Valparaiso & Casablanca Wine Tour: Private Day Trip from Santiago

★★★★★★★★★★ 5.00 (8 reviews)

Free cancellation

1/25

Duration8h–9h

GroupPrivate

LanguagesEN · PT +1

PickupAt your hotel

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.

8h–9h

Step-by-step itinerary

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.

Good to know

Easy physical level

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.