31 days in Venice & Tuscany Itinerary

31 days in Venice & Tuscany Itinerary

Created using Inspirock Italy vacation planner

Make it your trip
Fly
1
Venice
— 17 nights
Train
2
Pisa
— 2 nights
Train
3
Florence
— 5 nights
Drive
4
Arezzo
— 2 nights
Drive
5
Siena
— 2 nights
Drive
6
Pitigliano
— 2 nights
Drive to Leonardo da Vinci–Fiumicino Airport, Fly to Lisbon

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Venice

— 17 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Explore hidden gems such as Cannaregio and Pomposa Abbey. Do some cultural sightseeing at Natural History Museum and Villa Valmarana ai Nani. You'll find plenty of places to visit near Venice: Treviso (Passeggiata lungo la restera, Musei Civici di Treviso - Sede di Santa Caterina, &more), Oasi Cervara (in Quinto di Treviso) and Abbazia di S. Maria di Praglia (in Teolo). There's still lots to do: explore the world behind art at Museo Revoltella, take in the architecture and atmosphere at Basilica dei Santi Giovanni e Paolo (San Zanipolo), see the interesting displays at Museo Archeologico Nazionale di Adria, and contemplate in the serene atmosphere at Battistero del Duomo di Padova - World Heritage Site.

To find other places to visit, traveler tips, and tourist information, read our Venice trip planning tool.

Rome to Venice is an approximately 3-hour flight. You can also take a train; or drive. In May, daily temperatures in Venice can reach 26°C, while at night they dip to 15°C. Finish your sightseeing early on the 18th (Wed) so you can drive to Pisa.

Things to do in Venice

Historic Sites · Museums · Parks · Shopping

Side Trips

Pisa

— 2 nights
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Start off your visit on the 18th (Wed): examine the collection at National Museum of Saint Mathew, then indulge your thirst for a good beer at La Staffetta Tap Room, and then pause for some serene contemplation at Chiesa di Santo Stefano dei Cavalieri. Get ready for a full day of sightseeing on the next day: examine the collection at Museo Aviotruppe Esercito Italiano, then take an in-depth tour of Villa Medicea di Cerreto Guidi, and then admire all the interesting features of Podere Pellicciano - Agrisole.

To find traveler tips, maps, ratings, and other tourist information, you can read our Pisa trip itinerary planning tool.

Traveling by car from Venice to Pisa takes 3.5 hours. Alternatively, you can take a train; or fly. May in Pisa sees daily highs of 25°C and lows of 13°C at night. Cap off your sightseeing on the 20th (Fri) early enough to go by car to Florence.

Things to do in Pisa

Historic Sites · Museums · Wineries · Breweries & Distilleries

Side Trips

Florence

— 5 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at Church and Museum of Orsanmichele and Palazzo Strozzi. Appreciate the collections at Corridoio Vasariano and Sinagoga di Firenze e Museo ebraico. Get out of town with these interesting Florence side-trips: Bologna (La Macchina del Tempo, Cattedrale di San Pietro, &more). There's much more to do: examine the collection at Museo di Palazzo Davanzati, take in the exciting artwork at Art Gallery Studio Iguarnieri, pause for some serene contemplation at Convento di San Francesco, and take an in-depth tour of Museo dell'Opera di Santa Croce.

To see where to stay, more things to do, ratings, and other tourist information, read our Florence trip maker app.

You can drive from Pisa to Florence in 1.5 hours. Other options are to take a bus; or take a train. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Finish your sightseeing early on the 25th (Wed) to allow enough time to drive to Arezzo.

Things to do in Florence

Museums · Historic Sites · Tours · Wineries

Side Trips

Arezzo

— 2 nights

Ancient City

Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
Kick off your visit on the 25th (Wed): examine the collection at Museo della Cattedrale. Keep things going the next day: admire the masterpieces at Museo Diocesano di Arte Sacra, see the interesting displays at Museo dei Mezzi di Comunicazione, get engrossed in the history at Munacs, then pause for some serene contemplation at Chiesa di Santa Maria delle Grazie, and finally don't miss a visit to Pieve a Sietina.

For photos, other places to visit, ratings, and tourist information, use the Arezzo travel route planner.

Traveling by car from Florence to Arezzo takes 1.5 hours. Alternatively, you can take a train. Cap off your sightseeing on the 27th (Fri) early enough to catch the bus to Siena.

Things to do in Arezzo

Museums · Historic Sites

Side Trip

Siena

— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 27th (Fri), steep yourself in history at Palazzo Piccolomini. Get ready for a full day of sightseeing on the next day: learn more about the world around you at Museo di Storia Naturale dell'Accademia dei Fisiocritici, do a tasting at Tolaini Winery, then learn about winemaking at Cantalici Winery, and finally relax and rejuvenate at The Yogi Cat.

For more things to do, photos, ratings, and other tourist information, read Siena trip maker.

Traveling by bus from Arezzo to Siena takes 1.5 hours. Alternatively, you can drive; or take a train. In May, daytime highs in Siena are 27°C, while nighttime lows are 13°C. Finish your sightseeing early on the 29th (Sun) so you can drive to Pitigliano.

Things to do in Siena

Wineries · Historic Sites · Spas · Museums

Side Trips

Pitigliano

— 2 nights
Pitigliano is a town in the province of Grosseto, located about 80km south-east of the city of Grosseto, in Italy. On the 29th (Sun), contemplate the long history of Masso Leopoldino.

For photos, traveler tips, and more tourist information, read Pitigliano trip planner.

Drive from Siena to Pitigliano in 2 hours. Alternatively, you can do a combination of train and taxi. Expect a daytime high around 25°C in May, and nighttime lows around 12°C. Finish up your sightseeing early on the 31st (Tue) so you can travel back home.

Things to do in Pitigliano

Historic Sites · Museums · Wineries

Side Trip

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.