Tuscany Day Trips with a Winery Lunch from Florence and Rome
Twenty trips from 44 to 571 EUR, median 117. One coach day from Florence holds 24,182 of the 40,140 reviews, and its winery is stop six of fourteen.
The winery is stop six of fourteen. That is the plainest fact about the most reviewed listing on this page, a twelve hour day from Florence through Siena, San Gimignano and Pisa: five stops in Siena, one at a family estate where lunch comes with four tastings, four in San Gimignano and three in Pisa. It holds 24,182 of the 40,140 reviews here, rated 4.9, and it sets the tone. Tuscany day trips with a winery lunch are sightseeing days that include a meal in a vineyard. They are good at what they do, and the wine is not why most people buy them. This page says what the lunch is, what the price adds up to and how to tell the twenty trips apart.
Prices are per person as listed, read on 30 September 2026. The 395 EUR private day is for a booking of up to eight travellers and leaves lunch and the tasting as extras, so read it as a car and a driver, not as a winery day.
8-Seat Minivan Tour from Florence: Monteriggioni, Siena, Chianti Wine Lunch, San Gimignano
Eight seats in a minivan, with a Tuscan meal and seven wines, olive oils and balsamic vinegar at a Chianti winery. Leaves Porta Romana at 9am, back by 6pm.
CiaoFlorence Val d'Orcia Day Tour from Florence: Montalcino, Pienza and Montepulciano
Two wine tastings, a Brunello cellar in Montalcino and the hills filmed for Gladiator, with a local guide on the coach from Piazzale Montelungo in Florence.
Florence Day Trip to Monteriggioni, Siena, San Gimignano and a Chianti Vineyard Tasting
Pick a guided or free-roaming Siena, then taste wine, charcuterie and oils at a Chianti vineyard. Starts at Monteriggioni's walls; 10.5 to 11 hours in all.
Gray Line Florence Tuscany Day Tour: San Gimignano, Monteriggioni, Chianti Lunch, Siena
Eleven hours by coach with a zero-mile three-course lunch and a guided tasting of three Chianti wines. The Monteriggioni stop runs only from April to October.
ItaliaTours Rome to Florence and Tuscany by High-Speed Train, with San Gimignano Winery
Swaps the 4-hour bus for a 90-minute high-speed train, then adds a Florence walk and a family winery tasting above San Gimignano. Van transfers in Tuscany.
Lucca Departure: Small Group Day in Siena and San Gimignano with Chianti Cellar Tasting
Meeting at Lucca train station, a small group visits San Gimignano and Siena with a guided Vernaccia and Chianti DOCG tasting at a winemaker's cellar.
Private Florence Day Trip to Siena and San Gimignano with Winery Tasting and Tuscan Lunch
A private car and driver-escort from Piazza della Repubblica in Florence, 8 am to 5 pm, with a winery tasting and Tuscan lunch between Siena and San Gimignano.
Private Tuscany Day Tour from Florence by Mercedes: Siena, San Gimignano, Chianti Hills
A private Mercedes with hotel pickup and drop-off, photo stops wherever the views call, and an optional Chianti Classico tasting at a local wine estate.
Rome to Montepulciano and Montalcino Day Trip: 12th-Century Winery Lunch, Brunello Museum
Winery lunch and tasting in Montepulciano, then Montalcino and the Temple of Brunello museum (entry not included). Day trip by bus from Piazza del Popolo, Rome.
Rome to Siena and San Gimignano Day Trip: Tenuta Torciano Tasting of 10 Wines and Lunch
Tenuta Torciano, a 13-generation winery, hosts a ten-wine tasting and a local lunch after Siena's Piazza del Campo and San Gimignano. Full-day trip from Rome.
Rome to Tuscany Day Trip by Coach: Montepulciano, Pienza, Vineyard Lunch and Wine Tasting
A three-course vineyard lunch with Brunello di Montalcino, a guided walk in Montepulciano and free time in Pienza, all by air-conditioned coach from Rome.
Rome to Tuscany Day Trip: Tenuta Il Quinto Tasting, Countryside Lunch and Big Bench #300
Two tastings, at Tenuta Il Quinto and Enoteca Scansanese, plus a countryside lunch and a stop at Big Bench #300, with hotel pickup in Rome and return.
Siena Province Day Trip: Monteriggioni, Pienza, Montepulciano and Two Wine Tastings
An 11.5-hour circuit with a vineyard tasting, a pasta lunch with Tuscan ragù and a Montepulciano winery tasting of four wines, leaving from Villa Costanza.
Small Group Day Trip from Montecatini Terme: Siena, San Gimignano and Chianti Estate
Small group from Montecatini Terme with a winemaker-led Vernaccia and Chianti DOCG tasting between San Gimignano and Siena, a Siena guide paid on the day.
The Tour Guy Rome to Tuscany: Civita di Bagnoregio, Montepulciano Winery Lunch and Pienza
Civita entry and shuttle are included, plus four wine tastings, olive oil and a pici lunch at a family winery. Round-trip coach from Rome with an expert guide.
The Tour Guy Tuscany Day Trip from Florence: Siena, Six-Wine Chianti Lunch, San Gimignano
Six wines with artisanal olive oil and a three-course lunch at a family Chianti winery, between a walking tour of Siena and free time in San Gimignano.
Towns of Italy Afternoon Tour from Florence: Siena, San Gimignano and Winery Dinner
A Tuscan dinner and wine tasting at a boutique Chianti winery follows a guided Siena walk and free time in San Gimignano. Minivan departure from Florence.
Tuscany Day Tour from Florence: Pisa, Chianti Winery Lunch, San Gimignano and Siena
A light lunch with a three-wine tasting at a Chianti winery sits between Pisa's Piazza dei Miracoli and a guided walk in Siena. Tower tickets are optional.
Walkabout Tours Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, Winery Lunch
An organic family estate hosts the tasting and farm lunch between Siena and San Gimignano, before Pisa's Leaning Tower. Coach from Florence, back around 8.30pm.
WalksDevour Small-Group Tuscany Day Trip: Chianti Farm Lunch, San Gimignano and Siena
Groups are capped at 14, with a seasonal farm lunch and Chianti wines matched to each dish, then free time in San Gimignano and Siena. Leaves central Florence.
Ratings collected by Viator, Tripadvisor and Civitatis
What a Tuscany day trip with a winery lunch really is
Take the listing that makes the page. It meets at 7:45 at Santa Maria Novella station, drives to Siena for a guided walk, then stops at Fattoria Poggio Alloro, an organic family estate near San Gimignano, for a farmhouse lunch of pasta, cured meats, cheese and biscotti with tastings of Chianti, Vernaccia and Vin Santo. The afternoon goes to San Gimignano and Pisa, and the coach reaches Florence at about 8:30 pm. Count the itinerary and twelve of the fourteen stops are in towns. The listing adds that the lunch with four tastings is for selected options only, that hotel pickup is not included and that a group can reach 15.
A tasting at lunch is a pairing, not a cellar visit. They are two different afternoons, and only one of them is on sale here.
Siena takes the morning
Five of the fourteen stops are in Siena: Piazza Salimbeni, a contrada quarter, Piazza del Campo and the cathedral, plus the arrival itself. The listing says entry to the Duomo is part of selected options only, and that when the cathedral is closed for services another palace is visited instead.
This is the part of the day that decides whether you enjoy it. If Siena is the reason you came, a trip that gives it two hours on foot with a local guide is doing its job. If you came for the glass, you have spent the morning somewhere else.
What the price buys: length, not lunch
The shape of the chart is the answer. Eighteen shared trips stack up between 9 and 12 hours, and the median sits at 117 EUR. The cheapest is 44 EUR for eleven and a half hours through Pisa, Siena and San Gimignano with a wine tasting, rated 4.6 on 691 reviews. The one with 5,386 reviews costs 65 EUR, runs ten and a half hours and is rated 4.4. The 12 hour coach day from Florence costs 86 EUR at 4.9. Above them float the two private days at 395 and 571 EUR, priced for a car. Length explains more of the price than lunch does: at 12 hours you pay 86 to 280 EUR depending on where you start, and a day from Rome is the expensive end.
| Start | Listings | Price range (EUR) | Median (EUR) | Length | Lunch listed |
|---|---|---|---|---|---|
| Florence area or start not stated, shared | 12 | 44 to 195 | 99 | 9 to 12 hours | 7 of 12 |
| Rome, shared or by train | 6 | 99 to 280 | 191 | 10 to 12 hours | 5 of 6 |
| Private car from Florence | 2 | 395 and 571 | 483 | 8 to 9 hours | 1 of 2 |
Is the lunch included, and what is in it?
Thirteen of the twenty listings say lunch is included, and the seven that do not cost more, not less: a median of 169 EUR against 108. That looks backwards until you see who they are. They include a 395 EUR private day, two small groups from Lucca and Montecatini Terme at 169 EUR, a 268 EUR day from Rome, a Val d'Orcia day at 92 EUR and two listings from Civitatis at 65 and 119 EUR that list no meal. It is a mixed bag, and the lesson is plain: a missing lunch does not mean a cheaper day.
When lunch is included, the listing often tells you what it is. The top trip serves pasta, cured meats and cheese with views over the countryside. One trip sells dinner in a boutique winery instead of lunch, nine hours at 106 EUR. In general, take the wine as an accompaniment and plan for a full plate at the price.
Starting in Florence, Rome or further out
Six of the twenty trips start in Rome, six name Florence, and two start in Lucca and Montecatini Terme. The Rome departures run 10 to 12 hours and cost 99 to 280 EUR. The one with the most reviews, at 99 EUR, is Tuscany with Montepulciano and lunch, 5,662 reviews at 4.7. Another takes a high-speed train to Florence first. Rome and Florence are 231 km apart in a straight line, and every minute in the coach is a minute not in the cellar.
The shared trips that name Florence cost 86 to 195 EUR and run 9 to 12 hours. Meeting points tend to be stations and squares, and only four of the twenty listings include hotel pickup.
If you want more wine inside a day trip
The 12 hour coach days carry the reviews, but the quieter corner of the page is the nine hour trips. Five of the shared trips run exactly nine hours: a Tuscany wine-country day with a vineyard lunch at 90 EUR, a Chianti tasting with Siena and San Gimignano at 195, a small group with lunch and tasting at 170, a day with dinner in a boutique winery at 106 and a small group from Montecatini Terme at 169. Each has between 58 and 347 reviews and a rating between 4.7 and 4.9.
Nine hours is three fewer than the coach, which buys a longer stay at the estate and fewer monuments. Nothing on the page promises more glasses, so read each itinerary, but the titles lead with wine more often here than on the twelve hour days.
If a day trip is going to be your only wine day in Tuscany, pick the nine hour one.
Who runs these trips
Fifteen operators share the page, and one of them, Walkabout Florence Tours, holds 60% of the reviews, all on its single 12 hour trip. City Wonders, in Rome, holds 14%. The two Civitatis listings, which name no operator, hold another 14%, and the remaining sixteen listings share the last 12%. The weighted rating is 4.78. Remove the biggest listing and it is 4.60. The top trip is excellent for what it is; the point is that the page's average tells you about one coach.
How to tell one trip from another
Read the itinerary, not the title. The median listing here runs six stops, and the number of those that involve a winery is usually one. Check three more things. Look for the phrase for selected options only next to lunch or the cathedral, because it means the price on the page may not include either. Check group size: the top trip allows up to 15, while one listing is explicitly limited to eight. And check the terms. The top trip accepts vegetarians but says it cannot cater for gluten free or other diets, does not take wheelchairs, and children under eight cannot enter the Leaning Tower.
If you want the wine to lead, go to a different page. Montalcino and Brunello median 225 EUR over eight hours, Montepulciano 103 EUR over under three, San Gimignano and Vernaccia 65 EUR over under two. For a full Chianti day from Florence there is the Chianti full-day page. The rest of the region is on the Tuscany page.
Questions about Tuscany day trips with a winery lunch
Is the lunch really at a winery?
On the top listing, yes: an organic family estate near San Gimignano, with a farmhouse lunch and four tastings, though the listing says this is for selected options only. On others the meal is in a restaurant or not listed at all. Read the inclusions before you pay.
How many wineries will I visit?
On the most reviewed trip, one. Count the stops on the itinerary rather than trusting the title: a day of fourteen stops with one winery is a sightseeing day with a wine lunch, and that is what most of these are.
Can I do Tuscany in a day from Rome?
Yes. Six listings start there, run 10 to 12 hours and cost 99 to 280 EUR. Expect long hours on the road. Staying a night in Florence or Siena gives the wine more of the day.
Is hotel pickup included?
On four of the twenty. The most reviewed trip meets at Santa Maria Novella station at 7:45 and does not include pickup. Check the meeting point before you book and allow time to reach it.
Is this suitable for children or limited mobility?
Prams are allowed on the top listing. Children under eight cannot enter the Leaning Tower, and the listing says it cannot take anyone with walking difficulties or a wheelchair because of uneven surfaces. Other listings have their own rules, so check each.
Private or group?
Only two of the twenty are private, at 395 and 571 EUR. The cheaper excludes lunch and makes the tasting an optional extra. The group trips cost 44 to 280 EUR and are the norm.
Want the wine to be the point?
The Brunello country has long days too, but the cellar is what the day is for.
Data verified on. Prices, length, reviews and lunch flags read from the 20 listings on 30 Sep 2026. Itinerary, meeting time and terms from the most reviewed listing's own page.