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10 BEST Rome to Tuscany Day Trips & Tours [2023]

Read on to find the ultimate Rome to Tuscany day trips & tours! Offering a variety of experiences, they’ll whisk you off to the countryside of rolling hills and lush vineyards, or to the famous cities of Florence, Siena, and Pisa.

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. Besides boasting beautiful vineyards, Tuscany is also home to medieval hilltop towns, spectacular scenery, and cultural treasures.

Definitely an unmissable destination. In fact, if you have the time to explore Tuscany further, I absolutely recommend you to do so – in this case, check out my Tuscany itinerary. However, I understand that you might have limited time in Italy and that a day trip to Tuscany is all you can swing.

No problem! Embarking on a Rome to Tuscany day trip is an excellent opportunity to immerse in its rich heritage and savor delicious cuisine, as the wine country is also famous for its mouth-watering dishes.

Image of the Chianti hills with rolling vineyards, cypress trees and an old Tuscan villa in the background, inserted in a post about Rome to Tuscany Day Trips & Tours.

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, offering everything from world-class wine tastings to captivating history, city tours, and even a multi-day experience! 

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, which allows you to cancel most tours up to 24 hours in advance and get a full refund. 

OUR PICK: The BEST Rome to Tuscany Day Trip

▶️ Leave the hustle and bustle of Rome behind and embark on a spectacular Tuscany Day Trip from Rome Including 3-Course Lunch and Wine Tasting. You’ll travel through the Val d’Orcia region, stroll through picturesque hilltowns perched atop golden hills, and enjoy a day straight out of a Tuscan dream!

You’ll visit the gorgeous wine towns of Montalcino and Montepulciano, where you’ll indulge in a heavenly wine-tasting session, and 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 while being surrounded by the rolling vineyards of Tuscany. 

👉 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, choose this tour.

Tuscany Day Trip from Rome including 3-Course Lunch and Wine Tasting

📝 This Rome to Tuscany tour includes: Roundtrip transportation, a guide, 3-course lunch, wine tastings, and a guided visit of Montepulciano. ➥ BOOK IT HERE

Other Great Rome To Tuscany Tours

▶️ Gear up for an exhilarating expedition with this Tour to San Gimignano, Siena, Chianti Winery Visit and Lunch. Start your trip in the hill town of San Gimignano, a medieval gem with iconic towers and well-preserved architecture. 

Stroll through UNESCO-listed streets, and sip on delectable Chianti and Vernaccia wines at a local winery. You’ll also have the chance to relish a scrumptious lunch surrounded by vineyards after the tasting. 

You’ll then head to Siena for a guided tour of its magnificent landmarks. Check out  Piazza del Campo, where the thrilling Palio di Siena horse race takes place, the Gothic Duomo di Siena, and its medieval historic center accompanied by an expert. 

From Rome: San Gimignano, Siena, Chianti Winery Visit and Lunch

📝 This day tour to Tuscany from Rome includes: Roundtrip transportation, a professional guide, wine tasting, winery visit, and lunch (if the option is selected). ➥ BOOK IT HERE

▶️ This Wine Tasting Day Trip to the Tuscan Hills allows you to immerse yourself in the beautiful countryside and visit incredibly charming towns. You’ll get to stroll around the hill town of Pienza, known for its medieval architecture and ceramic shops, and savor the flavors of Tuscany on a scrumptious lunch at an organic farm. But the adventure doesn’t end there! 

Continue your journey to Montalcino, home to the ancient Fortezza di Montalcino and picturesque alleys that will transport you to the past. 

To conclude, you’ll visit a prestigious winery for a wander through the vineyards, a tour around the cellars, and some delicious wine tasting!

Tuscany from Rome: Wine Tasting Day Trip to the Tuscan Hills

📝 This Rome to Tuscany wine tour includes: Roundtrip transportation, a guide, a farm-to-table lunch, wine tasting, and tickets to climb the Montalcino Fortress walls. ➥ 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, and 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. You’ll also get to visit the striking town of Pienza before heading back. 

Private Tuscany Wine Country Day Trip from Rome with Lunch

📝 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 Tuscany Day Tour from Rome. Immerse yourself in the splendor of historic hill towns like Montepulciano and Pienza, which will transport you back in time with their cobblestone streets and Renaissance palaces. 

You’ll get to take in the breathtaking vistas of rolling vineyards and savor the local delicacies (don’t miss Pecorino cheese in Pienza!) before heading to a winery in the countryside. There you’ll sample delicious Nobile wine right where it’s produced, with up to 6 of your friends. 

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

▶️ Discover the treasures of Italy’s most famous countryside on this unforgettable Tuscany, Siena and San Gimignano Private Day Tour from Rome. You’ll start the day with a journey to the city of Siena, known for its medieval buildings and its iconic Piazza del Campo, where the Palio di Siena takes place. 

You’ll enjoy free time to roam around and take in the sights and attractions, and then continue toward San Gimignano. This enchanting hill town is surrounded by 12th-century walls and boasts striking views all around. There are also gorgeous landmarks to be checked out in San Gimignano, like the Duomo and Piazza della Cisterna. 

Taking your time in each location, you’ll have the chance to buy tickets for the attractions you want to visit and spend as long – or as little – as you want in each spot. 

Tuscany, Siena and San Gimignano from Rome Private Day Tour

📝 This Rome to Siena & San Gimignano day trip includes: Private transportation, bottled water, and all fees. ➥ BOOK IT HERE

The Best Day Tours to Florence from Rome

▶️ Set off on an exhilarating journey with this Small-Group Tour to Florence and Pisa from Rome. Start your day in the birthplace of the Renaissance, Florence, and learn all about its secrets from your knowledgeable guide, who will take you around the city. 

You’ll also get to 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. 

Small-Group Tour: Florence and Pisa Day Trip from Rome

📝 This small-group tour from Rome to Tuscany includes: Roundtrip transportation, a guided tour of Florence, entrance tickets to Galleria della Accademia, Pisa’s Cathedral, and the Baptistery. ➥ BOOK IT HERE

▶️ This Day Trip to Florence with Lunch & Accademia Entry starts at your hotel in Rome, where you’ll be picked up in an air-conditioned minivan. Relax as the Italian landscape unfolds before you, and get ready to delve into the charm of Florence. 

Make the most of your guide’s knowledge during a guided tour around the city center, take in the panoramic views across the river from Piazzale Michelangelo, and venture to the Accademia Gallery, where Michelangelo’s masterpiece, David, awaits. 

 Your expert guide will share insights about the works of art by Leonardo da Vinci and Botticelli that can also be found in the gallery. Cap off the trip with a tasty lunch made of local produce paired with wines from the Tuscan region. 

📝 This tour includes: Transportation, a guided tour of Florence, Accademia Gallery tickets, and lunch with wine pairings. ➥ BOOK IT HERE

▶️ Experience the best of Tuscany with a Florence and Pisa Full Day Tour from Rome. Hop on a bus and travel hassle-free to Florence while listening to your guide’s live commentary. Once in the city of Renaissance, you’ll enjoy free time to explore at your leisure, admiring the major landmarks, visiting art galleries, and tasting local products. 

You’ll then be whisked away toward Pisa, known for its magnificent Piazza dei Miracoli. This is where the Leaning Tower of Pisa, the Cathedral, the Baptistery, and some other impressive buildings are located. You’ll also have some free time there before returning to Rome. 

Florence and Pisa Full Day Tour from Rome

📝 This tour includes: Roundtrip transportation, and a tour leader. ➥ BOOK IT HERE

A Multi-day Tour from Rome with Tuscany

▶️ Ready to experience the most spectacular Italian destinations…in five days? By joining the Best of Italy: 5-Day Escorted Tour from Rome you’ll get to immerse yourself in nine captivating cities, traveling in style by deluxe coach. 

You’ll start with a visit to the beautiful Assisi and Siena, and then head to Florence, where you’ll spend the night before enjoying a full day exploring its rich heritage and architectural prowess and taking an optional trip to the nearby city of Pisa.  

You’ll then depart for charming Bologna, with plenty of time to wander around the city before heading to Venice, where you’ll spend the night. Check out Piazza San Marco, the Bridge of Sights, and Rialto Bridge, besides getting gelato and gliding down the canals on a gondola. You’ll cap off the day with a complimentary Spritz or Prosecco! 

Your final day will be spent in the Tuscan countryside, visiting the medieval town of Montepulciano and indulging in delicious local wine. All transfers, and accommodation is included in the trip, along with some meals. 

📝 This tour includes: All transfers, breakfasts and accommodation, four meals, and a Spritz or Prosecco in Venice. ➥ BOOK IT HERE

Rome To Tuscany Tours FAQs

Can you do a day trip to Tuscany from Rome? 

Yes, you can! If you’re looking to visit Florence, you can go on a day trip by train. However, if you want to visit the Tuscany countryside, you’ll have to join a tour or rent a car.

What are the best Tuscany day trips from Rome?

In my opinion, the best day tours from Rome to Florence and the Tuscan countryside are these:  
Tuscany Day Trip from Rome Including 3-Course Lunch and Wine Tasting
Tour to San Gimignano, Siena, Chianti Winery Visit and Lunch
Wine Tasting Day Trip to the Tuscan Hills 

What are the best wine tours from Rome to Tuscany?

If you’re looking for a day trip from Rome to Tuscany that involves delicious wine, these are your best options: 
Day Trip from Rome to Tuscany with Wine Tasting and 3-Course Lunch
Tour to San Gimignano, Siena, Chianti Winery Visit and Lunch
Wine Tasting Day Trip to the Tuscan Hills 
Private Tuscany Wine Tour from Rome with Lunch

What are the best private Tuscany tours from Rome?

In my opinion, these are the best private tours to Tuscany from Rome. Check them out:
Private Tuscany Countryside Day Trip from Rome with Wine & Lunch
Private Day Tour from Rome to Tuscany
Tuscany, Siena and San Gimignano Private Day Tour from Rome

  • 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.