13 Tuscany Day Trips from Rome to Plan a Morning Around

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

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83Our pick

Travel by air-conditioned coach from Rome to Montepulciano and Pienza, with a guided town walk, a three-course farm lunch and regional wine tasting. The day runs about 12 hours, with scenic drives, steep streets, and limited independent time. Guides vary; past tours have been led by Anna, Flavio, Barbara, and Antonino.

“Natascia was probably the best tour guide I have had in a while! She was very upbeat for a 12 hour tour! Very knowledgable and entertaining! Spent the majority of the time we were on the bus talking about the history of the places we were going along with tips and tricks to make our visit in those particular places great along with tips around Rome that i used for the rest of my travel which were very helpful! Antonio our bus driver gets all the credit in the world too! We had the worst fog that day for our whole trip and he got us through the winding roads…”

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

★★★★★★★★★★4.5 · 804 reviews · 14 hours (approx.) · from $180

Leave Rome at 7:00 am for Pisa and Florence, with a bilingual English and Spanish tour leader, bus commentary, and free time in both cities. Expect long stretches on the road, a one-hour stop in Pisa, and a brisk look at Florence’s Duomo, Santa Croce, Ponte Vecchio, and Piazza della Signoria. Florence audio is optional.

“Amazing tour guide and a very safe driver Guide was patient well informed friendly funny ,warm and friendly”

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3.Tuscany Comfort Day Tour from Rome with Wine & Lunch

★★★★★★★★★★5.0 · 313 reviews · 12 hours (approx.) · from $349Top rated

Set out from Rome by prebooked high-speed train for a guided Florence walk, then ride by air-conditioned van to a family-run winery near San Gimignano for a vineyard visit, wine tasting, and light lunch. Finish with time to explore the medieval town. Guides have included Antonio, Sara, and Jessica; your guide may vary.

“Today was amazing! We were met at the train station by a rep from Italia iShe walked us right to the platform and gave us specific instructions. When we arrived in Florence, Antonio was waiting for us for our walking tour. He was fantastic! He was full of knowledge and friendly! We later took two vans with him to the winery., What a fabulous experience! Andrea gave us a tour of his beautiful winery! Breathtaking views! We ate delicious cheeses, balsamic, pasta, gelato, and fantastic wine! Highly recommend this tour!! We had the best day!”

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4.5-Day Best of Italy: Assisi, Siena, Florence, Venice and more

★★★★★★★★★★4.5 · 285 reviews · 5 days (approx.) · from $1,031

Travel by air-conditioned coach from Rome to Assisi, Siena, Florence, Bologna, Venice and Montepulciano, with four hotel nights, meals, local guides and timed entry tickets included. Expect a brisk pace, plenty of walking and some free time. Past guides have included Clara, Sabrina and Niki, though your guide will depend on your departure.

“The tour went to so many wonderful places! The tour guide was absolutely amazing! She was very knowledgeable and helpful. There were additional charges for some extra activities but they were reasonably priced and worth it!”

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5.Florence & Tuscany Day Tour by High-Speed Train

★★★★★★★★★★4.6 · 126 reviews · from $231

Travel by high-speed train from Rome to Florence for a guided walk past the Duomo, Piazza della Signoria, and Ponte Vecchio. Then head into the Tuscan countryside for a family-run winery visit, wine tasting, and light lunch before free time in San Gimignano. Guides have included Jessica and Antonio.

“Our guide Antonio was sensational. His knowledge and passion was exemplary. we were privileged to share the day with him. This was my stand-up highlight of a month of travel. Thank you Antonio.”

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6.Tuscany Full-Day Guided Trip w/Wine Tasting

★★★★★★★★★★4.5 · 69 reviews · from $243

Leave Civitavecchia with an English-speaking driver for a small-group day in southern Tuscany. Walk medieval Montemerano and Pitigliano, pause at Saturnia’s natural hot springs, then taste local wines with appetizers. Guides have included Mirko and Sandro, though your driver-guide may vary. The day lasts about eight hours, and lunch is not included.

“We loved everything about this tour! The towns that you visit are so beautiful, relaxing and is such a great day in the countryside of Tuscany away from the city. The thermal springs in Saturnia and the town of Putigliano were our favourites, so scenic and wonderful. Mirko was the best tour guide we have ever had, he was so flexible in arranging everything and making it the best possible day for us, he also took some nice photos throughout the day at various locations. Couldn’t recommend this tour enough! ☺️”

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7.Tuscany, Montepulciano Tour with Wine & Lunch

★★★★★★★★★★4.9 · 36 reviews · from $137

Ride from Rome to Montepulciano and Montalcino with an English- or Spanish-speaking tour leader. Walk Montepulciano, taste local wines with a sommelier in a 13th-century winery, and eat a Tuscan lunch in an old friars’ refectory beside a 2,000-year-old Etruscan tomb. You also get free time in Montalcino, with Brunello tasting and museum entry available at extra cost.

“Our tour guide Giovanni was fabulous! The day was super enjoyable and his multilingual skills to jumping from English to Italian and Spanish was extremely impressive. It was a big day but we were so happy with Tuscany and really enjoyed the whole experience! Would highly recommend!”

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8.Private Day-Tour of Tuscany

★★★★★★★★★★4.3 · 23 reviews · from $190

This 10-hour private trip pairs Rome hotel pickup with Montepulciano’s underground wine cellars and a tasting of Vino Nobile, then gives you free time in Pienza for lunch, pecorino, and Renaissance sights. An English-speaking driver handles the long ride, with guides Gina and Marou praised for helpful recommendations.

“Very kind guide with excellent recommendations— thank you Gina”

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9.Siena and S. Gimignano, Tuscany Wine One Day Tour

★★★★★★★★★★4.8 · 18 reviews · from $303

Ride from central Rome in an air-conditioned minivan with a tour leader, then explore Siena’s Campo and San Domenico and San Gimignano’s medieval lanes. At Tenuta Torciano, visit the estate and cellars for a wine tasting and lunch of local products. Guides have included Monika, Monica, Pepe, and Luigi, but the person assigned can vary.

“We originally paid for a shared tour but because nobody booked it ended up being private!! Our tour guide Monika was great and very knowledgeable, and our driver Giuseppe was great too! They made sure to stop on the ride there for coffee/breakfast since it was an early pick up. The drive was long but beautiful and worth it since public transportation to that area takes much longer. Being able to walk through Siena and San Gimignano with her giving us details/history was perfect. She was very flexible and we had time to go off on our own to explore the town as well. The wine tasting/lunch was amazing and…”

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10.Tuscany-Latium Wine Tour with Tastings

★★★★★★★★★★4.7 · 15 reviews · from $243

Travel from Civitavecchia with an English-speaking driver-guide to two Maremma wineries, including Roccapesta, for six wine samples and local snacks. Expect vineyard visits, winemaking explanations and, on some outings, stops in hill towns. Groups are limited to eight; Mirko has guided some tours, but your guide may differ.

“We had a marvelous day! Mirko made our entire day so special. He knew all the best spots to document the trip with photo opportunities. The winery tour was intimate and top notch. For those who want to escape the hustle of the big cities and crowds this tour is nothing less than perfection!”

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11.Saturnia Hot Springs Ticket and Transfer

★★★★★★★★★★4.4 · 9 reviews · from $224

Ride from Civitavecchia to Saturnia with an English-speaking driver and spend about three and a half hours at Terme di Saturnia, where thermal pools, hot and cold whirlpools, a sauna and relaxation areas are included. A short stop at Cascate del Mulino is planned, but it may not happen as expected. Driver Mirko has added a local winery stop, though a tasting is not guaranteed.

“Mirko was WONDERFUL, even took us to a local winery in the area. He went above and beyond for us! Thank you so much!”

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12.Siena & San Gimignano Semiprivate Day Trip

★★★★★★★★★★4.2 · 9 reviews · from $451

Travel from your Rome hotel to San Gimignano and Siena in an air-conditioned minivan with a driver-guide. Explore two UNESCO-listed towns, sample Vernaccia and Chianti with local food, and return to Rome the same day. Groups are limited to 14. One past outing named guide Felice and driver Andrea, though staff may vary.

“Excelent private your. Both the tour guide Felice and the driver Andrea were exceptional and friendly. Great day trip from Rome. Mille Grazie!”

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13.Montepulciano and Montalcino, on the Wine Routes

★★★★★★★★★★5.0 · 8 reviews

Travel from Rome to Montepulciano and Montalcino with an English- or Spanish-speaking guide. Walk Montepulciano’s old center, taste two wines in a 13th-century cellar, and eat a Tuscan lunch before exploring Montalcino and its Brunello museum. Expect a full 12-hour day, long coach rides, and time on foot.

“An unforgettable tour through the heart of Tuscany’s wine country! The views were spectacular, and the wines were among the best I’ve ever tasted. Would go again in a heartbeat.”

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