Spend a full day exploring Valparaíso’s painted hills, Viña del Mar’s seaside boulevards, and the Casablanca Valley’s cool-climate wineries. This private tour combines historic viewpoints, funicular rides, and a focused wine tasting—ideal for travelers who want culture, coast, and a taste of Chilean wine in one day.
Spend a full day exploring Valparaíso’s painted hills, Viña del Mar’s seaside boulevards, and the Casablanca Valley’s cool-climate wineries. This private tour combines historic viewpoints, funicular rides, and a focused wine tasting—ideal for travelers who want culture, coast, and a taste of Chilean wine in one day.
Morning fog lifts off the Pacific as the van slips from Santiago toward the long curve of bay that holds Valparaíso and Viña del Mar. Salt air edges the windows; hills rise like steps covered in painted houses and graffiti that seem to argue with one another for attention. Your guide steers you through narrow alleyways and up creaky funiculars, then into a cool stone courtyard where a Casablanca winery pours a glass of bright, coastal Sauvignon Blanc.
Verified experiences and guided adventures in the surrounding area.
Operated by MTO Tour Chile · Valparaíso, Valparaíso Region
Morning fog lifts off the Pacific as the van slips from Santiago toward the long curve of bay that holds Valparaíso and Viña del Mar. Salt air edges the windows; hills rise like steps covered in painted houses and graffiti that seem to argue with one another for attention. Your guide steers you through narrow alleyways and up creaky funiculars, then into a cool stone courtyard where a Casablanca winery pours a glass of bright, coastal Sauvignon Blanc.
Valparaíso’s port shaped Chile’s 19th-century growth—its bohemian hills later earned UNESCO World Heritage protection for the city’s unique urban fabric. Viña del Mar answers with broad avenues, gardens, and beaches where the surf pulls at the shore. The Casablanca Valley, a short inland shift, sits on alluvial soils and a marine-influenced microclimate that pushes grapes toward crisp acidity; it helped put Chilean cool-climate whites on the map.
Expect a mix of easy walking on cobbled streets and brief vehicle transfers. Highlights include hilltop viewpoints over Sotomayor Square, Pablo Neruda’s house on Cerro Bellavista, a stroll past Artillería funicular, and a guided tasting at a boutique winery where grape vines face the ocean’s influence.
Plan for coastal breezes and steep steps—layers and reliable footwear matter. Bring a camera, some small bills for markets and street vendors, and time to linger at a lookout; the city rewards slow observation. Whether you come for architecture, surf-facing promenades, or fresh wines, the day balances cultural history with the blunt pleasure of a well-made local glass.
Most private tours include hotel pickup and drop-off; exact pickup time is sent the evening before and may vary by 30–60 minutes for logistics.
Yes—this tour includes a guided wine and food tasting in Casablanca Valley, typically featuring local olive and cookie pairings.
Expect multiple short walks (15–30 minutes) around viewpoints, plazas, and museum exteriors; the tour is suitable for most fitness levels but involves stairs and uneven surfaces.
Guides can usually accommodate common dietary needs if informed in advance—note restrictions at booking so the winery can prepare alternatives.
MTO Tour Chile operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Morning fog lifts off the Pacific as the van slips from Santiago toward the long curve of bay that holds Valparaíso and Viña del Mar. Salt air edges the windows; hills rise like steps covered in painted houses and graffiti that seem to argue with one another for attention. Your guide steers you through narrow alleyways and up creaky funiculars, then into a cool stone courtyard where a Casablanca winery pours a glass of bright, coastal Sauvignon Blanc.
Morning fog lifts off the Pacific as the van slips from Santiago toward the long curve of bay that holds Valparaíso and Viña del Mar. Salt air edges the windows; hills rise like steps covered in painted houses and graffiti that seem to argue with one another for attention. Your guide steers you through narrow alleyways and up creaky funiculars, then into a cool stone courtyard where a Casablanca winery pours a glass of bright, coastal Sauvignon Blanc.
Valparaíso’s port shaped Chile’s 19th-century growth—its bohemian hills later earned UNESCO World Heritage protection for the city’s unique urban fabric. Viña del Mar answers with broad avenues, gardens, and beaches where the surf pulls at the shore. The Casablanca Valley, a short inland shift, sits on alluvial soils and a marine-influenced microclimate that pushes grapes toward crisp acidity; it helped put Chilean cool-climate whites on the map.
Expect a mix of easy walking on cobbled streets and brief vehicle transfers. Highlights include hilltop viewpoints over Sotomayor Square, Pablo Neruda’s house on Cerro Bellavista, a stroll past Artillería funicular, and a guided tasting at a boutique winery where grape vines face the ocean’s influence.
Plan for coastal breezes and steep steps—layers and reliable footwear matter. Bring a camera, some small bills for markets and street vendors, and time to linger at a lookout; the city rewards slow observation. Whether you come for architecture, surf-facing promenades, or fresh wines, the day balances cultural history with the blunt pleasure of a well-made local glass.