16 days in Tuscany Itinerary
Created using Inspirock Tuscany tour itinerary planner
Start: Montreal
Fly
1
Siena
— 4 nights
Bus
2
Arezzo
— 2 nights
Drive
3
Florence
— 3 nights
+2
Drive to Piombino, Ferry to Portoferraio, Drive to Capoliveri
4
Capoliveri, Elba Island
— 4 nights
+2
Drive to Portoferraio, Ferry to Piombino, Drive to Pisa
5
Pisa
— 2 nights
Fly
End: Montreal
Wed, Aug 16 - Thu, Aug 31
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View full calendar
Siena — 4 nights
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Cultural Heart of Tuscany
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.Change things up with these side-trips from Siena: Azienda Agricola Casa Emma (in San Donato in Poggio), Fattoria Casa Sola (in Barberino Val d'Elsa) and Poggio al Bosco (in Chiostrini). And it doesn't end there: learn about winemaking at Guardastelle Vineyard, explore the historical opulence of Palazzo Pubblico and Museo Civico, pause for some serene contemplation at Duomo di Siena, and admire the masterpieces at Pinacoteca Nazionale.
To see ratings, photos, and other tourist information, you can read our Siena online trip itinerary maker.
Montreal, Canada to Siena is an approximately 13-hour flight. Traveling from Montreal to Siena, you'll lose 6 hours due to the time zone difference. Traveling from Montreal in August, expect nights in Siena to be about the same, around 22°C, while days are somewhat warmer, around 37°C. Wrap up your sightseeing on the 20th (Sun) early enough to take a bus to Arezzo.
Side Trips
Find places to stay Aug 16 — 20:
Highlights from your trip
Arezzo — 2 nights
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Ancient City
Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.Start off your visit on the 21st (Mon): explore the striking landscape at Le Balze, then relax in the rural setting at Fattoria Santa Vittoria, and then learn about winemaking at Villa La Ripa. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Eremo Le Celle, see the interesting displays at Museo Diocesano, then take an in-depth tour of MAEC - Museo dell'Accademia Etrusca, then learn about winemaking at Buccelletti - Cantina, and finally contemplate in the serene atmosphere at San Francesco, Arezzo.
For where to stay, ratings, and tourist information, read Arezzo online tour itinerary planner.
Traveling by bus from Siena to Arezzo takes 1.5 hours. Alternatively, you can drive; or take a train. Cap off your sightseeing on the 22nd (Tue) early enough to go by car to Florence.
Side Trips
Find places to stay Aug 20 — 22:
Highlights from your trip
Florence — 3 nights
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Birthplace of the Italian Renaissance
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, don't miss a visit to Piazzale Michelangelo, contemplate the long history of Basilica of Santa Croce, and get to know the fascinating history of Piazza del Duomo.
For ratings, more things to do, where to stay, and tourist information, go to the Florence online trip planner.
Traveling by car from Arezzo to Florence takes 1.5 hours. Alternatively, you can take a train. In August, daily temperatures in Florence can reach 35°C, while at night they dip to 20°C. Wrap up your sightseeing on the 25th (Fri) early enough to travel to Capoliveri.
Find places to stay Aug 22 — 25:
Highlights from your trip
Capoliveri, Elba Island — 4 nights
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Capoliveri is a comune (municipality) on the island of Elba in Italy. Venture out of the city with trips to Forno Beach (in Scaglieri) and Walking trail to Spiaggia della Biodola (in Procchio). And it doesn't end there: get outside with Aloha Center, trek along with Camping Laconella, enjoy the sand and surf at Spiaggia Di Buzzancone o Cera, and tour the pleasant surroundings at Spiaggia del Cannello.
To see ratings, where to stay, and more tourist information, read Capoliveri trip planner.
You can do a combination of car and ferry from Florence to Capoliveri in 4 hours. Alternatively, you can do a combination of train, ferry, and bus. In August, daily temperatures in Capoliveri can reach 33°C, while at night they dip to 23°C. Finish your sightseeing early on the 29th (Tue) to allow enough time to travel to Pisa.
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To see ratings, where to stay, and more tourist information, read Capoliveri trip planner.
You can do a combination of car and ferry from Florence to Capoliveri in 4 hours. Alternatively, you can do a combination of train, ferry, and bus. In August, daily temperatures in Capoliveri can reach 33°C, while at night they dip to 23°C. Finish your sightseeing early on the 29th (Tue) to allow enough time to travel to Pisa.
Side Trips
Find places to stay Aug 25 — 29:
Highlights from your trip
Pisa — 2 nights
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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 30th (Wed): learn about winemaking at Podere Pellicciano - Agrisole, then pick up some new knowledge with Vintage Aeroplane Europe AB, then don't miss a visit to Piazza dei Miracoli, and finally admire the striking features of Leaning Tower of Pisa. Get ready for a full day of sightseeing on the next day: examine the collection at Sant'Anna di Stazzema and then don't miss a visit to La Terrazza Luminosa.
For maps, ratings, where to stay, and other tourist information, use the Pisa trip itinerary maker tool.
Do a combination of car and ferry from Capoliveri to Pisa in 3.5 hours. Alternatively, you can do a combination of bus, ferry, and train. August in Pisa sees daily highs of 35°C and lows of 20°C at night. Finish your sightseeing early on the 31st (Thu) to allow enough time to fly back home.
Side Trips
Podere Pellicciano - Agrisole, Sant'Anna di Stazzema, Vintage Aeroplane Europe AB, La Terrazza Luminosa
Find places to stay Aug 29 — 31:
Tuscany travel guide
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.
