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8 BEST Rome to Tuscany Day Trips & Tours [2024]

Read on to find the ultimate Rome to Tuscany day trips & tours! Offering a variety of experiences, they’ll whisk you off to the rolling hills and lush vineyards for a memorable day. Get ready to be mesmerized!

Centuries-old history and breathtaking landscapes await you in the Tuscan countryside. Possibly the most world-renowned wine country, located in the heart of Italy, Tuscany is also home to medieval towns and cultural treasures.

It’s definitely an unmissable destination, and if you have the time, I highly recommend planning an entire Tuscany itinerary. However, I understand that you might have limited days in Italy and that a day trip to Tuscany is all you can swing. And that’s totally fine!

Embarking on a day excursion is an excellent opportunity to immerse in its rich heritage and savor the delicious cuisine. The wine region is also famous for its mouth-watering dishes, after all!

Image of the Chianti hills with rolling vineyards, cypress trees and an old Tuscan villa in the background

To help you make the most of your journey, we’ve curated a list of the very best Rome to Tuscany day trips & tours. These carefully designed itineraries cater to different interests, so check them out and take your pick.

Why should you trust me? I was born and raised in Bologna, Italy, and had the chance to explore my country extensively. Plus, having helped millions of people plan trips for a decade, I have the inside scoop on Italy’s must-do activities and tours. No overhyped spots, just the real Italian experience tailored for you.

I use Viator and Get Your Guide to book activities around the world. I especially recommend them for their amazing cancellation policy. If your plans change, you can cancel most tours up to 24 hours in advance and get a full refund. 

In a rush? These are the best tours

THE BEST TOURTuscany Guided Day Trip With Lunch and Wine Tasting
PRIVATE TOUR Private Tuscany Wine Country Day Trip with Lunch
FLORENCE DAY TRIPFlorence and Pisa from Rome: Day Tour Experience

OUR PICK: The BEST Rome to Tuscany Day Trip

Leave the hustle and bustle of Rome behind and embark on a spectacular Tuscany Guided Day Trip from Rome With Lunch and Wine Tasting.

You’ll travel through the Val d’Orcia region, stroll through picturesque hilltowns, and enjoy a day straight out of a Tuscan dream!

Visit the gorgeous towns of Montalcino and Montepulciano, where you’ll indulge in a heavenly wine-tasting session. Then, feel the centuries of history come alive in the UNESCO World Heritage Site of Pienza.

Cap off the trip with a mouthwatering 3-course lunch, crafted from the freshest farm-grown ingredients. The rolling vineyards of Tuscany are the most precious setting for your meal! 

Why this is the best tour to Tuscany from Rome? With thousands of 5-star reviews, this is the top-rated tour on Viator. We believe it’s the most comprehensive tour on this list, as you’ll get a very nice introduction to Tuscany (unless you want to visit Florence).

If you’re looking for a day in the Tuscan countryside away from Rome, and love quaint villages, food, and wine, you can’t go wrong with this one.

Read what the reviews say

“This was a great tour, made extra special by our guide, Claudia. She was hilarious, informative, and caring. This day was like walking through a movie set, complete with rustic Italian homes, shops, and vineyards galore. Lunch was outstanding as well. I’m telling you, this was a magical day, from medieval cities to wine tasting and memories I’ll always cherish. Make sure you do this tour.”

Christine_D – Read more reviews

This Rome to Tuscany tour includes: Roundtrip transfers, a guide, lunch, wine tastings, and a guided visit of Montepulciano. ➥ BOOK IT HERE

A Premium Tuscany Day Trip 

This Tuscany Day Trip from Rome with Winery Lunch & Medieval Towns allows you to immerse yourself in the beautiful countryside.

You’ll visit incredibly charming towns, starting with a stroll around Pienza. Known for its medieval architecture and ceramic shops, this hilltop town is a true Tuscan gem. Savor tastings of pecorino cheese at a shop, and then head to Montepulciano.

There, you’ll visit a family-run winery and enjoy a tour of the vineyards and cellars. At the end, sit down for a scrumptious local lunch paired with wine. After relishing your meal, make the most of your free time to wander around the picturesque town.

Stop at the historic Temple of San Biagio before returning to Rome!

This Rome to Tuscany wine tour includes: Transfers, a guide, cheese tastings, and lunch with wine pairings. ➥ BOOK IT HERE

Private Tuscany Tours from Rome

▶️ Embark on a Private Tuscany Wine Country Day Trip from Rome with Lunch for a fun-filled adventure. Hop aboard a posh minivan and let a savvy driver whisk you away from the city, venturing into the land of rolling hills and grape-laden vines. 

You and up to 6 friends will get to explore the enchanting hilltop towns of Montepulciano and Bagno Vignoni. Then, visit a nearby winery whose cellar was once an Etruscan tomb.

Indulge in the renowned Vino di Nobile and Brunello di Montepulciano wines and a tasty Tuscan lunch of cheeses, cold cuts, and bruschetta. Finally, stop at the striking town of Pienza before heading back. 

This Rome to Montepulciano day trip includes: Hotel pick-up and drop-off, a tour escort, wine tasting, and a Tuscan lunch. ➥ BOOK IT HERE

▶️ Escape the frenetic pace of the city and surrender to the allure of the Val D’Orcia region on this Private Day Tour of Tuscany from Rome.

You’ll be able to immerse yourself in the splendor of the historic towns Montepulciano and Pienza, which will transport you back in time. 

Take in the breathtaking vistas of rolling vineyards and savor the local delicacies, which include the iconic Pecorino cheese. Then, head to a winery in the countryside, where you’ll sample Nobile wine right where it’s produced. The tour accommodates up to 6 people.  

This day trip to Tuscany from Rome includes: Private transfers with hotel pick-up and drop-off, and wine-tasting. ➥ BOOK IT HERE

A Tuscany Wine Tour from Rome

The Tuscany Wine Tour from Rome is a full-day excursion focused on the region’s most beloved product.

You’ll travel by train to a local winery, where you’ll enjoy a tour around its premises and relish tastings of authentic Tuscan wines. Chianti Classico, Brunello di Montalcino, and Super Tuscan wines are a few of them!

Taste balsamic vinegar and olive oil before heading to the second winery. Known for the production of DOCG Vernaccia white wine, it will grant you a comprehensive tour and three tastings.

Your last stop is San Gimignano, a hilltop town with incredible history and a world-champion gelateria.

This tour includes: Return train tickets, all transfers, a guide, winery visits, snacks, wine and product tastings. ➥ BOOK IT HERE

Day Tours to Florence from Rome

▶️ Set off on an exhilarating journey with this Florence and Pisa from Rome: Day Tour Small Group Experience. Start your day in the birthplace of the Renaissance, Florence, and learn all about its secrets from your knowledgeable guide. 

Stare in awe at Michelangelo’s David in Galleria della Accademia, marvel at Brunelleschi’s iconic dome, and snap pictures of Ponte Vecchio. Then it’s time to head to Pisa, world-renowned for its leaning tower. 

Prepare to be awestruck by the marble wonders in Piazza dei Miracoli, and visit the impressive Cathedral and Baptistery. 

This tour includes: Roundtrip transfers, a guide, and all entrance fees. ➥ BOOK IT HERE

▶️ This Day Trip to Florence by High-Speed Train from Rome lasts an entire day. You’ll travel comfortably on a high-speed train to the birthplace of the Renaissance with a tour assistant.

Upon reaching the beautiful Florence, you’ll be free to wander at your leisure, following your very own schedule with no one to tell you when or where to go.

You’ll be granted plenty of time to check out all the major landmarks and relish Florentine cuisine before the train ride back to Rome.

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This tour includes: Return train tickets, a tour assistant, and free time. ➥ BOOK IT HERE

▶️ Experience the cultural side of Tuscany with a Florence and Pisa Day Trip from Rome. Leave the Eternal City behind by coach, and benefit from your guide’s live commentary to learn about your destinations.

The first stop will be in Pisa, home to the Leaning Tower and other magnificent monuments. You’ll have free time to sightsee on your own, take pictures, and marvel at the Piazza dei Miracoli.

Then, hop back on the bus and make your way to Florence, Tuscany’s capital city. Enjoy a guided tour around its landmarks, and spend the rest of your day wandering at your leisure or checking out other attractions. Make sure to try the local cuisine while you’re there!

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This tour includes: Roundtrip transfers, a guide, free time, and live commentary. ➥ BOOK IT HERE

  • Stefania Guglielmi

    Stefania Guglielmi is the founder of Every Steph. Originally from Bologna, Italy, she's been traveling full-time since 2016 and has visited over 50 countries across 6 continents. She believes sustainable travel and luxury travel can go hand in hand and has been advocating for responsible tourism since 2014. Stefania's advice and travel experiences have been featured in important publications such as Business Insider, Refinery29, and Yahoo Money.