A compact three-day loop from Santiago or Valparaíso that pairs cool-climate wine tasting in Casablanca with UNESCO-listed hillside streets, a coastal boat trip to see penguins, and horseback across the Ritoque dunes. Expect steep city stairs, ocean winds, and crisp white wines.
More ways to explore the area's outdoor wonders
The morning fog lifts off the Pacific and the coastal road unfurls like a ribbon toward Valparaíso—colorful houses clinging to steep hills, gulls arguing with the breeze, and vineyards cooling under ocean influence. Day one moves inland to Casablanca Valley, where rows of Chardonnay and Pinot Noir bend to the sea breeze and tasting rooms open their doors to crisp acidity and mineral notes.
Difficulty
easy
Duration
3 days
Fitness Level
Suitable for most fitness levels; be prepared for walking on steep cobbled streets and short horseback rides over shifting sand.
Wildlife
History
Valparaíso grew as Chile’s principal Pacific port in the 19th century and its hills reflect that maritime history through warehouses, funiculars, and immigrant-influenced neighborhoods.
Conservation
Penguin colonies and coastal ecosystems are sensitive to disturbance; follow guide instructions, avoid littering, and opt for operators that limit wildlife disturbance.
Reserve your spot on the 3 Days Valpo, Visit Penguin Island & Winerys, Hotel & Transfers today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring seasickness prevention
The offshore penguin boat can be choppy—take medication or wear acupressure bands if you’re prone to motion sickness.
Wear layered clothing
Coastal wind chills quickly change; a light windbreaker and a mid-layer keep you comfortable from vineyards to dunes.
Comfortable shoes with grip
Valparaíso’s steep, often uneven stairways and dune rides demand stable footwear—avoid flimsy sandals.
Cash for small purchases
Markets, tips, and some local vendors may prefer pesos—carry small bills for empanadas, tips, and snacks.
Sturdy walking shoes
Good traction helps on Valparaíso stairs and dune slopes.
Windproof jacket
Protects against strong coastal winds between stops.
Daypack with water bladder
Keeps hydration accessible during walking and short excursions.
Motion-sickness remedies
Useful for boat trips to the penguin island if you’re sensitive to swell.