8 days in Tuscany Itinerary

8 days in Tuscany Itinerary

Created using Inspirock Tuscany trip itinerary planner

Plan created by another user. Make it yours
1
Florence
— 2 nights
2
San Gimignano
— 4 nights

2
nights
Florence

Florence ©
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 Castello del Trebbio in Santa Brigida (about 36 minutes away). The adventure continues: explore the world behind art at Florence Academy of Fine Arts, get to know the fascinating history of Piazza del Duomo, take in the views from Ponte Vecchio, and admire the natural beauty at The Boboli Gardens.

To plan Florence vacation without wasting time, ask Inspirock to design an itinerary.

New York City, USA to Florence is an approximately 15-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Florence. October in Florence sees daily highs of 71°F and lows of 54°F at night. Finish your sightseeing early on the 15th (Thu) so you can drive to San Gimignano.

Things to do in Florence

Historic Sites · Wineries · Museums

Side Trip

Castello del Trebbio
Find places to stay Oct 12 — 15:
Highlights from your plan
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Castello del Trebbio ©
Castello del Trebbio
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

4
nights
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Explore San Gimignano's surroundings by going to Duomo di Siena (in Siena), Montalcino (Mate Winery, Castiglion del Bosco, &more) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's more to do: do a tasting at Guardastelle Vineyard and steep yourself in history at Torre e Casa Campatelli.

For maps, traveler tips, reviews, and more tourist information, read San Gimignano sightseeing planning website.

Drive from Florence to San Gimignano in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 71°F in October, and nighttime lows around 54°F. Wrap up your sightseeing by early afternoon on the 19th (Mon) to allow enough time to travel back home.

Things to do in San Gimignano

Wineries · Historic Sites · Museums

Side Trips

Montalcino, Duomo di Siena, Fattoria Casa Sola, Accademia del Buon Gusto, Fattoria di Montemaggio
Find places to stay Oct 15 — 19:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Guardastelle Vineyard ©
Guardastelle Vineyard
Duomo di Siena ©
Duomo di Siena

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