savoring tasty pisco sours over lunch at a local restaurant. Before moving on, you’ll have the chance to sample genuine Chilean wines on a private tour of a pair of wineries in the Casablanca and San Antonio valleys.

The journey to your next stop is an experience in itself. En route to the Napa-like Colchagua Valley with your private driver, you’ll stop for refreshment at Viña Casa Silva, home to the Valley’s oldest wine cellar. More wine awaits later at Clos Apalta, an esteemed hillside wine estate, where you’ll learn about the region’s wares from a viticulturalist before sitting down for a tasting. When you’re not busy sipping, feel free to explore or relax on the grounds of Lapostolle Residence, your scenic abode during your stay in the Valley.

A short flight brings you to your next stop: Montevideo. First, get to know the Uruguayan capital courtesy of a privately guided bike ride along the grand Rambla promenade, the world’s longest continuous sidewalk, before dinner at the stylish 1921 Restaurant. Later, wander the historic UNESCO-protected center of Colonia del Sacramento with a private guide and admire its centuries of history.

Finally, get away from the hustle and bustle of the big cities in José Ignacio, one of Uruguay’s premier resort escapes. With the stunning, art-bedecked Playa Vik José Ignacio as your temporary home, you’ll have the chance to take a culinary class with celebrated chef Francis Mallmann at Bodega Garzón and soak up the glorious South American sun on Playa Vik’s stately grounds.

Kensington Tours creates private trips from the world’s finest ingredients. Tailor-made with care by your personal Destination Expert, your personalized trip is always a one-of-a-kind experience made just for you. Expert local guidance and 24/7 service come standard.

  • Luxury
About Kensington Tours
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We create personalized trips based on your preferences, this means no two trips are the same. Our expertise in over 90 countries worldwide means we take on all the complexities and logistics of planning your trip, so you can simply enjoy.

Whether you’re looking for culturally immersive experiences, relaxation, culinary delights, exclusive access or unique places to stay, we make it happen. While your local private guide takes it one step further by helping you authentically experience their country. Your next journey is calling.

Apr 19, 2024 through
Dec 31, 2025
Dec 16, 2025 7:00 PM
11 Nights from
$15,120.00 (USD)
Per Person


Day Destination
1 Welcome To Santiago
2 Santiago
3 Santiago
4 Santiago To Colchagua Valley
5 Colchagua Valley
6 Santa Cruz To Santiago To Montevideo
7 Montevideo
8 Montevideo
9 Montevideo To Jose Ignacio
10 Jose Ignacio
11 Jose Ignacio
12 Jose Ignacio
Prices are per-person based on double occupancy, unless otherwise noted.