31 days in Tuscany Itinerary

31 days in Tuscany Itinerary

Created using Inspirock Tuscany trip planner

Make it your trip
Fly
1
Florence
— 7 nights
Drive
2
Lucca
— 4 nights
+2
Drive to Piombino, Ferry to Portoferraio, Drive to Capoliveri
3
Capoliveri, Elba Island
— 4 nights
+2
Drive to Portoferraio, Ferry to Piombino, Drive to Montalcino
4
Montalcino
— 5 nights
Drive
5
Arezzo
— 4 nights
Drive
6
San Gimignano
— 5 nights
Fly

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Florence

— 7 nights

Birthplace of the Italian Renaissance

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 Gallerie Degli Uffizi, make a trip to Piazzale Michelangelo, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and admire the striking features of The Baptistery of St. John.

To see where to stay, ratings, reviews, and more tourist information, read Florence trip planner.

Singapore, Singapore to Florence is an approximately 18-hour flight. The time zone changes from Singapore Standard Time (SGT) to Central European Standard Time (CET), which is usually a -7 hour difference. Expect cooler temperatures when traveling from Singapore in March; daily highs in Florence reach 17°C and lows reach 6°C. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Lucca.

Things to do in Florence

Historic Sites · Museums · Tours · Wineries
Find places to stay Mar 31 — Apr 7:

Lucca

— 4 nights

City of a Hundred Churches

Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Explore Lucca's surroundings by going to Nona - Matanna da Stazzema (in Stazzema), Pisa (Piazza dei Miracoli, Leaning Tower of Pisa, &more) and L'Orto Botanico Pellegrini Ansaldi (in Massa). There's lots more to do: don't miss a visit to Le mura di Lucca, do a tasting at Fattoria al Dotto, take in the spiritual surroundings of San Michele in Foro, and enjoy breathtaking views from Torre Guinigi.

To find other places to visit, traveler tips, maps, and more tourist information, use the Lucca trip maker.

You can drive from Florence to Lucca in 1.5 hours. Alternatively, you can take a bus; or take a train. In April in Lucca, expect temperatures between 22°C during the day and 9°C at night. Finish up your sightseeing early on the 11th (Sat) so you can travel to Capoliveri.

Things to do in Lucca

Outdoors · Parks · Trails · Historic Sites

Side Trips

Find places to stay Apr 7 — 11:

Capoliveri, Elba Island

— 4 nights
Capoliveri is a comune (municipality) on the island of Elba in Italy. Get out of town with these interesting Capoliveri side-trips: Unzipo (in Marciana) and Gulliver - Terre d'Autore (in Marciana Marina). There's much more to do: hike along Capo Stella, step into the grandiose world of Castello del Volterraio, pause for some photo ops at Forte Stella, and grab your bike and head to Capoliveri Bike Park.

For where to stay, ratings, maps, and other tourist information, use the Capoliveri trip builder site.

You can do a combination of car and ferry from Lucca to Capoliveri in 3.5 hours. Alternatively, you can do a combination of train, ferry, and bus; or do a combination of bus and ferry. April in Capoliveri sees daily highs of 19°C and lows of 11°C at night. Finish your sightseeing early on the 15th (Wed) so you can travel to Montalcino.

Things to do in Capoliveri

Outdoors · Trails · Parks · Nature

Side Trips

Find places to stay Apr 11 — 15:

Montalcino

— 5 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Explore the numerous day-trip ideas around Montalcino: Crete Senesi (in Asciano), Borgo Medioevale di Monticchiello (in Pienza) and Borgo di Lucignano d’Arbia (in Lucignano d'Arbia). Next up on the itinerary: do a tasting at Ciacci Piccolomini d'Aragona, look for all kinds of wild species at Suzie's Yard, contemplate the long history of Val d'Orcia, and head outdoors with Il Destriero.

For other places to visit, traveler tips, and tourist information, read our Montalcino trip planner.

You can do a combination of car and ferry from Capoliveri to Montalcino in 3.5 hours. Another option is to do a combination of bus, ferry, and train. When traveling from Capoliveri in April, plan for a bit warmer days in Montalcino, with highs around 23°C, while nights are about the same with lows around 9°C. Wrap up your sightseeing on the 20th (Mon) early enough to drive to Arezzo.

Things to do in Montalcino

Wineries · Parks · Wildlife · Historic Sites

Side Trips

Find places to stay Apr 15 — 20:

Arezzo

— 4 nights

Ancient City

Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
Explore Arezzo's surroundings by going to Cortona (Museo Diocesano, Eremo Le Celle, &more), Fattoria Pianporcino (in Pienza) and Siena (Chiesa di San Pietro alle Scale & Spas). The adventure continues: do a tasting at Buccelletti - Cantina, explore the world behind art at Galleria Ivan Bruschi, make a trip to Pieve a Sietina, and contemplate in the serene atmosphere at Santa Maria della Pieve.

To find photos and more tourist information, refer to the Arezzo online sightseeing planner.

Traveling by car from Montalcino to Arezzo takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Wrap up your sightseeing on the 24th (Fri) early enough to drive to San Gimignano.

Things to do in Arezzo

Wineries · Historic Sites · Museums · Shopping

Side Trips

Find places to stay Apr 20 — 24:

San Gimignano

— 5 nights

Town of Fine Towers

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 (Contrada della Torre, Palazzo Pubblico and Museo Civico, &more). And it doesn't end there: do a tasting at Guardastelle Vineyard, steep yourself in history at Torre Grossa, enjoy breathtaking views from Torre Salvucci Maggiore, and get a taste of the local shopping with La Bottega del Sale di Duccio Nacci photographer.

To find where to stay, traveler tips, more things to do, and more tourist information, go to the San Gimignano trip planner.

Getting from Arezzo to San Gimignano by car takes about 2 hours. Other options: take a bus; or take a train. In April, plan for daily highs up to 22°C, and evening lows to 9°C. Wrap up your sightseeing on the 29th (Wed) early enough to travel back home.

Things to do in San Gimignano

Wineries · Historic Sites · Tours · Museums

Side Trip

Find places to stay Apr 24 — 29:

Tuscany travel guide

4.4
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.