Chile » Santiago | 🏛 Santiago Wine Tour · City Tour Viña Del Mar

Valparaiso & Viña del Mar: Port Walks, Street Art & Casablanca Wine

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Free cancellationTravelers' pick

1/49

Duration10h

GroupUp to 120

LanguagesEN · PT +1

PickupAt your hotel

Street art, sea lions, funicular rides and Chilean wine in one day

You’ll wander Valparaiso’s painted hills, ride an old funicular with locals, spot sea lions by the port, and sample Casablanca wines surrounded by vines. Taste street food or pause at a viewpoint—the day moves at a local rhythm. By sunset you’ll carry home more than photos: maybe a new favorite flavor or a memory that lingers unexpectedly.

10h

Step-by-step itinerary

Pick up at accommodation around 8 AM
Visit Corporate Museum of Archaeology and History
See Moai statue from Easter Island
View Viña del Mar coastline and Cerro Castillo
Visit old German family castle
Walk through Viña del Mar flower garden and clock
Panoramic city view of Viña del Mar
Pass by first casino in Chile
Visit fish market and sea lions spot
See British donation monument from 1910
Explore Plaza Sotomayor and Navy headquarters
View Monument to the heroes of the Pacific War
Panoramic view of Valparaiso city
Take Ascensor El Peral elevator
Visit Baburizza Palace art museum
Walk famous walkway with sea views
See Italian community stairs and taste alfajores
Walk through Valparaiso wall art alleyways
Walking tour of Cerro Concepcion hill
Visit Paseo Gervasoni walkway and ascensor
Walking tour of UNESCO World Heritage highlights
View wall art on Valparaiso stairs
Walk alley to Reina Victoria's Ascensor
Walk famous east side Valparaiso walkway
Wine tasting at Casablanca Valley winery
Drop off at Cruise ship terminal in San Antonio Port

The Experience

I didn’t expect the first thing I’d see in Viña del Mar to be a Moai statue from Easter Island, just standing there outside the Fonck Museum. Our guide, Camila, grinned at my surprise and told us how it ended up here in 1951. She had this way of mixing history with little jokes—like when she tried to teach us to say “Rapa Nui” properly (I definitely failed). The air smelled faintly salty even so far from the beach, and kids were already running circles around the flower clock as we passed by.

Valparaiso is louder than I thought—colors everywhere, dogs barking from rooftops, that echo of music somewhere up the hill. Walking those steep streets feels like wandering inside a painting that’s half graffiti and half old European architecture. We squeezed into one of those wooden funiculars—the Ascensor El Peral creaked but made it up—and at the top, Camila pointed out the bay stretching forever. There was this moment on Paseo Gervasoni where I just stood quiet for a second; you could smell frying fish drifting up from the port below and hear street artists laughing behind us. I still think about that view sometimes.

Lunch was our own choice (I went for empanadas—probably too many), then we drove out to Casablanca Valley. The vineyards looked almost unreal against all that dry land. The wine tasting wasn’t rushed; we tried two kinds while someone explained how the sea breeze changes everything about the grapes here. I’m not really a wine person but even I could taste something different—fresher maybe? It felt good to sit for a bit after so much walking. On the way back to Santiago (or if you’re heading to your cruise ship), everyone was quieter than before—maybe tired or just letting it all sink in.

What’s included

Your day includes pickup from your Santiago hotel, one classic funicular ride through Valparaiso’s hills with your guide leading the way, entry to key sites along both cities’ routes, wine tasting at a Casablanca Valley vineyard (unless you opt for cruise ship drop-off), plus return transport or direct transfer to your ship—all arranged so you can just enjoy each moment as it comes.

Good to know

Easy physical level

Operated by Stamp's Tour