21 days in Tuscany Itinerary

21 days in Tuscany Itinerary

Created using Inspirock Tuscany trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Lucca
— 3 nights
2
Portoferraio, Elba Island
— 3 nights
3
Montepulciano
— 3 nights
4
San Gimignano
— 3 nights
5
Florence
— 7 nights

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.
Venture out of the city with trips to Canyon Park (in Bagni di Lucca), Pisa (Leaning Tower of Pisa & Piazza dei Miracoli) and Fortezza delle Verrucole - Archeopark (in San Romano in Garfagnana). There's much more to do: learn about winemaking at Fattoria al Dotto, enjoy breathtaking views from Torre Guinigi, pause for some serene contemplation at Duomo di Pisa, and steep yourself in history at Le mura di Lucca.

To find reviews, other places to visit, more things to do, and more tourist information, you can read our Lucca trip planning tool.

Mexico City, Mexico to Lucca is an approximately 19.5-hour combination of flight and car. The time zone difference when traveling from Mexico City to Lucca is 7 hours. In June, daytime highs in Lucca are 32°C, while nighttime lows are 18°C. Finish up your sightseeing early on the 6th (Sat) so you can travel to Portoferraio.

Things to do in Lucca

Outdoors · Parks · 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
Le mura di Lucca ©
Le mura di Lucca

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. Change things up with these side-trips from Portoferraio: Dolphin & Whale Watching (in Marina di Campo) and Spiaggia Di Buzzancone o Cera (in Capoliveri). There's much more to do: kick back and relax at Spiaggia Di Sansone, observe the fascinating underwater world at Acquario dell'Elba, stroll through Spiaggia Luisi d'Angelo, and hike along Capo Stella.

To find reviews, photos, other places to visit, and more tourist information, refer to the Portoferraio trip maker app.

You can do a combination of car and ferry from Lucca to Portoferraio in 3.5 hours. Other options are to do a combination of train and ferry; or do a combination of bus and ferry. Expect a daytime high around 29°C in June, and nighttime lows around 20°C. Wrap up your sightseeing on the 9th (Tue) to allow time to travel to Montepulciano.

Things to do in Portoferraio

Outdoors · Parks · Beaches

Side Trips

Capoliveri, Marina di Campo, Spiaggia Luisi d'Angelo, Spiaggia delle Tombe, Scuba & Snorkeling
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.
Get out of town with these interesting Montepulciano side-trips: Montalcino (Winery Solaria Patrizia Cencioni, Mate Winery, &more), Cortona (MAEC - Museo dell'Accademia Etrusca & Palazzone di Cortona) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). And it doesn't end there: do a tasting at Azienda Agricola Leuta, admire the verdant scenery at Val d'Orcia, look for gifts at Zazzeri Pienza, and take in the exciting artwork at Art Studio di Adelina Quadri.

To find photos, traveler tips, more things to do, and tourist information, use the Montepulciano online driving holiday planner.

Getting from Portoferraio to Montepulciano by combination of ferry and car takes about 4 hours. Other options: do a combination of ferry, train, and bus. Traveling from Portoferraio in June, you will find days in Montepulciano are somewhat warmer (34°C), and nights are about the same (19°C). Finish your sightseeing early on the 12th (Fri) so you can drive to San Gimignano.

Things to do in Montepulciano

Wineries · Shopping · Historic Sites

Side Trips

Montalcino, Cortona, Pienza, 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
Podere Il Cocco ©
Podere Il Cocco
Azienda Agricola Leuta ©
Azienda Agricola Leuta

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.
You'll find plenty of places to visit near San Gimignano: Siena (Basilica Cateriniana San Domenico, Scuola di Cucina di Lella, &more). There's more to do: learn about winemaking at Guardastelle Vineyard and steep yourself in history at Torre Grossa.

To find other places to visit, more things to do, photos, and more tourist information, you can read our San Gimignano trip planning tool.

Drive from Montepulciano to San Gimignano in 1.5 hours. Alternatively, you can take a bus; or take a train. In June, daily temperatures in San Gimignano can reach 32°C, while at night they dip to 18°C. Finish up your sightseeing early on the 15th (Mon) so you can go by car to Florence.

Things to do in San Gimignano

Wineries · Tours · Historic Sites

Side Trip

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

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: explore the world behind art at Florence Academy of Fine Arts, admire the natural beauty at The Boboli Gardens, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and don't miss a visit to Piazzale Michelangelo.

To see ratings, reviews, where to stay, and more tourist information, use the Florence route 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, daytime highs in Florence are 33°C, while nighttime lows are 21°C. Wrap up your sightseeing by early afternoon on the 22nd (Mon) to allow enough time to travel back home.

Things to do in Florence

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

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