Craving the ultimate Tuscan experience without the hassle of arranging your own experience from Rome? This exclusive day trip from Rome not only delivers everything you need but more: the medieval charm of Montepulciano and Pienza, a 3-course meal paired with exceptional wines, and seamless roundtrip transportation by private coach. With a local, English-speaking guide handling the details, you can simply relax, soak in the breathtaking views, and enjoy Tuscany at its finest.
Expert English-speaking guide
Roundtrip transfer from Rome
Guided tour of Montepulciano
Explore the hill town of Pienza
3-course meal and wine tasting
Tuscan Renaissance escape
Guide tips
Your tour begins at Piazza del Popolo
Meet your expert guide and fellow travelers in the center of Rome before boarding your comfortable, air-conditioned coach. As you leave the city, watch the urban landscape transform into the iconic rolling hills and cypress trees of the Tuscan countryside.
Wander through medieval Montepulciano
Explore this car-free hilltop village famous for its narrow stone streets and impressive clock towers. Your guide will share stories of the noble families who built these palaces while you admire the Renaissance architecture of the San Biagio church overlooking the valley.
Feast at a traditional Tuscan vineyard
Visit a picturesque winery for a decadent three-course lunch featuring locally sourced ingredients and regional specialties. You will enjoy a guided tasting of several prestigious wines, including the world-renowned Brunello di Montalcino, while overlooking the estate's sun-drenched vineyards.
Explore the Utopian village of Pienza
Next, travel to Pienza, a UNESCO World Heritage site famously redesigned by Pope Pius II to be the first "Ideal City" of the Renaissance. You will have free time to stroll through its perfectly symmetrical squares, taste local Pecorino cheese, and capture panoramic photos of the Val d'Orcia.
Your tour finishes at Piazza del Popolo
Relax on the return drive to Rome as the sun sets over the Italian hills. You will arrive back at the original meeting point in the early evening, perfectly situated to enjoy a late dinner in the city after a full day of Tuscan discovery.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 24 hours in advance!
Sat, 24 Jan 2026
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4.98
125 Ratings
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Clime Steady
Atlas P.
Verified Review
December 08, 2025
Goes nonstop in rain or shine. Fret zip no worry. Quest locked; adventure sure!
Sofia S.
Verified Review
December 05, 2025
Allergy Smart Choice
Aurelia M.
Verified Review
December 04, 2025
Advance note got veggie swaps seamlessly. Pienza free explore ideal. Full flavors minus worry—top marks for accommodating needs on this wine-filled Tuscan delight.
Team Strong
Ezra C.
Verified Review
December 01, 2025
Run kin smooth like family. Marks top quality held. Sign bold confidence full!
Leonardo F.
Verified Review
November 28, 2025
Rainproof Adventure
Willow N.
Verified Review
November 25, 2025
Drizzle couldn't dampen coach comfort or town charms. Warm winery lunch with Brunello chased chills. Guides upbeat—proves this tour shines any weather for scenic bliss.
Young Perk
Beckham H.
Verified Review
November 21, 2025
Lap frees snug for babies. Big kid cuts prices fair. Dinner tot safe yummy. Ties tight family bonds!
Slimmer Load
Juniper C.
Verified Review
November 17, 2025
Open grip max glee no bags. Sights chomps sharp focus. Drag free score pure win!
Summer Breeze Day
August O.
Verified Review
November 11, 2025
Hat and water key for hill walks, lunch shaded relief. Montepulciano lively, Pienza serene. Wines crisp, food vibrant—12 hours of pure Tuscany refreshment from Rome.
Chiara P.
Verified Review
November 07, 2025
Family Outing Win
Athena P.
Verified Review
November 05, 2025
Kids loved Pienza wanders, reduced rates sweet. No stroller snag. Vineyard lunch mild, yummy—easy mobility on hills made this Tuscan family adventure smooth and joyful.
Cycle Neat
Callum J.
Verified Review
October 29, 2025
Close square neat back Popolo. No mess, no fuss. Loop joy sealed complete!
Medieval Street Stroll
Veda P.
Verified Review
October 25, 2025
Montepulciano felt timeless with its narrow paths and clock tower. Pienza's cheese shops delighted. Relaxed vineyard lunch of pasta and wines like Brunello made this organized day trip from Rome truly special.
Natasha H.
Verified Review
October 23, 2025
Talk Smooth
Shepherd B.
Verified Review
October 21, 2025
Leaders plain chat history clear. Sip facts grab easy learn. Zero walls block cheer. Open doors all welcome!
Matteo W.
Verified Review
October 20, 2025
Rhythm Good
Harlow G.
Verified Review
October 17, 2025
12 hrs even keel paced right. Bus pauses fit breaks well. Bites power up energy. Calm close peaceful end!
Amy B.
Verified Review
October 14, 2025
Brunello Flavour Burst
Wilder H.
Verified Review
October 13, 2025
Tuscany adventure started strong in Montepulciano, peaked at the winery's 3-course feast with renowned Brunello. Pienza's sweeping vistas wowed. Chiara's passion and comfy transport made it hassle-free fun for all.
Encore Pull
Esme D.
Verified Review
October 09, 2025
Single run craves extra visits soon. Dinner haunt lingers in mind. Spots tug return strong. Sign up again quick!
Culture Immersion Day
Kian J.
Verified Review
October 05, 2025
Local tales breathed life into Pienza redesign, Montepulciano cellars. Table chats flowed at lunch. Brunello paired perfectly—rich history feast wrapped neatly.
Alessia H.
Verified Review
October 04, 2025
Newbie Snag
Nova E.
Verified Review
October 01, 2025
Tuscany fresh gripped us tight. Path buttery smooth organized. Bites sights top quality. Pienza love nest favorite!
History Rich Day
Rhodes S.
Verified Review
September 27, 2025
Tales of Renaissance redesigns in Pienza, ancient cellars in Montepulciano gripped us. Vineyard terrace lunch hearty. Brunello tasting sealed this well-timed, comfy tour as top Rome escape.
