Looking like something out of an English country village, this quadruple-arched bridge is Sancti Spíritus' signature sight. Built by the Spanish in 1815, it carries traffic across the Río Yayabo and is now a national monument. For the best view (and a mirror-like reflection) hit the outdoor terrace at the Taberna Yayabo.
The Teatro Principal, alongside the bridge, dates from 1876, and the sun-bleached cobbled streets that lead uphill toward the city center are some of the settlement's oldest. The most arresting is narrow Calle Llano, where old ladies peddle live chickens door to door, and feisty neighbors gossip noisily in front of their sky-blue or lemon-yellow houses. Also worth a wander are recently rehabilitated Calle Guairo and Calle San Miguel.