Curator’s statement
Take it easy when traveling in Tuscany and Umbria. Meander through the Italian countryside and coastline, stopping along the way to explore the villages, medieval cities, timeless coast and rolling hills of endless vineyards.
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Where to stay in Tuscany and Umbria
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Things to do in Tuscany and Umbria
Take a Tuscan Wine Tour, or two, and visit the vineyards of Podere Poggio Scalette, Tenuta Carobbio, Ca' Di Pesa, Tenuta Degli Dei, Montevertine, Le Miccine and Castello di Ama.
Visit Siena, this medieval city has preserved its character into the modern age. The city is built around the Piazza del Campo and blends into the surrounding landscape. Walking along the 15th century streets will transport you back to this era. Besides the Duomo and Palace, there are old world markets and boutiques to explore and if you’re hungry, just past the Piazza del Campo, up a narrow alleyway and housed in a former grocer’s shop, Osteria Le Logge is worth a stop.
Visit the port town of Porto Ercole on Mont Argentiono. This fishing village retains its old world charm with its picturesque beaches, luxury hideaways and gorgeous landscape.
Make time for Perugia, a lively city, which isn’t on the map for a lot of tourists. There are ancient foundations which contrast with modern cafes and boutiques. There’s a big chocolate culture, it’s home to the Perugina chocolate house and host of the Perugina EuroChocolate Spring festival.
Get to Assisi, a hilltop town in Umbria, with lovely views and its pinnacle being the massive Basilica of St. Francis. There are Roman ruins, and a number of less imposing religious monuments.
Stop at Spello, a picturesque and floral village with narrow cobblestone streets. Worth visiting during the Infiorata festival when the streets are transformed into mosaics of petals.
Places to eat & drink in Tuscany and Umbria
Tuscany and Umbria
20 Posti - Small Mediterranean bistro with great dishes.
Villa Pigano - Gorgeous setting for elevated Tuscan fare.
Siena
Osteria Le Logge - Classic osteria serving upscale Tuscan dishes.
Osteria Il Carroccio - Solid restaurant with a great vibe.
Panzano in Chianti Panzanese - Make the trip. It’s beyond good, and I had the vegetarian menu!
Porto Ercole Il Pellicano - Stop in at this iconic hotel for a bite.
Perugia L'Officina - Upscale creative cuisine.
Assisi Trattoria Pallotta - Family run trattoria serving regional fare.
Spello Osteria del Buchetto - An intimate family run trattoria, great setting.
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Looking for more travel inspiration? Check out my guide, Guide to Picturesque Picnics in and around Rome.
This guide is part of our ongoing series on travel to Tuscany.