Street Art & Wine Tour from Santiago: Valparaiso's Hidden Hills

Walk the painted hills, ride the 1883 funicular, taste Casablanca wines on the return.

A guided street art and wine tour from Santiago that spends a full day in Valparaiso's hillside neighborhoods (Cerro Alegre, Cerro Bellavista, Cerro Concepción), and ends with a tasting stop in Casablanca Valley on the drive back. The route stays downhill and keeps groups to eight people, with a live guide in English, Spanish or Portuguese, private transportation, and the funicular ride included. You choose what to eat during free time in a vibrant zone instead of eating where the tour directs.

Step-by-step itinerary

Stops and time at each

1. Cerro Concepción1h
2. Concepción Funicular10m · entry included

Explore Valparaiso and Casablanca Valley

• Visit Pacific beach and fish market
• Explore Cerro Bellavista and Pablo Neruda's house
• Enjoy panoramic views at Bismark Square
• Walk downhill through Cerro Alegre
• Tour historic streets of Cerro Concepción
• Ride Concepción Funicular elevator
• Optional boat cruise on Valparaiso bay
• Wine tasting at Casablanca Valley winery

The experience

The day starts at the Pacific edge: the beach next to Valparaiso's traditional fish market, where you see the port as it actually works. Boats, vendors, the rhythm of a working waterfront. From there the tour moves uphill through Cerro Bellavista, where street art covers the walls and narrow alleys open onto views of the ocean. You'll pass cafes, galleries and the option to visit Pablo Neruda's house, La Sebastiana, but the walking stays loose: the guide shows you where to look, not where to stand.

The route descends through Cerro Alegre next, a hillside of winding streets where the painted surfaces are not concentrated in one photo zone but spread across blocks. Bismarck Square gives you a vantage point over the city's daily life before you walk down to Cerro Concepción, the highest of the three hills. The Concepción Funicular, built in 1883, carries you back down, a mechanical detail that matters because it means no climbing on the way out. An optional boat ride along the bay is available if the schedule allows, offering a different angle on the same hills from the water.

The return to Santiago passes through Casablanca Valley, where the tour stops at a winery for a tasting. The vineyards stretch across the landscape. The tasting includes a meal paired with local wines. The whole day runs nine hours from pickup to drop-off, with transportation arranged and a guide who speaks your language.

What’s included

• Private transportation from Santiago.
• the Concepción Funicular ride down from Cerro Concepción.
• wine tasting and meal in Casablanca Valley.
• live guide in English, Spanish or Portuguese.
• hotel pickup and drop-off.

Before you book

Days and timesEvery dayDeparts at 08:00

Book up to2h before

AgesAdult (18 to 69 years) · Senior (70 and older) · Youth (13 to 17 years) · Child (4 to 12 years) · Infant (under 4)

GroupUp to 8

Live guideEnglish, Spanish and Portuguese

Meeting point and pickupHotel pickup included.You can choose from 22 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated yesterday

Good to know

Easy physical levelWheelchair accessibleAccessible transportStroller friendlyInfant seats availablePets welcomePublic transport nearby

Operated by Progressive Tours

Is this one for you?Small groups, eight people maximum, suit travelers who want to move through the hills without the cattle-class feel of larger tours. The downhill-only route works for anyone who wants to see serious street art without the physical strain of climbing, and the free time to eat where you choose appeals to people who'd rather not follow a group into a restaurant.

Traveler reviews

4.88★★★★★★★★★★

148 verified traveler reviews

5 ★139

4 ★4

3 ★2

2 ★2

1 ★1

Read all the reviews ›

Top questions

What languages is the guide in?

Live guide in English, Spanish and Portuguese.

Can children come?

Yes. Ticket types: Youth (13 to 17 years); Child (4 to 12 years); Infant (under 4).

What's the difference between this tour and the usual Valparaiso group tours?

This tour explores multiple hills (Cerro Alegre, Cerro Bellavista, Cerro Concepción), where street art covers kilometers of walls, not just the crowded tourist zones. Groups stay at eight people maximum, and the route goes downhill only, so you see the art without the physical strain of climbing.

Do I have to eat where the tour takes me?

No. The tour includes free time in a vibrant neighborhood where you choose what to eat, or you can use the time to explore more street art on your own. There are no restaurant stops the group must follow.

What's included in the price?

Private transportation from Santiago, the Concepción Funicular ride, and a wine tasting in Casablanca Valley are included. Your guide speaks English, Spanish or Portuguese and travels with the group the whole day.

Is there a boat ride, or is that optional?

A boat cruise along Valparaiso Bay is offered as an option depending on the day's schedule and weather. It gives you views of the painted hills from the water, but it's not mandatory.

How long is the drive from Santiago, and when do we get back?

The full tour runs nine hours from pickup to drop-off. The drive from Santiago to Valparaiso takes roughly ninety minutes each way, with the rest of the time spent walking the hills, riding the funicular and tasting wines in Casablanca Valley.

Can I visit Pablo Neruda's house, La Sebastiana?

Yes, La Sebastiana is in Cerro Bellavista and you have the option to visit during the tour. It's the former home of the poet and sits among the street art and cafes of that hillside.