Rome

15 Best Tuscany Day Trips from Rome

The Tuscany day trips Rome travelers favor: hill towns, cypress-lined roads and a lunch that refuses to be rushed, with Montepulciano pours before the ride home.

1.Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

Discover Tuscany’s charm on this full-day Rome tour featuring Montepulciano, Pienza, wine tastings, and a traditional Tuscan lunch—an authentic escape.

Most Popular★ 4.5

“The guide Anna and driver Romeo were great, the additional guide Agnes was also very good. However, the lunch and “wine tasting” were lacking. It felt more like a cattle call for lunch, minimal information provided about each of wines tasted. Do not recommend large…”

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2.From Rome to Tuscany: Discover Florence and Pisa in One Day

Discover Florence and Pisa in one day with this guided bus tour from Rome, combining iconic sights, historical insights, and flexible exploration.

★ 4.5

“Roberto is excellent tour guide, knowledgeable and manages a big crowd very well. We saw so much with one day. Wish we can have more time in Florence. We will back. Rose B New York”

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3.Florence and Pisa from Rome: Enjoy a Full Day Semi-Private Tour

Discover Italy’s treasures on this full-day tour from Rome to Pisa and Florence, featuring expert guides, iconic sights, and hassle-free transportation.

★ 4.5

“I really enjoyed the Pisa and Florence trip — it was such a great experience. Everything was well-organized and perfect. The tour guides were amazing, especially Artur, Teresa, and Emiliano. I truly appreciated their effort and kindness throughout the day. I’d definitely do this trip…”

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4.Florence & Tuscany Day Tour from Rome with Wine Tasting & Lunch

Discover Florence and Tuscany in a day with high-speed train, guided city tour, wine tasting, and free time in San Gimignano. Perfect for a taste of Italy’s highlights.

★ 5.0

“Well organized with travel being easy. Tour of Florence was great but had a rainy day. Wine tasting was great and visit to village was great. Guide was very knowledgeable and presented alot of information.”

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5.5-Day Best of Italy Trip with Assisi, Siena, Florence, Venice and more

Experience Italy’s highlights in 5 days with guided tours and free time in Assisi, Siena, Florence, Venice, and more, all from Rome for $1,157.

★ 4.5

“The weather was raining during the period. We traveled from Rome to Florence. Booked a trip to Pisa Spent 2 nights in Florence and 2 in Venice. Carlos, our tour guide was excellent, provided excellent places to eat at in both Florence and Venice.”

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7.Siena and San Gimignano from Rome: Tuscany Wine Tour, Small Group

Discover Tuscany with this small-group day trip from Rome, visiting Siena and San Gimignano, with wine tastings, medieval sights, and authentic charm.

★ 5.0

“Two wonderful cities to see and explore. Especially Sienna which is far too big to see in the time allotted. Wish we could’ve skipped the wine tasting and spent more time in Sienna! But when in San Gimignano you have to try the gelato near…”

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9.Florence and Pisa from Rome: Enjoy a Private Day Tour in Tuscany

Experience a full day exploring Florence and Pisa from Rome with private guides, skip-the-line tickets, and scenic Tuscan countryside views, all in one day.

★ 4.5

“The car provided for our long trip was not good. The seats in the back were so low that we could not see out of the windows!! We were under the impression that we would be in a minivan so we could see out. The…”

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10.8-Days Best of Italy Trip from Rome with Florence and Venice

Discover Italy's highlights in 8 days from Rome, visiting Florence, Venice, and Tuscany, with expert guides, delicious food, and authentic experiences.

★ 4.0

“The tours we received were good. We were disappointed in a few things. The tour is actually six days, they are counting the departure day as a tour day. Also the first day is only a two hour evening walk in Rome where you have…”

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11.Semi-Private Tour: Day Trip to Florence and Pisa from Rome with Lunch included

Discover Florence and Pisa on this small-group day trip from Rome, with guided highlights, stunning views, and optional lunch—all in a well-balanced, authentic experience.

★ 4.0

“Our tour guide and driver were awesome! There was a total of 5 of us and the van was very spacious. We had ample time at each stop and our tour guide always checked up on us frequently to make sure we got to see…”

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12.Private Tuscany Wine Country Day Trip from Rome with Lunch

Experience the charm of Tuscany in a day with wine tastings, hilltop towns, and a delicious lunch, all from Rome in a private guided tour.

★ 4.5

“What a great day, our guide was quite a character and certainly helped to make the day enjoyable. The two wine tastings were fantastic, couldn't have asked for a better day. Glad I chose to do this small group tour, would certainly recommend this day…”

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13.From Rome: Hidden Tuscany Day Trip with Lunch and Wine Tastings

Discover hidden gems of Tuscany on this full-day Rome trip, featuring scenic stops, private vineyards, authentic lunch, and expert-guided wine tastings.

★ 5.0

“This was such a great trip!!! My husband and I are extremely happy that we booked this- we originally booked a different Tuscany tour but due to the wonderful reviews, I changed our booking and I am so glad we did!! Ziggy is welcoming, knowledgeable,…”

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14.Montepulciano Wine & Pienza Flavours Day Tour from Rome

Spend a full day exploring Tuscany’s stunning towns of Montepulciano and Pienza from Rome, with private transport, wine tastings, and local flavors.

★ 5.0

“Our driver Livio was prompt, safe, fun, attentive, and friendly. He made extra efforts for us to see the winery we were interested in. We recommend him highly and would give him a 100% on all counts. Retain him with great confidence.”

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15.10-Night Italy Tour: Rome, Florence, Venice and Sorrento

Discover Italy's highlights on this 11-day guided tour visiting Rome, Florence, Venice, Sorrento, and more, with hotel stays, meals, and expert guides included.

★ 4.5

“The tour was good. The northern leg going to Venice has a trip director and was very seamless. The southern portion to Sorrento was slightly disorganised. We arrived at the we love rome offices by transfer organised by tour. There was a largRead more”

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More Tuscany Day Trips from Rome

5.0Tuscany Countryside- Pienza and Montepulciano Private Day Trip10 hours (approx.)$638.54 3.5Florence and Pisa from Rome: Full Day Small Group Tour$201.59 5.0From Rome: Tuscany Wine Tour, San Gimignano & Florence12 hours (approx.)$301.20 5.0Tuscany Countryside including Wine Tasting & Lunch – Private Day Trip from Rome12 hours (approx.)$648.13 5.0From Rome: Private Day-Tour of Tuscany10 hours (approx.)$531.91 5.0Full Day Tour in Pisa and Florence12 hours (approx.)$720.91 5.0Florence & Pisa, Best of Rome, Positano & Sorrento private shore excursions$34 5.0Tuscany Wine Tour from Rome with Private Driver$733.46 4.5Florence from Rome by High Speed Train at your pace$164.98 4.5Semi Private Florence Day Trip from Rome by Train$494.38 5.0Private: Tuscany Day Tour from Rome with Optional Wine Tasting$691.44 5.0Rome to Florence Private Transfer with Orvieto & Lunch$542.21 4.6Pantheon with Smart Audio from Naples, Florence and Rome 5.0Daytrip from Rome to Florence with Private Driver$751.36 4.5from Rome Montepulciano and Montalcino, the Wine Routes8 to 9 hours (approx.)$135.16 5.0Private Rome to Florence and Tuscany Countryside Day tour12 hours (approx.)$430.00 5.0Rome to Florence private transfer3 hours (approx.)$565.93 4.5The Mall Outlet Florence from Rome: Luxury Shopping Day Tour$307.23 4.0Montepulciano Noble Wines tour in Tuscany from Rome$694.56 4.0Florence from Rome: Full Day Art and Shopping, Private Tour$456.26 4.5From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting$345.72 4.0Full-Day Tour of Florence from Rome with Transfers$310.24 5.0Day Trip from Rome to Florence and Pisa12 hours (approx.)$1,556.05 4.5Siena and San Gimignano from Rome: Private Wine Tour in Tuscany10 hours (approx.)$297.99