Trek out into Tuscany's stunning landscape with a half-day hike from Siena. With your local guide leading the way, explore sprawling vineyards and quaint, hilltop villages as you breathe in the fresh country air. Reward yourself for your efforts with a wine tasting session in charming Monteriggioni.

Leave Siena behind and immerse yourself in the serene beauty of the countryside. Walk through beautiful vineyards, fragrant olive groves, and medieval villages. Your hike takes you along the historic Via Francigena—this centuries-old trail was once trekked by pilgrims from all over Europe on their way to worship in Rome. Breathe in the heady aromas of wild rosemary and sage plants, warmed by the Tuscan sun.

Head to the 13th century fortified village of Monteriggioni and stroll its medieval streets. This village's remarkably well-preserved walls are punctuated by 14 towers and 2 gates: the Porta Romana, which leads south to Rome, and the Porta Fiorentina, which leads north toward Florence. Stop at a tasting room to sample local varietals, learn about the winemaking process, and discover the different types of grapes used in this renowned wine-growing region.

After your tour, you can feel free to wander the shops and explore the sights of Monteriggioni, or hop on a bus to return to Siena—they leave regularly, so you can head back to the city at your leisure.