San Antonio to Santiago tour: Valparaíso wine tasting

Colorful hills, a century-old funicular, two wines, and a coastal city in one day

This guided tour departs San Antonio cruise port at 8:00 am and travels through Valparaíso's UNESCO World Heritage neighborhoods, Viña del Mar's coastal landmarks, and Casablanca Valley's wine region before dropping you at a Santiago hotel or airport around 5:00–5:30 pm. The guide handles luggage storage, leads walking tours of Cerro Concepción and Cerro Alegre, includes one funicular ride and a wine tasting at Casa Valle Viña Mar, and arranges lunch at a local restaurant in Plaza Sotomayor. Small groups and live guides in English, Spanish or Portuguese are standard; the tour runs eight hours total and suits all fitness levels.

Step-by-step itinerary

San Antonio to Santiago via Valparaíso

• Meet guide at San Antonio port
• Store luggage in tour van
• Explore Cerro Concepción neighborhood
• Visit Pasaje Gálvez alleys
• Walk Paseo Gervasoni viewpoint
• Stroll Paseo Atkinson promenade
• See Baburizza Palace museum
• Ride El Peral funicular
• Visit Plaza Sotomayor for lunch
• Explore Cerro Alegre neighborhood
• Visit Caleta Portales fishing cove
• See Viña del Mar Flower Clock
• View Viña del Mar Casino
• Walk Perú Avenue coastal promenade
• Visit Moai statue at Fonck Museum
• Stop for wine tasting in Casablanca Valley
• Drop off at Santiago hotel or airport

The Experience

The day starts at the San Antonio cruise terminal at 8:00 am, where your guide meets you by name and stores your luggage in the tour van—no backpack to carry through the hills. The drive to Valparaíso takes about an hour, and once there you spend three and a half hours walking the city's neighborhoods. Cerro Concepción and Cerro Alegre are where the colorful colonial houses and street art live; you'll ride the El Peral funicular (one of Valparaíso's iconic elevators, over a century old) and walk Paseo Gervasoni for views across the port. The guide points out the Baburizza Palace, which houses the Museum of Fine Arts, and the piano-key steps painted into the hillside. Lunch happens at Plaza Sotomayor—you choose from local restaurants and eat what you want, not a set menu.

After Valparaíso, the route swings through Viña del Mar for forty minutes: the Flower Clock (planted fresh each season), Perú Avenue along the coast, and Caleta Portales, a fishing cove where sea lions rest and the seafood market runs. Then comes Casablanca Valley, the wine region on the way inland to Santiago. You stop at Casa Valle Viña Mar for a tasting of two wines—the timing can shift to morning or afternoon depending on the vineyard's schedule. The final leg is the drive to Santiago, with drop-off at your hotel or the airport by early evening.

Small groups keep the pace manageable and the guide's attention personal. Your guide speaks English, Spanish or Portuguese depending on the departure. Museum entry isn't included and tickets can't be bought in advance, so the walking tours stay outside; the eight-hour duration accounts for all the driving, walking, stops and lunch built in. The tour requires a minimum number of bookings to run—if that's not met, you'll be offered an alternative or a full refund.

What’s included

• Pickup at San Antonio cruise port at 8:00 am.
• luggage storage in the tour vehicle.
• professional guide in English, Spanish or Portuguese.
• one funicular ride in Valparaíso.
• walking tours of Cerro Concepción, Cerro Alegre and Paseo Gervasoni.
• wine tasting of two wines at Casa Valle Viña Mar in Casablanca Valley.
• hotel or airport drop-off in Santiago around 5:00–5:30 pm.

Good to know

Easy physical levelStroller friendlyPets welcomeInfants must sit on laps

Operated by Best Trip Chile

Is this one for you?Book this if you're arriving or departing by cruise at San Antonio and need to reach Santiago same-day—the guide drives you through Valparaíso and Viña del Mar en route, with luggage stored in the vehicle so you travel without a rental car.

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Top questions

What is Cerro Concepción like, and do we spend much time there?

Cerro Concepción is a historic, colorful neighborhood in Valparaíso known for colonial architecture, vibrant street art, cozy cafes and panoramic views of the port. You walk through it as part of the three-and-a-half-hour Valparaíso section, exploring the hillside on foot with your guide and riding the El Peral funicular to move between levels.

Is lunch included, and do I get to choose what I eat?

Lunch is not included in the tour price, but the guide stops at Plaza Sotomayor in Valparaíso where you choose from local restaurants and order what you want. You have time to eat before the group moves on to Viña del Mar.

How does the wine tasting work in Casablanca Valley?

The tour includes a tasting of two wines at Casa Valle Viña Mar winery in Casablanca Valley. The timing can shift to morning or afternoon depending on vineyard availability. You must be 18 years old to participate, as that is the legal drinking age in Chile.

What happens to my luggage during the tour?

Your luggage is stored in the tour vehicle at the start in San Antonio and stays there throughout the day, so you walk through Valparaíso and the other stops without carrying bags.

Where does the tour end, and what time do I arrive?

The tour ends with drop-off at your hotel or Santiago airport around 5:00–5:30 pm, concluding the eight-hour journey from San Antonio.

Can I bring children or infants on this tour?

Yes, infants can sit on an adult's lap or ride in a pram or stroller. The tour is suitable for all physical fitness levels, and service animals are allowed.