Explore the Chilean coast with a guided tour of 2 of the country’s seaside gems—the charming hillside port city of Valparaiso and picturesque beachfront Viña del Mar.

After being picked up from your hotel, ride through the mountain-framed vineyards of the Curacavi and Casablanca Valleys on your way to the vibrant city of Valparaiso. Admire the bright buildings, colorful homes, and cobbled streets of this UNESCO World Heritage site—nicknamed “the Jewel of the Pacific.” This coastal township’s historic architecture, steep hillsides and funiculars, and bustling port city ambience offer up charm in spades.

Make your way up to the Mirador 21 de Mayo to take in sweeping views out over the harbor, and listen as your guide points out some of the city’s major landmarks before continuing on to the resort town of Viña del Mar. Chile’s “Garden City” is famous for its long swaths of white-sand beach, its verdant parks and green spaces, and its palm-lined boulevards. Admire the waterfront Wulff Castle, the 1930s-era Viña del Mar Casino, and the rosy pink entrance to the Presidential Palace.

Enjoy some free time on your own to stroll the streets, check out the beach, or stop for lunch in town—Viña del Mar is known for seafood dishes and chocolate-covered cookies known as alfajores—before the return trip to your hotel.