8 days in Tuscany Itinerary

8 days in Tuscany Itinerary

Created using Inspirock Tuscany trip planner

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Route & dates

8 days in Tuscany Itinerary

Start: Tel Aviv
Fly:  6​h 45​min
1
Florence
— 3 nights
Drive + ferry:  3​h 30​min
2
Capoliveri, Elba Island
— 2 nights
Drive:  3​h
3
Montalcino
— 1 night
Drive:  1​h 30​min
4
San Gimignano
— 1 night
bus + Fly:  6​h 45​min
End: Tel Aviv

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Head to Mercato Centrale and Piazza della Repubblicafor plenty of shopping. Go for a jaunt from Florence to Santa Brigida to see Castello del Trebbio about 36 minutes away. Next up on the itinerary: let the river carry you with a rafting and tubing tour, shop like a local with Via de' Tornabuoni, take some stellar pictures from Piazzale Michelangelo, and look for gifts at La Pelle.

For more things to do, reviews, ratings, and tourist information, use the Florence online trip itinerary maker .

Tel Aviv, Israel to Florence is an approximately 7-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll gain 1 hour traveling from Tel Aviv to Florence. Expect slightly colder temperatures when traveling from Tel Aviv in September; daily highs in Florence reach 30°C and lows reach 17°C. Cap off your sightseeing on the 21st (Sat) early enough to travel to Capoliveri.

Things to do in Florence

Shopping Museums Wineries

Side Trip

Castello del Trebbio
Find places to stay Sep 18 — 21:
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Mercato Centrale ©
Mercato Centrale
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Capoliveri, Elba Island

Capoliveri ©
Capoliveri is a comune (municipality) on the island of Elba in Italy. On the 22nd (Sun), enjoy the sand and surf at Spiaggia di Chiessi, then enjoy the sand and surf at Spiaggia delle Tombe, and then tour the pleasant surroundings at Spiaggia Canata. Get ready for a full day of sightseeing on the 23rd (Mon): kick back and relax at Spiaggia Stecchi, then kick back and relax at Spiaggia Luisi d'Angelo, and then kick back and relax at Acqua marina.

For other places to visit, photos, ratings, and other tourist information, go to the Capoliveri day trip planner .

Do a combination of car and ferry from Florence to Capoliveri in 3.5 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus, train, and ferry. In September, daytime highs in Capoliveri are 28°C, while nighttime lows are 19°C. Wrap up your sightseeing on the 23rd (Mon) early enough to drive to Montalcino.

Things to do in Capoliveri

Parks Outdoors Beaches

Side Trips

Spiaggia Luisi d'Angelo, Spiaggia di Chiessi, Spiaggia delle Tombe
Find places to stay Sep 21 — 23:
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Acqua marina ©
Acqua marina

1
night
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Kick off your visit on the 24th (Tue): learn about winemaking at Castiglion del Bosco, do a tasting at Mate Winery, then do a tasting at Ciacci Piccolomini d'Aragona, and finally do a tasting at Winery Solaria Patrizia Cencioni.

For maps, photos, traveler tips, and more tourist information, refer to the Montalcino online trip itinerary maker .

Getting from Capoliveri to Montalcino by car takes about 3 hours. While traveling from Capoliveri, expect a bit warmer days and about the same nights in Montalcino, ranging from highs of 32°C to lows of 19°C. Finish up your sightseeing early on the 24th (Tue) so you can go by car to San Gimignano.

Things to do in Montalcino

Wineries
Find places to stay Sep 23 — 24:
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Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Castiglion del Bosco ©
Castiglion del Bosco
Mate Winery ©
Mate Winery

1
night
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.
Start off your visit on the 25th (Wed): stop by Artesia Ceramica, then do a tasting at Guardastelle Vineyard, and then view the masterpieces at La Bottega del Sale di Duccio Nacci photographer.

To find where to stay, photos, reviews, and more tourist information, use the San Gimignano trip builder .

Drive from Montalcino to San Gimignano in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In September, daily temperatures in San Gimignano can reach 30°C, while at night they dip to 17°C. Cap off your sightseeing on the 25th (Wed) early enough to travel back home.

Things to do in San Gimignano

Wineries Shopping Museums

Side Trip

Artesia Ceramica
Find places to stay Sep 24 — 25:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Artesia Ceramica ©
Artesia Ceramica

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