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May 28, 2025
Siena, Tuscany

Madeline & Jonathan

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Things To Do

San Gimignano

San Gimignano

San Gimignano, Tuscany 53037, Italy

About 40 km northwest of Siena, this small town is known for its picturesque medieval architecture and is a UNESCO World Heritage Site.

Cortona

Cortona

Cortona, Tuscany 52044, Italy

About 70 km east of Siena, this town was home to ancient Etruscans. Enjoy the Tuscan countryside and visit the historic tombs.

Florence

Florence

Florence, Tuscany, Italy

About 75 km northeast of Siena, enjoy the sites of Florence. Visit the Duomo, the Palazzo Vecchio, Galleria dell'Accademia, and walk along the Arno River. Shopping and restaurants abound, too!

Beaches

Beaches

Take advantage of the summer weather and head to a coastal town to enjoy the views and cuisine. Viareggio, Livorno, and Cinque Terre are all nearby.

Siena Tartufi

Siena Tartufi

6 Vicolo Dei Pollaioli, Siena, Toscana 53100, Italy

Enjoy truffle hunting in the hills of Tuscany!

For all the days along the way
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