THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Two full days of coastal panoramas and vineyard tastings leave you with Valparaíso’s painted hills in memory and Casablanca’s cool-climate wines on the palate. This small-group tour balances city landmarks with winery visits and practical logistics for travelers on a tight schedule.
Two full days of coastal panoramas and vineyard tastings leave you with Valparaíso’s painted hills in memory and Casablanca’s cool-climate wines on the palate. This small-group tour balances city landmarks with winery visits and practical logistics for travelers on a tight schedule.
You step into a coastal wind that seems to urge the van forward as Santiago recedes and the Cordillera de la Costa frames the road. The first day spills open across the glittering Pacific—Valparaíso’s painted hills rising like stacked postcards, Viña del Mar’s floral clock keeping gentle time—while the second day narrows focus to vineyards in Casablanca and Maipo where vines lean into the sun.
Verified experiences and guided adventures in the surrounding area.
Operated by MTO Tour Chile · Santiago, Santiago Metropolitan Region
You step into a coastal wind that seems to urge the van forward as Santiago recedes and the Cordillera de la Costa frames the road. The first day spills open across the glittering Pacific—Valparaíso’s painted hills rising like stacked postcards, Viña del Mar’s floral clock keeping gentle time—while the second day narrows focus to vineyards in Casablanca and Maipo where vines lean into the sun.
Valparaíso earned UNESCO recognition for its layered urban fabric: 19th-century funiculars, narrow stairways, and a port history that linked Chile to Pacific trade. Santiago, founded in 1541, juxtaposes colonial plazas and modern towers like the Torre Costanera; nearby Casablanca and Maipo valleys record Chile’s more recent vinicultural growth, with estates established in the 19th and 20th centuries and a push toward organic and cool-climate wines here.
On this small-group run (max eight), expect panoramic drives, short guided walks through historic plazas and hillside neighborhoods, a visit to Pablo Neruda’s La Sebastiana, and a half-day winery option—Undurraga, Concha y Toro, or Santa Rita—each offering cellar tours and three tastings. The terrain is urban and vineyard tracks: paved promenades, steep city steps, and gentle vineyard paths.
Practical edge: wear supportive walking shoes, bring sun protection and a light layer for ocean breezes. Days are long—carry water and a small daypack for purchases and your complimentary tasting glass. Pickup is from central Santiago districts; plan for early starts and a relaxed pace that prioritizes viewpoints and local stories over racing through sights.
Pickup is available from hotels in Providencia, Las Condes, Vitacura and Santiago Centro; exact pickup time is sent the night before via email around 21:30 local time.
Yes—select one half-day winery option among Undurraga, Concha y Toro or Santa Rita when booking; each includes guided tasting of three wines.
Lunch is not included; the itinerary allows time in Viña del Mar to eat at local restaurants—bring cash or card for meals.
The tour is stroller-accessible for short distances and suitable for families; however steep streets in Valparaíso may limit stroller mobility in some areas.
MTO Tour Chile operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
You step into a coastal wind that seems to urge the van forward as Santiago recedes and the Cordillera de la Costa frames the road. The first day spills open across the glittering Pacific—Valparaíso’s painted hills rising like stacked postcards, Viña del Mar’s floral clock keeping gentle time—while the second day narrows focus to vineyards in Casablanca and Maipo where vines lean into the sun.
You step into a coastal wind that seems to urge the van forward as Santiago recedes and the Cordillera de la Costa frames the road. The first day spills open across the glittering Pacific—Valparaíso’s painted hills rising like stacked postcards, Viña del Mar’s floral clock keeping gentle time—while the second day narrows focus to vineyards in Casablanca and Maipo where vines lean into the sun.
Valparaíso earned UNESCO recognition for its layered urban fabric: 19th-century funiculars, narrow stairways, and a port history that linked Chile to Pacific trade. Santiago, founded in 1541, juxtaposes colonial plazas and modern towers like the Torre Costanera; nearby Casablanca and Maipo valleys record Chile’s more recent vinicultural growth, with estates established in the 19th and 20th centuries and a push toward organic and cool-climate wines here.
On this small-group run (max eight), expect panoramic drives, short guided walks through historic plazas and hillside neighborhoods, a visit to Pablo Neruda’s La Sebastiana, and a half-day winery option—Undurraga, Concha y Toro, or Santa Rita—each offering cellar tours and three tastings. The terrain is urban and vineyard tracks: paved promenades, steep city steps, and gentle vineyard paths.
Practical edge: wear supportive walking shoes, bring sun protection and a light layer for ocean breezes. Days are long—carry water and a small daypack for purchases and your complimentary tasting glass. Pickup is from central Santiago districts; plan for early starts and a relaxed pace that prioritizes viewpoints and local stories over racing through sights.