Day-tripping to Tuscany from Rome is one of the best ways to experience the Dolce Vita of Italy.
When I first dreamt of wandering through Tuscany’s rolling hills and charming villages, I was overwhelmed with choices. Which tours were worth it? How could I make the most of a single day? If you’re in the same boat, you’re in the right place.
This article will guide you through the best group tours that offer a slice of charming, relaxed Tuscan life. Whether you’re after wine tastings in Chianti, exploring medieval Pisa, or simply soaking in scenic landscapes, I’ve curated unique and unforgettable day trips from Rome to Tuscany just for you.
Table of Contents
This post may contain affiliate links. If you click on an affiliate link, at no additional cost to you, I will earn a small commission if you decide to book. Please check out my privacy policy and disclosure for more information.
7 Best Tuscany Day Trips from Rome
1. From Rome to Tuscany Day Trip with Lunch & Wine Tasting
⭐️ RATING: 4.7/5 Stars | ⏳ TOUR LENGTH: 13 hours
Explore the charming streets of Montepulciano, and indulge in a delectable lunch in the Tuscan countryside, followed by free time in the picturesque Renaissance town of Pienza.
“Even if the weather was bad on our trip day, it was still nice. The lunch was very tasty, homemade pasta, nice selection of wines, meats and cheeses. A little bit crowded at lunchtime, but we managed. Time slots were respected, audio guides worked ok, the information given was not read, but explained from memory. Overall, good experience!”
Ioana from Romania
2. Day Trip to Assisi & Orvieto from Rome
⭐️ RATING: 4.5/5 Stars | ⏳ TOUR LENGTH: 12 hours
Discover one of my favourites, the hilltop town of Orvieto, followed by a guided tour of Assisi at the foot of Mount Subasio. This tour includes lunch and an entry ticket to Orvieto Doumo.
“Excellent experience, Cristina our attentive guide telling us all the details and details, she made us know in detail the history of the cities visited and always with a smile, very pleasant, like our local guide from Asis (Marisel) who told us details amazing of Asis, its history and traditions. The trip was very pleasant and our driver Roberto calmly drove us through the center of Italy. Total thanks.”
Fernando from Argentina
3. From Rome to Pisa and Florence
⭐️ RATING: 4.2/5 Stars | ⏳ TOUR LENGTH: 14 hours
This day trip to Tuscany from Rome takes you to two popular cities – Pisa and Florence for the day. It also includes entrance tickets to the Accademia Museum, one of the reasons to go to Florence – to see the amazing art.
“Huge thank you to Giuliano, a tour leader, and Roberto, a driver, for an amazing and worry-free trip! Smooth travel in an air-conditioned car, well-orginised activities with plenty of time for rest and sight-seeing, good advice for eating options. We enjoyed every moment of our trip and felt special all the time! We highly recommend the tour!”
Sergiy from USA
Check Prices and Availability!
4. Day trip from Rome to Tuscan Hilltop Towns, Fortresses & Vineyards
⭐️ RATING: 4.6/5 Stars | ⏳ TOUR LENGTH: 13 hours
Experience the charm of Tuscany in a single day, exploring the quiet streets of Pienza, enjoying a farm-to-table lunch at an organic farm, visiting Montalcino’s castle and panoramic tower, and capping off your day with a wine tasting at a nearby winery. This is the best day trips from Rome to Tuscany for those looking for an authentic experience.
“A great option to really get to see Tuscan country side and get out of Rome for the day. Great views, food, and wine!”
Nrec from USA
Check Prices and Availability!
5. From Rome to Siena with Wine Tasting and Lunch
⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH: 14 hours
Visit three of the most idyllic hilltop Tuscan medieval towns in just one day! This tour includes:
- Round-trip train tickets from Rome to Florence (meet guide in Florence)
- Spend a couple of hours in Siena – guided walk and free time
- Make a quick stop in Monteriggioni, known for its Gladiator movie location
- Visit San Gimignano, a walled medieval town known for its towers
- Enjoy a wine tasting at a local winery and lunch
“The trip was incredible, fantastic landscapes, punctuality, professionalism and availability of the local team, which allowed us to enjoy with peace of mind this rich experience that positively marked our trip to Italy! I got all the information and support to carry out the tour. I recommend this tour for travelers willing to experience a day of many emotions, beautiful landscapes, history, art, good food and the great wines of Tuscany!”
Luciane from Brazil
6. Tuscany Wine Tour from Rome with Private Driver
⭐️ RATING: 4.5/5 Stars | ⏳ TOUR LENGTH: 10 hours ✅ 15 Reviews
Let your private driver whisk you away to the incredibly scenic hills of the Val d’Orcia region in Tuscany with stops at the Etruscan village of Montepulciano, wine tasting in Nobile and free time and lunch in Pienza.
“Our driver, Patrick, was fun and very attentive to our needs meeting high expectations from the age range within our small group. He took care to ensure we were well taken care of, sharing beautiful sites, and great recommendations to sit down and relax enjoying the tastes found in Tuscany.
My teenage daughter was so excited Patrick went above and beyond to help her find the film sites from one of her favorite movies, Twilight. It was a fun adventure, peaceful, and we had a very lovely time. I strongly recommend anyone wanting an escape from the busy cities to escape on this tour to enjoy incredible scenery at a slower pace in Tuscany with Patrick. Thank you for such a wonderful time which ended our trip on a high note!”
Traveller from USA
7. From Rome to Florence, Accademia Gallery & Pisa Private Tour
⭐️ RATING: 4.8/5 Stars | ⏳ TOUR LENGTH: 12 hours
Let your private driver take you on a day trip to Tuscany from Rome! First Pisa, then Florence where you will be treated to a private tour of the city and entrance to the Accademia Gallery to see the statue of David.
“Our guide and driver came on time. The van we rode was really comfortable. Antoinette, our guide was fun to be with and she made sure we got taken care of. George (Giorgio) our driver was very professional, friendly and courteous.
We also had a different guide when we got to Florence (Renata), she was very friendly and accommodating. All in all we had a great and memorable tour. It makes a big difference booking a tour when visiting a new place. It made us appreciate the place more. We love learning about the history and the fun and interesting things. I highly recommend it and will do it again next time I come.”
Traveller from USA
As a Holidaymaker
There you have it! I hope you found at least one of these Rome day trips to Tuscany interesting.
If you still need help planning your Rome itinerary, I’ve got a couple of articles you might be interested in. Start with these:
- after seeing the top sites, discover these non-touristy things to do in Rome
- find out where the locals like to eat with these top-rated Trastevere restaurants
- the underrated, and secret neighbourhood in Rome called Coppede Quarter
If you found this article helpful, please share it!
