Valparaiso & Casablanca Wine Tour: Private Day Trip from Santiago

Casablanca Valley wine tasting, Valparaiso funicular rides, street art, and harbor tour: explore at your own pace.

A private day trip from Santiago that combines a wine tasting in Casablanca Valley with a guided walk through Valparaiso, a UNESCO World Heritage city known for its colorful hillside neighborhoods and street art. Your private guide adjusts the route and timing to match your interests, so you spend more time at the stops that matter to you. The day includes private transportation, an air-conditioned vehicle, coffee or tea, and rides on two historic funiculars (El Peral and Concepción) that climb Valparaiso's steep terrain. Minimum age is 16. The guide speaks English, Spanish or Portuguese.

Step-by-step itinerary

Stops and time spent at each

1. Casablanca Valley1h · entry included
2. Viña del Marpassing by
3. Plaza Sotomayor15m · entry included
4. Cerro Concepción1h · entry included
5. Concepción Funicularpassing by
6. El Peral Funicularpassing by

Wine tasting and Valparaiso tour

• Drive to Casablanca Valley
• Enjoy wine tasting at vineyard
• Drive by Flower Clock of Viña del Mar
• Explore Valparaiso harbour downtown
• Visit Plaza Sotomayor main square
• Ride El Peral Funicular to Concepcion Hill
• Explore street art and local life on hill
• Explore backstreets of Cerro Concepción
• Descend via Concepción Funicular to plaza

The experience

The day starts with a drive from Santiago toward the coast, stopping first in Casablanca Valley for a tour and tasting at a carefully selected vineyard. You'll taste wines in a region that's become central Chile's answer to the Maipo and Maule valleys further south, then continue toward the Pacific. On the way, you pass the Flower Clock of Viña del Mar, a landmark visible from the road that marks the approach to the coast.

Valparaiso itself is built on steep hills that drop to the harbor, and the only practical way up and down is by funicular. You'll ride El Peral Funicular to reach Cerro Concepción, where the streets narrow into alleys lined with street art, local restaurants and the everyday life of the neighborhood. From there, you descend via the Concepción Funicular back to Plaza Sotomayor, the main square facing the harbor with government buildings around it. You also explore the downtown harbor area and walk through the backstreets of the lively hills. Because it's a private tour, you're not locked into a group schedule. If a particular street or viewpoint holds your attention, you stay longer.

The vehicle is air-conditioned and the guide travels with you the whole way, which means you can ask about what you're seeing as you move through the city. Coffee or tea is included. The full day runs 8 to 9 hours from pickup in Santiago, so plan for an early start and a return in the late afternoon.

What’s included

• Private transportation from Santiago in an air-conditioned vehicle.
• a winery tour and wine tasting in Casablanca Valley.
• rides on El Peral and Concepción funiculars.
• a private guide who speaks English, Spanish or Portuguese.
• coffee and/or tea.

Before you book

Days and timesEvery dayDeparts at 09:30

Book up to1d before

AgesAdult (16 and older) · Under 16: can't be booked

GroupPrivate

Live guideEnglish, Spanish and Portuguese

Meeting point and pickupHotel pickup is optional; you can also go straight to the meeting point. Ends back at the starting point.You can choose from 3 pickup points.

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

Prices and times updated 14 days ago

Good to know

Low physical effort

Operated by Chile Off Track

Is this one for you?Book this tour if you're traveling as a couple or small group and want to move at your own pace rather than keep time with a larger group. The private guide means you can linger on a particular hill or street, ask questions as you go, and skip what doesn't interest you. The day holds together around your interests, not a fixed schedule.

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Top questions

What languages is the tour guided in?

Live guide in English, Spanish and Portuguese.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What is the Casablanca Valley wine region like, and what will I taste there?

Casablanca Valley is a coastal wine region near Valparaiso known for cool-climate whites and lighter reds. The tour includes a winery visit and tasting at a vineyard the operator has selected, though the specific wines and the number of tastings depend on which winery you visit that day.

How do the funiculars work, and do I have to ride them?

El Peral and Concepción are historic cable cars that climb the steep hills of Valparaiso. They're the main way to reach the neighborhoods where the street art and viewpoints are. Riding them is part of the tour, and they're short rides (a few minutes each) that are part of how the day moves through the city.

Can I skip parts of the itinerary or spend more time somewhere?

Yes. Because it's a private tour with a guide who travels with you, you can adjust the route and timing. If you want to spend more time in Cerro Concepción or at the harbor, or skip a stop, your guide can work with that. The day is flexible within the 8 to 9 hour window.

Is lunch included in the day?

Lunch is not included, though the tour passes through neighborhoods with local restaurants where you can eat if you want to stop. Coffee or tea is provided.

What's the physical demand of this tour?

The tour is suitable for all fitness levels. You'll walk through Valparaiso's streets and ride two funiculars, but there are no long hikes or strenuous climbs. The funiculars do the work of getting up the hills.