8 days in Tuscany & Province of Siena Itinerary

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— 3 nights
— 4 nights


Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with a short trip to Leaning Tower of Pisa in Pisa (about 1h 20 min away). There's still lots to do: admire the masterpieces at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, admire the natural beauty at The Boboli Gardens, and contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore.

To find where to stay, more things to do, photos, and tourist information, read Florence driving holiday planner.

Tampa, USA to Florence is an approximately 15-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. Traveling from Tampa in September, things will get a bit cooler in Florence: highs are around 78°F and lows about 59°F. Finish your sightseeing early on the 22nd (Fri) to allow enough time to drive to Siena.
Historic Sites · Museums · Parks · Shopping
Side Trip
Find places to stay Sep 19 — 22:

Siena — 4 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Explore Siena's surroundings by going to San Gimignano (Guardastelle Vineyard, Historic Centre of San Gimignano, &more). There's still lots to do: take in the architecture and atmosphere at Duomo di Siena, explore the world behind art at Museo dell'Opera Metropolitana, steep yourself in history at San Francesco, and gain insight at Scuola di Cucina di Lella.

To see reviews, maps, traveler tips, and more tourist information, read Siena trip itinerary planning website.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 81°F, and evening lows to 61°F. Wrap up your sightseeing by early afternoon on the 26th (Tue) to allow time for the flight back home.
Historic Sites · Wineries · Tours · Museums
Side Trip
Find places to stay Sep 22 — 26:

Tuscany travel guide

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.

Province of Siena travel guide

Landmarks · Wineries & Vineyards · Churches
Siena is a city in Tuscany, Italy. It is the capital of the province of Siena.The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation's most visited tourist attractions, with over 163,000 international arrivals in 2008. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year.HistorySiena, like other Tuscan hill towns, was first settled in the time of the Etruscans (c. 900–400 BC) when it was inhabited by a tribe called the Saina. The Etruscans were a tribe of advanced people who changed the face of central Italy through their use of irrigation to reclaim previously unfarmable land, and their custom of building their settlements in well-defended hill forts. A Roman town called Saena Julia was founded at the site in the time of the Emperor Augustus. Some archaeologists assert that Siena was controlled for a period by a Gaulish tribe called the Senones.According to local legend, Siena was founded by Senius and Aschius, two sons of Remus and thus nephews of Romulus, after whom Rome was named. Supposedly after their father's murder by Romulus, they fled Rome, taking with them the statue of the she-wolf suckling the infants (Capitoline Wolf), thus appropriating that symbol for the town. Additionally they rode white and black horses, giving rise to the Balzana, or coat of arms of Siena with a white band atop a dark band. Some claim the name Siena derives from Senius. Other etymologies derive the name from the Etruscan family name Saina, the Roman family name Saenii, or the Latin word senex "old" or its derived form seneo "to be old".