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.