Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting

Wander through the medieval towns of Montepulciano and Pienza and enjoy a 3-course meal!

Travel Flexibly
Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting 4.9 / 5 See All 14 Reviews
· 12.00h · Rome, Italy

Looking for a stress-free way to explore Tuscany while in Rome? On this unforgettable day trip, you’ll visit the medieval towns of Montepulciano and Pienza, a local vineyard, and be treated to a decadent, 3-course meal and wine tasting in a breathtaking Tuscan winery! With roundtrip transfer via private coach, and a local, English-speaking guide at your side, this is the easiest way to discover the stunning hills of Tuscany. All you need to do is sit back, relax, enjoy the views and the wine!

  • Meet your guide at Piazza del Popolo
  • Montepulciano​
  • San Biagio Church and Complex​
  • Tuscany
  • Local Vineyard
  • Tuscan Wine Experience​
  • Wine Tasting​
  • 3-Course Local Lunch​
  • Tuscan Recipes​
  • This activity ends back at the meeting point

Meet your English-speaking guide and the rest of your group of fellow travelers in Rome, where your private coach will be waiting to whisk you away to the beautiful hills of Tuscany. Enjoy breathtaking views as you make your way to your first stop of the day, the town of Montepulciano. Here, a local guide will take you on a walking tour through this ancient town, including sights of the historical church of St. Biagio.

After admiring the views of Montepulciano, you’ll be treated to a 3-course meal at a popular Tuscan winery. Of course, your meal will be paired with decadent Italian wine from the vineyard, including the famous Brunello di Montalcino, one of the best wines produced by this local excellence.

Finally, complete your tour of Tuscany in the hilltop town of Pienza, where you’ll roam through the village and marvel at the sweeping views of Tuscany’s iconic landscape.

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

Your 12-hour tour includes:

  • Friendly, local guide

  • Roundtrip transfer from Rome in air-conditioned coach

  • Guided tour of Montepulciano

  • Explore stunning hill town of Pienza

  • 3-course meal and wine tasting

  • Audio headsets

Depart from Rome

Your Tuscan adventure begins in Piazza del Popolo, where you’ll meet your welcoming, English-speaking tour guide along with the rest of your travel buddies for the day! Hop aboard your private, air-conditioned coach and get ready for an absolutely breathtaking drive. As you roll through Tuscany’s iconic hills, your tour guide will tell you all about the fascinating history and culture of the area.

Explore the Medieval Town of Montepulciano

Your first stop of the day is Montepulciano, a stunning hilltop town, famous for being car-free, which adds to its medieval allure. Here, you’ll meet a local guide who will take you on a walking tour through this medieval village. Follow your guide through charming narrow streets, impressive clock towers, and ancient wine cellars.

Finally, marvel at the impressive architecture of the Renaissance Church of St. Biagio, along with its stunning backdrop. The church is set against Tuscany’s rolling hills, making for a truly unique, and jaw-dropping view.

3-Course Meal and Wine Tasting in a Stunning Tuscan Vineyard

Now that you’ve worked up an appetite from exploring Montepulciano, it’s time to indulge in a decadent lunch! At a beautiful Tuscan winery overlooking its own vineyards, enjoy a traditional, 3-course meal, comprised of delicious, locally sourced products. Of course, your meal will be paired with fine local wine, including the internationally renowned Brunello di Montalcino, a specialty of the Tuscany region. Be sure to buy a signature bottle before heading to your last stop of the day!

Wander Through UNESCO World Heritage Village of Pienza

After savoring your delicious lunch and wine tasting, you still have one more stop on your dreamy Tuscan tour. The majestic, hilltop town of Pienza is your final stop of the day. This stunning village was entirely redesigned by Pope Pius in the 15th century and stood as a model for the Renaissance towns in Europe. Today, the town is famous for its jaw-dropping views and delicious Pecorino cheese.

During your free time in Pienza, you can enjoy a gelato while strolling through this charming village, shop for local foods and wine, or just take in the incredible, panoramic scenery. No matter how you decide to spend your time, be sure to take plenty of photos of this picturesque village before making the drive back to the Eternal City.

What you get with this tour
Passionate Englsih-speaking guide
Roundtrip transportation
Montepulciano
3-course meal and wine tasting
Pienza and Tuscany
Group size of 50 people
Tripadvisor Logo

See what people are saying

14 total reviews

Leave a review
4.9/5 (based on 14 reviews)
5 stars
4 stars
3 stars
2 stars
1 stars
11 November 2024
F
Reviewed by
Farzad Sartipi

21 October 2024
S
Reviewed by
Sharon Zelezniak

4
12 October 2024
C
Reviewed by
Chidozie L Onwuliri

Tour guide was very friendly. The bus driver should slow down on the winding roads.

show more reviews

Frequently Asked Questions

What to bring?

Wear comfortable shoes and clothes and bring a bottle of water and a hat during the summer. Appropriate dress is required for entry into some sites on this tour: knees, shoulders and backs must be covered.

Is this tour run by The Tour Guy?

This tour is operated by one of our trusted and vetted partners in Rome.

What if I have concerns about my mobility on this tour?

Unfortunately, due to the transportation involved in this tour, we are unable to accommodate guests in wheelchairs. If you have any doubts about your mobility, please contact our team.

What happens if it rains?

We run our tours rain or shine!

Is lunch included in the price of the tour?

Yes, lunch is included! You’ll enjoy a 3-course meal at a vineyard in Tuscany. Please keep in mind that customers who have not reached Italy's legal drinking age of 18 will not be served alcohol.

What if I have food allergies, intolerances, or other dietary requirements?

Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.

What if I don’t drink alcohol but I’d still like to join a food tour?

Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.

Can I bring my kids and do I have to pay for them?

Kids are welcome on this tour and can join for free if under 1 year of age. Children under 14 years old pay a reduced fee. Make sure to select the appropriate number of guests during the booking. If you have small children, please keep in mind that we are unable to accommodate strollers.

Does this tour include hotel pickup?

No hotel pickup is included on this tour. You’ll meet your guide at the designated meeting point in Piazza del Popolo.

Where does this tour end?

This tour ends back in Rome, at Piazza del Popolo.

Is there any chance the Tour Guy will cancel this tour?

On the rare occasions the tour is canceled, we'll inform you as soon as possible. We will work with you to reschedule your tour when possible or provide a full refund.

How long will the tour last?

This day trip typically lasts 12 hours, however external factors may occasionally extend the tour duration slightly.

Start From: $129.71

available days discounted days

Free cancellation up to 24 hours in advance!

Reserve Now $129.71 / per person
$129.71 / per person
You may also like
Skip the Line
Up to 8% off

Skip the Line

Rome in a Day Tour with Colosseum and Vatican Museums

Explore the Sistine Chapel, St. Peter's Basilica, Roman Forum, Pantheon, Trevi Fountain, and more!

Exclusive Access
Up to 8% off

Exclusive Access

Special Access Colosseum Arena Floor Tour through the Gladiator's Gate

Walk in the footsteps of gladiators on the Colosseum floor and see the Roman Forum and Palatine Hill

Skip the Line
Up to 14% off

Skip the Line

Privileged Entrance Vatican Tour with Sistine Chapel

Skip the line and gain direct access to the Raphael Rooms, Creation of Man, and St. Peter's Basilica

Skip the Line
Up to 14% off

Skip the Line

St. Peter's Dome Climb and Sistine Chapel Combo Tour

Begin your day early and see Rome from above, the Papal Crypts below, and the Vatican museums nearby

Skip the Line
Up to 14% off

Skip the Line

Semi-Private Vatican Tour with Sistine Chapel

Enjoy a premium and exclusive tour of the Raphael Rooms, St.Peter's Basilica, and more!

Skip the Line
Up to 12% off

Skip the Line

Rome Catacombs Tour and Capuchin Crypts with Transportation

Skip the line and explore a creepy underground world of Roman tombs and crypts with an expert guide

Skip the Line
Up to 8% off

Skip the Line

Semi-Private Colosseum Tour with Arena Floor

Stand where gladiators fought on the Colosseum floor, then tour the Roman Forum and Palatine Hill

Transportation Included

Transportation Included

Rome Shore Excursion from Civitavecchia

Book a private Rome tour and see the Colosseum, Vatican, Sistine Chapel, and more in just one day!

Guided Tour
Up to 14% off

Guided Tour

Trastevere Local Food Tour in Rome

Join a culinary guide to savor authentic Roman food, such as tasty cheese, pasta, gelato, and wine

Skip the Line
Up to 15% off

Skip the Line

Privileged Entrance Colosseum Tour with Roman Forum & Palatine Hill

Skip the line at the Colosseum, plus Arch of Titus, Temple of Julius Caesar, and more!

Skip the Line

Skip the Line

Private Skip the Line Vatican, Sistine Chapel, and St Peter's Basilica Tour

Enjoy a tailored VIP Vatican experience with a dedicated private guide

Exclusive Access

Exclusive Access

Semi-Private Colosseum Underground Tour with Roman Forum and Palatine Hill

Get special access to the Underground dungeons and Arena Floor on this guided semi-private tour

Skip the Line

Skip the Line

Private Rome in a Day Tour with Colosseum & Vatican Museums

See the best of Rome your way with a private guide at the Sistine Chapel, Trevi Fountain, and more!

Vatican Museums, Sistine Chapel and St. Peter's Basilica Private Tour

Vatican Museums, Sistine Chapel and St. Peter's Basilica Private Tour

See the wonders of the Vatican on a tailored private tour with expert guide and skip-the-line entry

Private Tour

Private Tour

Private Vatican, Sistine Chapel and Saint Peter's Dome Climb Complete Tour

Climb St. Peter's Dome then tour the Vatican Museums and Sistine Chapel

Day Trip

Day Trip

Unforgettable Rome Day Trip to Pompeii and Sorrento

The easiest way to dive deep into the famous ancient ruins and soak up the sunny coast of Sorrento

Free cancellation
Up to 20% off

Free cancellation

3-Hour Scenic Golf Cart Tour of Rome in a Small Group

Experience the Eternal City in complete comfort with stops at 8 iconic UNESCO World Heritage sites

Entry Ticket

Entry Ticket

Vatican Museums & Sistine Chapel Tickets

Skip the line and gain quicker access to the Vatican so you can explore at your leisure

Pompeii and Mt. Vesuvius from Rome ​

Pompeii and Mt. Vesuvius from Rome ​

Full Day Pompeii and Mt. Vesuvius Tour from Rome

Skip-the-line at Pompeii, savor a three-course meal, and walk amid Mt. Vesuvius’ volcanic formations

Skip the Line

Skip the Line

After Hours Rome Catacombs Tour with Capuchin Crypts

Experience Rome’s underground tombs and religious bone displays on this exclusive night tour

Skip the Line
Up to 10% off

Skip the Line

Vatican at Closing Time with Sistine Chapel

Book a unique experience that visits the Vatican in the early evening with fewer crowds

Skip the Line

Skip the Line

Basilicas of Rome Private Driving Tour

Uncover relics of Catholic history across three of Rome’s major churches with an expert local guide

Skip the Line

Skip the Line

Private Colosseum Tour with Roman Forum, and Palatine Hill

See the Colosseum and ancient Rome like a VIP, the Temple of Caesar, and more!

Private Tour

Private Tour

Private Transfer from Rome to Amalfi Coast with Tour of Pompeii

Travel south in style with door-to-door service, and explore Italy’s lost city with a private guide

Climb the Dome
Up to 12% off

Climb the Dome

Ultimate St. Peter's Basilica Dome Climb and Tour with Papal Crypts

See Michelangelo's La Pietà up close and climb the dome for stunning views of Rome and the Vatican

New Tour

New Tour

Four-Course Roman Dinner with Wine Pairing Near the Pantheon

Taste exquisite Italian food with sommelier-style pairings in a stunning 15th-century building

Semi-Private Colosseum Tour with Roman Forum & Palatine Hill
Up to 8% off

Semi-Private Colosseum Tour with Roman Forum & Palatine Hill

Immerse in Roman history as you visit Arch of Titus, Temple of Caesar and more with an expert guide

Free cancellation
Up to 20% off

Free cancellation

Rome Sightseeing Private Tour by Golf Cart

Whiz through Rome to see the Colosseum, Vatican, Roman Forum, Oppian Hill, Tiber Island, and more!

New Tour

New Tour

Skip-the-Line Pantheon Express Guided Tour in Rome

In one hour, uncover the rich history and marvel at the remarkable dome in a small group setting

Cooking Class

Cooking Class

Dough to Dessert: 3-in-1 Cooking Class near Piazza Navona

Master the art of making fettuccine, ravioli, and mouthwatering tiramisu in a single day!

Skip the Line

Skip the Line

Private Family-Friendly Rome Colosseum & Roman Forum Tour

Bring the Colosseum to life on this interactive kids tour with a treasure hunt and fun local guide

Free cancellation

Free cancellation

Rome Golf Cart Food Tour: Explore the City's Iconic Sites and Cuisine

Journey Through Time and Taste on a Small-Group Adventure

Skip the Line

Skip the Line

Catacombs Private Tour in Rome

Discover the mysterious Roman Catacombs, Capuchin Crypts, and Appian Way on an personal private tour

Amalfi Coast from Rome ​

Amalfi Coast from Rome ​

Positano and Amalfi Day Trip from Rome with Boat Cruise

Navigate along the Coast, explore the picturesque town of Positano, and enjoy a classic limoncello

Skip the Line

Skip the Line

Private Family-Friendly Vatican and Sistine Chapel Tour

Enjoy a boredom-free Vatican private tour that's perfect for kids, with treasure hunt and fun guide

New Tour

New Tour

Prati Eats: A Delicious Walking Tour

Indulge in Rome's famous pizza, pasta, and wine alongside a knowledgeable foodie guide

Borghese Gallery Skip the Line

Borghese Gallery Skip the Line

Skip-the-Line Borghese Gallery Tour

Join an intimate small-group tour and uncover Baroque masterpieces with an expert guide.

New Tour

New Tour

Rome by Vespa Small Group Driving Tour

Join an intimate Vespa convoy and scoot past the Pantheon, Spanish Steps and Piazza Navona

New Tour

New Tour

Trastevere Food Tour and Pasta Making Class

Sample classic Roman delicacies and learn how to make fettuccine from scratch!

New Tour

New Tour

Castel Sant’ Angelo Skip the Line Small Group Tour in Rome

Visit Hadrian’s Tomb, learn about the legend of Archangel Michael, and view stunning frescoes!

New Tour

New Tour

Testaccio Small Group Food Tour

Sip an espresso, indulge in authentic Italian pasta and wine, and explore a local Roman Market

New Tour

New Tour

Traditional Roman Cooking Class in Jewish Ghetto

Learn how to make pasta, seasonal vegetables, and a traditional dessert in a charming neighborhood

New Tour

New Tour

Rome’s Catacombs and Appian Way Golf Cart Small Group Tour

Escape the crowds and journey through ancient roads and underground tombs alongside an expert guide

New Tour

New Tour

Tasty Pasta and Tiramisu Cooking Class Near Piazza Navona

Cook like a pro with a local chef as you master two Italian dishes then savor your own creations

New Tour

New Tour

Ultimate Pizza & Tiramisu Making Class Near Piazza Navona

Learn the secrets of making authentic tiramisu and pizza from a pizzaiolo chef before devouring them

Colosseum, Forum, and Palatine Hill Access Plus Audio Guide

Colosseum, Forum, and Palatine Hill Access Plus Audio Guide

Take in Rome’s magnificent ancient wonders at your own pace

Tipsy Roman Cooking Class: Spritz & Pasta

Tipsy Roman Cooking Class: Spritz & Pasta

Join a small group near Termini station to master an Italian classic while enjoying local cocktails!

New Tour

New Tour

Trastevere Pasta Making Class: Fettuccine and Maltagliati

Head to Rome’s trendiest food district to try your hand at authentic pasta making (and eating!)

Skip the Line

Skip the Line

Vatican Uncovered: A Private, Detailed Tour

Get an in-depth experience tailored to your interests of art, sculptures, and the Sistine Chapel

Private Tour

Private Tour

Private Half Day E-Bike Tour of Rome

Cycle through the Roman streets with ease to see the Colosseum, Pantheon, Trevi Fountain, and more!

Guided Tour

Guided Tour

Half Day Electric Bike Tour of Rome

Pedal past the Colosseum, Piazza Navona, and up Capitoline Hill in the peaceful morning

Private Tour

Private Tour

Rome Evening Cocktail Tour with Local Guide

Experience Rome’s cocktail culture as you stroll by the Pantheon, Piazza Navona, and Trastevere!

Private Tour

Private Tour

Vatican at Closing Time Private Evening Tour with Sistine Chapel

Appreciate the Vatican masterpieces without less crowds on our tour with a private guide

Private Tour

Private Tour

Private Pompeii & Mt. Vesuvius Day Trip from Rome

An unforgettable visit to ancient ruins with all the details and transportation taken care of

Skip the Line

Skip the Line

Private Borghese Gallery Tour

Admire stunning Baroque art most miss like Bernini's Rape of Proserpina & Apollo and Daphne

Private Tour

Private Tour

Trastevere and Jewish Ghetto Private Rome Tour

With a private guide, unearth the trendiest Rome districts from Santa Maria Basilica to Tiber Island

Skip the Line

Skip the Line

Alone at the Vatican: Private After Hours Tour

Experience the quiet of the Sistine Chapel without the crowds after your tailored tour

Skip the Line

Skip the Line

The Quickest Direct Access Private Vatican Tour

Explore the Vatican on a shorter, tailored tour that includes the Sistine Chapel

Private Tour

Private Tour

Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome

Escape the city on a memorable journey through Umbria’s historic towns to taste fine local wines

Private Tour

Private Tour

Private Pompeii & Sorrento Day Trip from Rome

Step back in time with a private guided tour of Pompeii then enjoy a lazy afternoon in Sorrento

Skip the Line

Skip the Line

Private Rome City Driving Tour

See the best of Rome with the comfort of your own private vehicle and a dedicated local tour guide

Brunello di Montalcino Helicopter Tour from Rome or Florence

Brunello di Montalcino Helicopter Tour from Rome or Florence

Soar above Tuscany on an exclusive VIP tour, complete with private wine tastings and a gourmet lunch

Private Tour

Private Tour

Tivoli Fountains & Hadrian's Villa Private Tour from Rome

Escape the city on a VIP private day trip to Tivoli, with Villa d’Este, Hadrian’s Estate, and more!

New Tour

New Tour

Golf Cart Tour of Rome with Pizza and Gelato Dinner

Indulge in authentic Italian pizza, savor gelato, and whizz between Pantheon, Trastevere and more

New tour

New tour

Self-Drive Rome Sightseeing Tour by Electric Car

Take the wheel of a Fiat Topolino for an eco-friendly convoy around the Eternal City’s iconic sights

Sommelier-Led Food & Wine Tour in Rome at Sunset

Sommelier-Led Food & Wine Tour in Rome at Sunset

Join an expert to discover three exceptional restaurants near the Vatican with a small group

New Tour

New Tour

Testaccio Market Morning Food Tour in Rome

Immerse yourself in Roman cuisine as you savor supplì, carbonara pasta and other regional delicacies

Full Day Tour from Rome to Ponza Island with Boat Tour and Lunch

Full Day Tour from Rome to Ponza Island with Boat Tour and Lunch

Indulge in an ultimate day of comfort and adventure featuring a 5-hour cruise with food

New Tour

New Tour

Rome’s Appian Way Tour by E-Bike

Pedal through Parco dell’Appia Antica alongside an expert guide and admire ancient Roman marvels

Appian Way and Catacombs Walking Tour in Rome

Appian Way and Catacombs Walking Tour in Rome

Walk in emperors’ footsteps, explore chariot stadium ruins, and descend into underground tombs

New Tour

New Tour

Rome Vintage Fiat 500 Sightseeing Tour

Cruise around in style as you explore the Eternal City’s top landmarks, sights, and attractions!

New tour

New tour

Half-Day Ostia Antica Small Group Tour from Rome

In the company of an expert guide, discover the magnificent ruins of Rome's ancient port city

Rome's Appian Way, Aqueduct Park, and Catacombs by E-Bike

Rome's Appian Way, Aqueduct Park, and Catacombs by E-Bike

Cruise through the historic Appia Antica, visit Catacombs of St. Callixtus and enjoy a light lunch!

Private Tour

Private Tour

Piazza Navona Underground Ruins Tour with Palazzo Altemps

Admire the stunning Suicidal Gaul, Athlete at Rest, and more then see the ruins of Domitian' Stadium

Night tour
Up to 20% off

Night tour

Rome Evening Tour by Tuk Tuk

Journey from the Colosseum to the Pantheon and Trevi Fountain with a private driver-guide

Borghese Gallery "Story Tellers" Small Group Tour

Borghese Gallery "Story Tellers" Small Group Tour

Explore Rome’s Baroque Masterpieces with Expert Guides and Skip-the-Line Access

New tour

New tour

Night VIP Golf Cart Tour in Rome with Drinks and Bites

Cruise through Trastevere and Gianicolo while enjoying classic cocktails, tasty food, and prosecco!

Guided Buggy Tour of Rome ​

Guided Buggy Tour of Rome ​

Guided Buggy Self-Drive Tour of Rome

Cruise to the Eternal City’s most iconic landmarks, historic monuments, and breathtaking viewpoints!

Pompeii, Amalfi Coast and Sorrento Full Day Tour from Rome

Pompeii, Amalfi Coast and Sorrento Full Day Tour from Rome

Sip Limoncello in the Italy’s crown jewel and enjoy visiting an ancient town frozen in time

New Tour

New Tour

Authentic Pizza and Gelato Cooking Class in Rome

Embark on an Italian culinary adventure in a 17th-century palace near Piazza Navona!

New Tour

New Tour

Private Tour of Rome’s Seven Hills by Tuk Tuk

Cruise to the Orange Gardens, and admire the view from Circus Maximum from a real ape calessino

Caravaggio's Masterpieces

Caravaggio's Masterpieces

Private Palazzo Barberini Museum Tour with Art Historian Guide

See Judith Beheading Holofrenes, La Fornarina, and more inside this opulent 17th-century palace