21 days in Tuscany Itinerary

21 days in Tuscany Itinerary

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Route & dates

21 days in Tuscany Itinerary

Start: Mexico City
Fly + Drive:  18​h 45​min
1
Lucca
— 3 nights
Drive + Ferry:  2​h 30​min
2
Portoferraio, Elba Island
— 3 nights
Ferry + Drive:  3​h 15​min
3
Montepulciano
— 3 nights
Drive:  1​h 30​min
4
San Gimignano
— 3 nights
Drive:  1​h 15​min
5
Florence
— 7 nights
Fly:  17​h 45​min
End: Mexico City

3
nights
Lucca

Lucca ©
Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Explore the numerous day-trip ideas around Lucca: Pisa (Leaning Tower of Pisa & Piazza dei Miracoli), Fortezza delle Verrucole - Archeopark (in San Romano in Garfagnana) and Canyon Park (in Bagni di Lucca). The adventure continues: do a tasting at Fattoria al Dotto, tour the pleasant surroundings at Bagno Maurizio, contemplate in the serene atmosphere at San Michele in Foro, and enjoy breathtaking views from Torre Guinigi.

To find traveler tips, where to stay, ratings, and other tourist information, read our Lucca driving holiday app .

Mexico City, Mexico to Lucca is an approximately 19-hour combination of flight and car. You'll lose 7 hours traveling from Mexico City to Lucca due to the time zone difference. In June, plan for daily highs up to 32°C, and evening lows to 18°C. Finish your sightseeing early on the 6th (Sat) so you can travel to Portoferraio.

Things to do in Lucca

Parks Outdoors Beaches

Side Trips

Pisa, Canyon Park, Fortezza delle Verrucole - Archeopark, Bagno Maurizio
Find places to stay Jun 3 — 6:
Highlights from your plan
Fattoria al Dotto ©
Fattoria al Dotto
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Canyon Park ©
Canyon Park

3
nights
Portoferraio, Elba Island

Portoferraio ©
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Venture out of the city with trips to Spiaggia Di Buzzancone o Cera (in Capoliveri), Dolphin & Whale Watching (in Marina di Campo) and Spiaggia delle Tombe (in Campo nell'Elba). There's much more to do: kick back and relax at Spiaggia Canata, see some colorful creatures with a scuba or snorkeling tour, stroll through Spiaggia di Seccione, and hike along Capo Stella.

To find photos, ratings, more things to do, and other tourist information, go to the Portoferraio trip maker site .

Getting from Lucca to Portoferraio by combination of car and ferry takes about 2.5 hours. Other options: do a combination of train and ferry; or do a combination of bus and ferry. In June, daily temperatures in Portoferraio can reach 29°C, while at night they dip to 20°C. Wrap up your sightseeing on the 9th (Tue) early enough to travel to Montepulciano.

Things to do in Portoferraio

Outdoors Parks Beaches

Side Trips

Capoliveri, Marina di Campo, Spiaggia delle Tombe, Scuba & Snorkeling, Spiaggia Luisi d'Angelo
Find places to stay Jun 6 — 9:
Highlights from your plan
Acqua marina ©
Acqua marina
Spiaggia Di Sansone ©
Spiaggia Di Sansone
Spiaggia di Seccione ©
Spiaggia di Seccione

3
nights
Montepulciano

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Explore the numerous day-trip ideas around Montepulciano: Cortona (MAEC - Museo dell'Accademia Etrusca & Palazzone di Cortona), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Montalcino (Winery Solaria Patrizia Cencioni, Mate Winery, &more). There's still lots to do: learn about winemaking at Famiglia Buccelletti Winery, appreciate the views at Val d'Orcia, look for gifts at Zazzeri Pienza, and experience rural life at Fattoria.

To see photos, maps, other places to visit, and other tourist information, go to the Montepulciano trip itinerary maker tool .

You can do a combination of ferry and car from Portoferraio to Montepulciano in 3.5 hours. Another option is to do a combination of ferry, train, and bus. Traveling from Portoferraio in June, you will find days in Montepulciano are a bit warmer (34°C), and nights are about the same (19°C). Wrap up your sightseeing on the 12th (Fri) early enough to drive to San Gimignano.

Things to do in Montepulciano

Wineries Shopping Historic Sites

Side Trips

Montalcino, Pienza, Cortona, Val d'Orcia, Famiglia Buccelletti Winery
Find places to stay Jun 9 — 12:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Famiglia Buccelletti Winery ©
Famiglia Buccelletti Winery
Mate Winery ©
Mate Winery

3
nights
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 the numerous day-trip ideas around San Gimignano: Siena (Basilica Cateriniana Di S. Domenico, Scuola di Cucina di Lella, &more). Next up on the itinerary: learn about winemaking at Guardastelle Vineyard and contemplate the long history of Torre Grossa.

To see where to stay, more things to do, other places to visit, and other tourist information, go to the San Gimignano online journey maker .

Traveling by car from Montepulciano to San Gimignano takes 1.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. Cap off your sightseeing on the 15th (Mon) early enough to go by car to Florence.

Things to do in San Gimignano

Tours Historic Sites Wineries

Side Trip

Siena
Find places to stay Jun 12 — 15:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

7
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for museums, historic sites, and shopping. Your plan includes some of its best attractions: admire the masterpieces at Academy Of Florence Art Gallery, appreciate the extensive heritage of Piazza del Duomo, pause for some serene contemplation at Basilica of Santa Croce, and enjoy breathtaking views from Campanile di Giotto.

For more things to do, photos, other places to visit, and tourist information, read Florence trip planner.

Traveling by car from San Gimignano to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In June in Florence, expect temperatures between 33°C during the day and 21°C at night. On the 22nd (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Florence

Historic Sites Tours Museums
Find places to stay Jun 15 — 22:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Piazzale Michelangelo ©
Piazzale Michelangelo

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