25 days in Tuscany & Rome Itinerary

25 days in Tuscany & Rome Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Siena
— 3 nights
Drive
2
Florence
— 4 nights
Drive
3
Marina di Pietrasanta
— 4 nights
Drive
4
Portoferraio, Elba Island
— 3 nights
+3
Ferry to Piombino, Train to Orbetello-Monte Arg., Bus to P. S.Stefano Valle, Ferry to Isola Del Giglio
5
Isola Del Giglio
— 4 nights
Ferry to Porto S.Stefano, Drive to Montalcino
6
Montalcino
— 4 nights
Drive
7
Rome
— 2 nights
Fly

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Siena

— 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Your day by day itinerary now includes Wine Tour in Tuscany as well as Wine Tours & Tastings. Your cultural itinerary includes sights like Duomo di Siena and Historic Centre of San Gimignano. Torre Grossa and Duomo di San Gimignano will appeal to history buffs. Explore the numerous day-trip ideas around Siena: Borgo Pignano Horseback Riding (in Volterra), Bagno Onda Blu (in Riotorto) and Abbazia di San Galgano (in Chiusdino). There's much more to do: make a trip to Piazza del Campo, take in the spiritual surroundings of Battistero di San Giovanni, contemplate the long history of Centro Storico di Siena, and enjoy breathtaking views from Torre del Mangia.

Before you visit Siena, use our trip planner to discover what you can do and see there.

Montreal, Canada to Siena is an approximately 13-hour flight. You'll lose 6 hours traveling from Montreal to Siena due to the time zone difference. While traveling from Montreal, expect somewhat warmer days and about the same nights in Siena, ranging from highs of 37°C to lows of 22°C. Finish your sightseeing early on the 5th (Tue) so you can drive to Florence.

Things to do in Siena

Historic Sites · Tours · Wineries · Outdoors

Side Trips

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get in touch with nature at Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna and Stand-Up Paddleboarding. Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Florence Academy of Fine Arts. And it doesn't end there: make a trip to Piazzale Michelangelo, get to know the fascinating history of Piazza del Duomo, enjoy breathtaking views from Campanile di Giotto, and take in the views from Ponte Vecchio.

For where to stay, traveler tips, and more tourist information, read our Florence visit planning tool.

You can drive from Siena to Florence in 1.5 hours. Other options are to take a bus; or take a train. In July, plan for daily highs up to 35°C, and evening lows to 21°C. Finish your sightseeing early on the 9th (Sat) so you can drive to Marina di Pietrasanta.

Things to do in Florence

Historic Sites · Nature · Parks · Museums

Side Trip

Marina di Pietrasanta

— 4 nights
Step out of the city life by going to Bagno Maurizio and Bagno Carlo. Visit Bagno Grazia and Bagno Stella Focette for some beach relaxation. Venture out of the city with trips to Grotta Turistica Antro del Corchia (in Stazzema), Centro Storico del Paese di Tellaro (in Tellaro) and Cave di Marmo Tours (in Carrara).

To see maps, where to stay, more things to do, and more tourist information, use the Marina di Pietrasanta trip itinerary builder site.

Traveling by car from Florence to Marina di Pietrasanta takes 2 hours. In July, daily temperatures in Marina di Pietrasanta can reach 32°C, while at night they dip to 23°C. Finish up your sightseeing early on the 13th (Wed) so you can travel to Portoferraio.

Things to do in Marina di Pietrasanta

Parks · Outdoors · Beaches · Nature

Side Trips

Portoferraio, Elba Island

— 3 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Get in touch with nature at Spiaggia Di Sansone and Spiaggia di Capo Bianco. You'll enjoy a bit of beach vacationing at Spiaggia Della Biodola and Spiaggia delle Ghiaie. There's much more to do: head outdoors with Stabilimento Balneare Il Delfino, take an in-depth tour of Napoleonic Mills House, and kick back and relax at Procchio Beach.

To see ratings, photos, maps, and tourist information, read our Portoferraio trip planner.

You can drive from Marina di Pietrasanta to Portoferraio in 3 hours. Alternatively, you can drive. In July, daytime highs in Portoferraio are 33°C, while nighttime lows are 24°C. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow enough time to travel to Isola Del Giglio.

Things to do in Portoferraio

Outdoors · Beaches · Parks · Museums

Side Trip

Isola Del Giglio

— 4 nights
Get outdoors at La Playa del Carma and Bagno Il Delfino. Your itinerary includes some good beach time at Cala dello Smeraldo and Spiaggia delle Cannelle.

For traveler tips, photos, other places to visit, and more tourist information, go to the Isola Del Giglio journey maker app.

Getting from Portoferraio to Isola Del Giglio by combination of ferry, train, and bus takes about 8 hours. Other options: do a combination of ferry and bus. When traveling from Portoferraio in July, plan for a bit warmer days in Isola Del Giglio, with highs around 37°C, while nights are about the same with lows around 22°C. Finish up your sightseeing early on the 20th (Wed) so you can travel to Montalcino.

Things to do in Isola Del Giglio

Parks · Outdoors · Beaches · Nature

Montalcino

— 4 nights

City of Honey

In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Escape the urban bustle at Val d'Orcia and Thermal Spas. Get some cultural insight at Pitigliano Centro Storico and Chiesa della Madonna del Soccorso. Explore Montalcino's surroundings by going to Tempio di San Biagio (in Montepulciano) and Fosso Bianco - Bagni San Filippo (in Bagni di San Filippo). The adventure continues: contemplate the long history of Abbazia di Sant'Antimo, make a trip to Piazza Pio II, and explore the historical opulence of Fortezza di Montalcino.

For where to stay, other places to visit, photos, and more tourist information, go to the Montalcino trip itinerary planning tool.

Traveling by combination of ferry and car from Isola Del Giglio to Montalcino takes 3 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry, bus, and train. In July, daytime highs in Montalcino are 37°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 24th (Sun) so you can go by car to Rome.

Things to do in Montalcino

Historic Sites · Parks · Nature · Spas

Side Trips

Rome

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 24th (Sun): pause for some serene contemplation at St. Peter's Basilica, then get to know the fascinating history of Piazza Navona, then delve into the distant past at Pantheon, and finally make a trip to Trevi Fountain. Get ready for a full day of sightseeing on the 25th (Mon): contemplate the long history of Colosseum, explore the ancient world of Palatine Hill, and then explore the world behind art at Vatican Museums.

You can plan Rome trip in no time by asking Inspirock to help create your itinerary.

Getting from Montalcino to Rome by car takes about 2.5 hours. Other options: do a combination of bus and train; or take a bus. In July in Rome, expect temperatures between 37°C during the day and 24°C at night. Wrap up your sightseeing on the 26th (Tue) early enough to fly back home.

Things to do in Rome

Historic Sites · Museums · Outdoors · Beaches

Side Trips

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.