You’ll wander Valparaíso’s wild hills with a local guide, ride an old funicular past street art, taste fresh seafood in Viña del Mar with ocean views, then end your day sipping handcrafted wine beneath ancient trees in Casablanca Valley. It’s messy, vivid, honest — you’ll feel like you really touched Chile for a day.
Your day includes hotel pickup and drop-off from Santiago, all entry fees (including Cerro Alegre, Paseo Atkinson, Caleta Portales), one funicular ride in Valparaíso, guided walks through both cities’ highlights with a professional local guide, plus an intimate wine tasting at a family-run boutique winery in Casablanca Valley before heading back home in an air-conditioned vehicle.
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Read all the reviews ›Same experience, different operators — compare price, rating and length.
Valparaíso & Viña del Mar: Street Art, Seafood & Casablanca WineYou are here★ 4.77 (83)10hUS$ 69
Valparaíso: Walking Tour UNESCO Hills & Funiculars with NativeGet lost in Valparaíso’s colorful hills, ride historic funiculars, explore street art and galleries with a native guide. Small groups, flexible stops, tickets included.★ 4.92 (93)3hUS$ 40View ›
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Valparaíso, Viña del Mar & Casablanca: Small Group Day TripLet Valparaíso’s street art and Viña del Mar’s gardens surprise you, then unwind with a Casablanca Valley wine tasting. Small group tour with hotel pickup.★ 4.67 (195)10hUS$ 200View ›
Valparaíso & Viña del Mar Day Trip from SantiagoFull-day tour from Santiago to Valparaíso and Viña del Mar with hotel pickup. Includes La Sebastiana museum, Cerro Concepción, Plaza Sotomayor, and Reñaca Beach.★ 4.52 (124)12hUS$ 40View ›
Valparaiso Street Art & Casablanca Wine Day Trip from SantiagoFeel the pulse of Valparaiso’s painted hills, stroll downhill alleys, meet locals, and unwind with a Casablanca Valley wine tasting—includes pickup and funicular ride.★ 4.88 (144)9hUS$ 125View ›
Valparaiso & Viña del Mar: Private Day Tour from SantiagoFeel the pulse of Valparaiso’s hills, meet local fishermen, and ride historic funiculars on a private day trip from Santiago with pickup and flexible pace.★ 4.95 (141)7h–8hUS$ 280View ›
Valparaiso & Casablanca: Cruise Transfer with Wine TastingStep off your San Antonio cruise and wander Valparaiso’s murals, ride a vintage funicular, enjoy Casablanca wine tasting, and end in Santiago with easy drop-off.★ 4.70 (257)8hUS$ 109View ›
Valparaiso & Viña del Mar: City tour with wine stopExperience Valparaiso’s hills, Viña del Mar’s coastline, and a Casablanca Valley wine shop with a local guide. Includes pickup and all entry fees.★ 4.41 (32)9h–12hUS$ 69View ›
Valparaíso & Viña del Mar Day Trip from Santiago: Wine & CoastFull-day coastal tour from Santiago with Casablanca wine tasting, Valparaíso, Viña del Mar's Flower Clock and beaches. Bilingual guide and hotel pickup included.★ 4.79 (1,412)10hUS$ 96View ›
Santiago: Bike Tour Bellavista Markets & Pablo Neruda HousePedal through Santiago’s Bellavista street art, taste fresh market snacks, and visit Pablo Neruda’s house on a small-group bike tour with local guide and snacks included.★ 4.89 (403)3hUS$ 43View ›
Maipo Valley: 4 Vineyard Wine Tour & Lunch from SantiagoFeel the Maipo Valley’s flavors on a small group wine tour from Santiago. Visit 4 vineyards, enjoy tastings, meet alpacas, and relax with lunch. Includes pickup.★ 4.90 (2,592)10hUS$ 135View ›
Valparaiso & Viña del Mar Day Trip from SantiagoDrive through Valparaiso and Viña del Mar from Santiago. Visit Francisco Fonck Museum with Moai, enjoy beaches and lunch at Reñaca. Includes transport, guide, insurance.★ 4.62 (107)10hUS$ 54View › “You have to try this,” said our guide, passing me a piece of ceviche at Caleta Portales. I hesitated — raw fish isn’t usually my thing — but the smell of lime and cilantro mixed with the salty air made it impossible to say no. Sea lions barked somewhere behind us, fishermen shouting over each other as they hauled nets. It felt like the real start of our day trip from Santiago to Valparaíso and Viña del Mar, though we’d already seen that Moái statue outside the Fonck Museum earlier (I didn’t expect Easter Island to pop up here). The drive along the Pacific was all gray mist and then suddenly sun — typical Chile.
Valparaíso is a riot of color and noise. We rode the El Peral funicular (the old wooden seats creaked under us) up into Cerro Concepción where every wall is covered in murals — some wild, some delicate. Our guide, Camila, pointed out a tiny café painted bright yellow; apparently it’s famous for its lemon pie but we were still full from lunch by the shore in Viña del Mar. I got distracted by a dog wearing a red scarf lounging on the steps near Paseo Gervasoni. The view over the port from there is kind of chaotic — tangled wires, blue ships, kids playing soccer on rooftops. It’s not pretty in a postcard way but it gets under your skin.
The wine tasting at Casablanca Valley was quieter — almost too quiet after Valpo’s buzz. A couple runs this small vineyard right next to an old molle tree (Camila told us it’s 300 years old; I believed her). They poured us two wines while chickens scratched around outside and their little daughter peeked out from behind barrels. The reds tasted earthy and sharp; maybe it was just being there that made them feel special? We sat at a rough wooden table with cheese and olives while they told stories about starting everything by hand. I still think about that light through the leaves above us.
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