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May 22, 2024 · 1. Visit the Historic Center of Florence. 2. Spend Some Time in Siena. 3. Road Trip through Val d’Orcia. 4. Go Wine Tasting in Montalcino. 5. Visit the Wine Cellars in Montepulciano. 6. Explore Lovely Pienza. 7. Spend a Few Hours in San Quirico d’Orcia. 8. Take a Cooking Class. 9. Relax in a Hot Spring. 10.
- Florence. Florence, in the heart of Tuscany, is one of Italy's top cities to visit. Florence is an important Renaissance architecture and art center with several excellent museums.
- Siena. Siena is a classic medieval hill town in Tuscany famous for its sizeable fan-shaped piazza, the Piazza del Campo, dominated by its bell tower, the Torre del Mangia.
- Pisa. Pisa, in northern Tuscany, is famous for its leaning tower, which all visitors must climb and take an excellent touristy photo with. You'll be in the Piazza Dei Miracoli, where you can admire the cathedral and the baptistery, which date back to the Italian Renaissance.
- Lucca. Lucca is famous for its Renaissance-era wall, which encircles the city, and its cobblestone streets. Walking and bicycling paths and gardens sit atop the wall, allowing visitors to walk entirely around Lucca's historic center.
- Florence. Few cities can rival Florence for sheer beauty. It’s everything you think it should be – the thriving, buzzing heart of Tuscany with a palpable sense of history on every street corner.
- Pisa. One of the best known Tuscan destinations, Pisa’s tower really does lean. The leaning tower is only one quarter of the centre’s impressive Piazza dei Miracoli, whose more successful architectural projects, the Duomo, Baptistery and Camposanto give justice to its name, which translates as the Field of Miracles.
- Siena. Though its biggest claim to fame may be the world-famous Palio, the horse race that thunders around the central Piazza del Campo twice a year, Siena is the precious Tuscan gem that is always demanding another photograph.
- Arezzo. Located in central Tuscany, Arezzo is a charming and historic town that attracts visitors from all over the world. Less busy than some of the other places in Tuscany I’ve featured in this guide, it’s the perfect place to dip into Italy’s history without the crowds.
- Ride a Vespa through the countryside. We partnered with Walkabout Florence to ride our first-ever Vespa: Jeremy did the bulk of the driving, and I was quite happy to ride on the back.
- Take a food tour (or six). As one of the best foodie destinations in the world, no bucket list for Tuscany would be complete without mentioning a food tour!
- Enjoy the views from Tuscany’s hilltop towns. Whether you’re visiting Volterra, San Gimignano, Siena, or beyond, staring out over the views of the rolling Tuscan countryside (perhaps with a nice lunch and a glass of wine?)
- Indulge in some beach time. Tuscany’s wine country, olive groves, food scene, hilltop towns, and famous cities like Florence tend to get all the press (and it’s not hard to see why–they’re amazing!)
May 22, 2024 · In this guide, we take out the guesswork of planning the perfect Tuscany itinerary. Whether you have 3 days, 5 days, a week, or longer, get sample itineraries that best fit your travel style.
Nov 5, 2023 · Mary Quincy. Florence. View of Ponte Vecchio and city from Piazzale Michelangelo. If you want to capture a complete view of Florence, the Piazzale Michelangelo is the perfect spot to photograph the city and its most famous bridge.
Visit the most picturesque region of the Italian countryside, Tuscany. Our local experts carefully design every tour so that you get an authentic experience.