Itineraries for Your Trip to Tuscany
1 Week in Tuscany for First Timers
As generations of travelers have discovered, it’s pretty much impossible not to fall in love with Tuscany. From its rolling hills and medieval cities to its masterpiece-packed art museums and irresistible food and wine, this northern region of Italy is beyond idyllic.
I’m one of those travelers. I’ve been lucky enough to make multiple trips to Tuscany over the years, from its major cities to its world-famous wine regions. Each time I’ve come away enchanted (and tempted to pull an Under the Tuscan Sun and make a spontaneous move). Even if you’re not ready for such a permanent relocation, one week in Tuscany is just the right amount of time to discover all angles of this beautiful region.
If you only have time for one thing, make it exploring Florence’s Renaissance–era art and architecture.
Tuscany enjoys hot summers and pleasant weather throughout much of the year; stylish, comfortable linen clothing wouldn’t be out of place.
It’s worth dedicating two days alone to discovering Florence. Tuscany’s capital and largest city, the UNESCO–listed hub is absolutely jam-packed with priceless art, historic monuments, and cultural treasures. On your first day in town, embark on a walking tour to get acquainted with sights like the Ponte Vecchio and Florence Duomo—and be sure to visit the Uffizi Galleries and the Accademia Gallery (home to Michelangelo’s David).
Then, on your second day, get ready to immerse yourself in the city’s storied cuisine. Embark on a food-and-wine-themed walking tour to visit markets and try local staples from bruschetta and pasta to gelato.
Following a thrilling two days in Florence, travel into the Tuscan countryside and explore some of the region’s other major hubs and historic cities. Begin in Pisa: During your third day in town, you can admire the UNESCO–listed Leaning Tower and go on a walking tour of the city’s other medieval marvels.
After heading to Siena for the evening, spend the following day exploring the atmospheric city’s highlights, like the stripey Siena Cathedral and Piazza del Campo. Look for a combination tour that also takes you to other attractions, including the UNESCO–listed town of San Gimignano and the walled town of Monteriggioni.
Following that whirlwind sightseeing, it’s time to stay put for a while and soak up Tuscany’s notably tranquil pace of living. On day five, round out your Siena experience with a chef-led cooking class. You can learn how to make everything from fresh pasta to juicy porchetta like a true Italian nonna.
As your trip begins to wind down, make your way back to Florence. But before you jet back home, end your getaway on a high note with a wine-tasting excursion to Chianti. Savor the vino that has made this region so storied—and soak up idyllic countryside views en route.
