Private Day Trip from Santiago to Valparaíso & Casablanca Wine Valley

Experience Santiago in comfort with a private and fully personalised sightseeing ride. Together with your English-speaking Welcome Driver, you can choose which places to visit, how long to spend at each stop, and whether to follow our suggested itinerary or create your own custom route.

Your driver is a friendly local professional with excellent knowledge of the city and its highlights. They’ll share useful insights, stories and recommendations along the way, helping you discover Santiago like a knowledgeable friend, without the pressure of strict schedules or crowded group tours.

This flexible, door-to-door experience is the easiest and most comfortable way to explore the city’s top landmarks, hidden gems and scenic viewpoints. Choose your pace, personalise your route, and enjoy a smooth, stress-free journey designed entirely around your interests.

Suggested Itinerary

Start your private day with pickup from your accommodation in Santiago and enjoy a scenic drive west toward 1Casablanca Valley, a fertile wine region known for its cool-climate vineyards and crisp white wines. As you travel through the valley, take in views of rolling vineyards, eucalyptus groves, and open countryside.

If you wish, stop for a 2Wine Tasting at a Local Winery (Optional) wine tasting at one of the valley’s renowned wineries. Sample varietals such as Sauvignon Blanc, Chardonnay, and Pinot Noir, and enjoy time surrounded by vineyard landscapes (tasting fees not included).

Continue onward to 3Valparaíso Hills & Historic Quarter (UNESCO Site), Chile’s most artistic and unconventional port city. Recognized as a UNESCO World Heritage Site, the city is famous for its steep hills, colorful houses, historic elevators, and vibrant street art that covers entire neighborhoods.

Explore 4Paseo Atkinson & Cerro Concepción, where cobblestone streets wind past panoramic viewpoints, murals, and small local shops. This area offers some of the city’s most picturesque walks and countless opportunities for photography and creative inspiration.

During your visit, your driver can suggest a seaside restaurant or cliffside café where you may choose to enjoy a relaxed meal with views over the Pacific.

After your coastal exploration, sit back and relax on the return drive to Santiago, passing once again through Chile’s scenic valleys to conclude your day.

Important Notes

➜ Your driver is a local, English-speaking professional. While not a licensed tour guide, they’re always happy to share stories, insights, and recommendations — much like a knowledgeable friend showing you around.

➜ Pickup and drop-off are included from any centrally located hotel, B&B, or apartment in the city area. Your driver will meet you at the selected location and assist you before the ride begins.

➜ Airport and port pickups/drop-offs are not included in the standard sightseeing ride. If you need one, simply book an additional transfer for seamless service.

➜ Entrance tickets are not included. Your driver can guide you on the best way to book tickets for the attractions you’d like to visit.

➜ The itinerary is flexible — feel free to skip stops, stay longer, or add new locations based on your interests and available time.

➜ Please mention any special requirements (service animals, accessibility needs, oversized luggage, etc.) in the booking notes so we can ensure a smooth and comfortable experience.