Meet your guide at your hotel or apartment in Santiago prior to an 8:30 a.m. departure time. Climb aboard a private vehicle and drive roughly 62 miles (100 kilometers) to the Casablanca Valley. Stop along the way to tour a local winery with an optional tasting (own expense).
Continue to the coast for lunch in the port town of Viña del Mar (own expense). Tour the city with your guide, stopping to visit an Easter Island relic and the main plaza, and taking time to admire the colorful houses and ocean views that lend the city its charm.
Travel onward to Valparaíso, known for its street art and colorful buildings. Drive around the town’s narrow roads to catch clear views of the city, coastline, and its working port.
At the end of your tour, return to your hotel in Santiago.