Wine Tours
Tuscan hills and a hill town at sunset seen from Cortona, Arezzo province

Tuscany Wine Tours Beyond Chianti

Eighty tours, 25 to 776 EUR. Nine reviews in ten belong to one day-trip page; the three wine towns share the other 4,746.

Nine Tuscan reviews in ten belong to one page. Of the 44,886 reviews on the 80 Tuscany wine tours here, 40,140 sit on the twenty day trips with a winery lunch, and most of those on a single coach day from Florence. The three places where the wine is actually made and poured, Montalcino, Montepulciano and San Gimignano, share the other 4,746. This page is about Tuscany outside Chianti, and it is organised around that split: what each of the four formats costs, where it leaves from, which dates and denominations sit behind the names, what it costs at the estate door, when the harvest and the local feasts fall, and how to choose between them. Chianti has a page of its own and we only point to it. Prices are per person as listed; where a tour is private, the vehicle is usually the unit, and the text says so.

Everything below is read from the listings on the four Tuscany pages on 30 September 2026, twenty tours each, and from the sites of the consortia and estates named in the text. Where a number comes from an estate's own site or a consortium, it says so. Where it comes from a route planner, treat it as a guide and check the operator. Distances marked as straight lines are measured between town centres, so they are what a crow would fly, not what a bus will drive.

Choose a destination in Tuscany

Wine Tours Experiences in Tuscany

8-Seat Minivan Tour from Florence: Monteriggioni, Siena, Chianti Wine Lunch, San Gimignano
Free cancellation

8-Seat Minivan Tour from Florence: Monteriggioni, Siena, Chianti Wine Lunch, San Gimignano

4.9 (123) 4.9 stars out of 5, 123 reviews

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.

€ 170.00
Biodynamic Winery Tour and Seated Six-Wine Tasting at Corte Pavone, Montalcino
Free cancellation

Biodynamic Winery Tour and Seated Six-Wine Tasting at Corte Pavone, Montalcino

4.4 (45) 4.4 stars out of 5, 45 reviews

Six wines poured at a seated tasting, each with a short introduction, after a walk through a biodynamic estate with views over Montalcino from Corte Pavone.

€ 40.00
Brunello and Vino Nobile Tour: Montalcino, Montepulciano and Pienza Pecorino
Free cancellation

Brunello and Vino Nobile Tour: Montalcino, Montepulciano and Pienza Pecorino

4.9 (102) 4.9 stars out of 5, 102 reviews

Both Sangiovese-based reds in one day, with producers to meet in Montalcino and Montepulciano and a Pecorino tasting in Pienza across the Val d'Orcia.

€ 775.75
Brunello di Montalcino Day Tour from Siena: Three Wineries, Lunch, Sant'Antimo Abbey
Free cancellation

Brunello di Montalcino Day Tour from Siena: Three Wineries, Lunch, Sant'Antimo Abbey

4.9 (1,038) 4.9 stars out of 5, 1,038 reviews

Limited to eight guests, this day from Siena visits three Brunello producers, includes a traditional Tuscan lunch at a winery and ends at Sant'Antimo Abbey.

€ 190.00
Brunello di Montalcino Wine Tour from Siena Railway Station: Two Winery Tastings
Selling fast

Brunello di Montalcino Wine Tour from Siena Railway Station: Two Winery Tastings

4.0 (66) 4.0 stars out of 5, 66 reviews

Two tastings of Sangiovese-only Brunello at two local wineries, then free time around the fortress village of Montalcino, leaving from Siena railway station.

€ 119.00
Brunello Wine Tasting with a Sommelier at Castello Tricerchi, Montalcino, 1.5 Hours
Free cancellation

Brunello Wine Tasting with a Sommelier at Castello Tricerchi, Montalcino, 1.5 Hours

4.4 (66) 4.4 stars out of 5, 66 reviews

An expert sommelier guides the pours at Castello Tricerchi, a medieval castle in Montalcino, in a tasting of some of the best Tuscan wines that lasts 1.5 hours.

€ 32.50
Brunello Wine Tour from Siena with a Licensed Sommelier Driver, Lunch and Boutique Cellars

Brunello Wine Tour from Siena with a Licensed Sommelier Driver, Lunch and Boutique Cellars

5.0 (28) 5.0 stars out of 5, 28 reviews

The driver is a licensed sommelier who picks small boutique cellars and a lunch off the beaten path, in groups or privately on request, leaving from Siena.

€ 245.00
Casale Terzo Tasting of Three Organic Wines and Estate Olive Oil, Val d'Elsa
New

Casale Terzo Tasting of Three Organic Wines and Estate Olive Oil, Val d'Elsa

4.8 (11) 4.8 stars out of 5, 11 reviews

A historic rural house in Val d'Elsa, home to two organic wine families, pours its own wines and olive oil, with San Gimignano and Casole d'Elsa nearby.

€ 25.00
Casa Lucii Organic Winery near San Gimignano: Estate Walk, Vernaccia and Food Pairing
Free cancellation

Casa Lucii Organic Winery near San Gimignano: Estate Walk, Vernaccia and Food Pairing

5.0 (188) 5.0 stars out of 5, 188 reviews

Vernaccia, Chianti and Vin Santo poured with wood-fired pizza, cheeses and cured meats after a walk through an organic estate's garden, orchard and cellar.

€ 80.00
Castello Tricerchi Brunello Tasting and Tuscan Lunch in a Medieval Castle near Montalcino
Free cancellation

Castello Tricerchi Brunello Tasting and Tuscan Lunch in a Medieval Castle near Montalcino

4.7 (132) 4.7 stars out of 5, 132 reviews

A Brunello tasting and a typical Tuscan three-course lunch inside a medieval castle, with guests meeting at Castello Tricerchi in the Altesi area of Montalcino.

€ 58.90
Cesani Winery Tasting in Pancole: Five Wines, Olive Oil and Pecorino
Free cancellation

Cesani Winery Tasting in Pancole: Five Wines, Olive Oil and Pecorino

4.9 (52) 4.9 stars out of 5, 52 reviews

The Cesani family winery, 5 km from San Gimignano, pours two Vernaccia and three reds with olive oil and pecorino, and shows the organic-grape cellar.

€ 38.00
Chianti Vespa Ride near San Gimignano with Tuscan Lunch, Three Wines and Olive Oil
Free cancellation

Chianti Vespa Ride near San Gimignano with Tuscan Lunch, Three Wines and Olive Oil

5.0 (268) 5.0 stars out of 5, 268 reviews

A driving test and safety briefing come first, then a 50cc Vespa ride through Chianti to a family winery lunch with three wines, solo or as a passenger.

€ 134.00
CiaoFlorence Val d'Orcia Day Tour from Florence: Montalcino, Pienza and Montepulciano
Free cancellation

CiaoFlorence Val d'Orcia Day Tour from Florence: Montalcino, Pienza and Montepulciano

4.7 (1,559) 4.7 stars out of 5, 1,559 reviews

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.

Discounted price€ 78.20Regular price€ 92.00
Comparative Italian Wine Tasting with a Sommelier at Perbacco Wine Club, Montepulciano
Free cancellation

Comparative Italian Wine Tasting with a Sommelier at Perbacco Wine Club, Montepulciano

4.9 (57) 4.9 stars out of 5, 57 reviews

A sommelier pours wines from the top Italian regions side by side, for couples and friends, in a small club just off the main square in Montepulciano.

€ 69.00
Evening Chianti Winery Dinner from San Gimignano: Cellar Tour, Tasting and Ribollita
Free cancellation

Evening Chianti Winery Dinner from San Gimignano: Cellar Tour, Tasting and Ribollita

4.5 (203) 4.5 stars out of 5, 203 reviews

A welcome drink, a cellar walk and a seasonal dinner of ribollita and grilled farm meats, served at a Chianti winery and starting from Piazzale Montemaggio.

€ 60.00
Family Vineyard Visit near San Gimignano with Appetizers and Four Wines
Free cancellation

Family Vineyard Visit near San Gimignano with Appetizers and Four Wines

4.9 (18) 4.9 stars out of 5, 18 reviews

A small family vineyard with a cellar visit, an introduction to Italian wine rules, local appetizers and four estate wines, one kilometer from San Gimignano.

€ 52.00
Fattoria Svetoni Winery Visit and 3-Wine Tasting with Olive Oil, Montepulciano Countryside
Selling fast

Fattoria Svetoni Winery Visit and 3-Wine Tasting with Olive Oil, Montepulciano Countryside

4.9 (11) 4.9 stars out of 5, 11 reviews

Winery and cellar tour at Fattoria Svetoni, then a tasting of three estate wines including Vino Nobile DOCG and the estate's own extra virgin olive oil.

€ 25.00
Five-Wine Tasting with Food Pairings at Rocca di Montestaffoli, San Gimignano
Selling fast

Five-Wine Tasting with Food Pairings at Rocca di Montestaffoli, San Gimignano

4.8 (25) 4.8 stars out of 5, 25 reviews

Tasting room inside the Rocca di Montestaffoli: five wines with food pairings and water included, dietary needs handled if noted at booking, children welcome.

€ 48.00
Florence Day Trip to Monteriggioni, Siena, San Gimignano and a Chianti Vineyard Tasting
Free cancellation

Florence Day Trip to Monteriggioni, Siena, San Gimignano and a Chianti Vineyard Tasting

4.4 (5,386) 4.4 stars out of 5, 5,386 reviews

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.

€ 65.00
Florence Small Group of 6: Boutique Brunello Farm Lunch, Val d'Orcia and Montepulciano
Selling fast

Florence Small Group of 6: Boutique Brunello Farm Lunch, Val d'Orcia and Montepulciano

5.0 (45) 5.0 stars out of 5, 45 reviews

Six guests at most share a guided lunch-tasting at a boutique Montalcino winery-farm, with Gladiator scenery and Montepulciano on the route from Florence.

€ 215.00
Full-Day Small-Group Tour of Two Boutique Wineries near Montepulciano, with 3-Course Lunch
Selling fast

Full-Day Small-Group Tour of Two Boutique Wineries near Montepulciano, with 3-Course Lunch

4.8 (81) 4.8 stars out of 5, 81 reviews

A small group, a local guide and two boutique Montepulciano red wineries with tastings, then a historic town cellar and a three-course lunch at a Nobile winery.

€ 249.00
Full-Day Tour from Siena: Montepulciano Lunch, Pienza and Brunello Tasting in Montalcino
New

Full-Day Tour from Siena: Montepulciano Lunch, Pienza and Brunello Tasting in Montalcino

4.1 (18) 4.1 stars out of 5, 18 reviews

Two guided wine tastings, a pici lunch in Montepulciano and free time in Pienza fill one day out of Siena, ending with a Brunello tasting at a local winery.

€ 110.20
Gray Line Florence Tuscany Day Tour: San Gimignano, Monteriggioni, Chianti Lunch, Siena
Free cancellation

Gray Line Florence Tuscany Day Tour: San Gimignano, Monteriggioni, Chianti Lunch, Siena

4.5 (196) 4.5 stars out of 5, 196 reviews

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.

€ 79.00
ItaliaTours Rome to Florence and Tuscany by High-Speed Train, with San Gimignano Winery
Free cancellation

ItaliaTours Rome to Florence and Tuscany by High-Speed Train, with San Gimignano Winery

4.9 (362) 4.9 stars out of 5, 362 reviews

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.

€ 271.48

Ratings collected by Viator, Tripadvisor and Civitatis

Tuscany wine tours beyond Chianti: four places, four prices

Tuscany on this site is a set of four pages, and they sell four different things. Day trips with a winery lunch are sightseeing days in which a cellar is one stop among several. Montalcino is the Brunello country, built on long days and private cars. Montepulciano is the quiet one, with the thinnest competition and the most unusual formats, from an e-bike to a sommelier's cellar under the old town. San Gimignano is short and cheap: a median of 1.8 hours and 65 EUR, often a tasting room or a farm rather than a tour in the usual sense.

Chianti, which most people picture first, is deliberately not here. It has its own page, with five formats and its own denomination rules. What you read below is everything else Tuscany sells.

Nobody goes to Tuscany for one wine. The mistake is booking one format and expecting the feel of another.
Chart of median prices by tour format in Tuscany: Tuscany Day Trips with a Winery Lunch 117 EUR; Montalcino & Brunello Wine Tours 225 EUR; San Gimignano & Vernaccia Wine Tours 65 EUR; Montepulciano
Median price per person for each Tuscany format. The bar is the middle half of the listings: Montalcino runs from about 110 to 510 EUR, San Gimignano from 50 to 90. · Wine Tours Editorial, from the prices of the tours listed on this site

Read the chart from the bottom. San Gimignano's middle half is squeezed between 50 and 90 EUR, because almost everything there is a tasting of one to two hours. Montepulciano runs from 25 EUR for a tasting to 693 EUR for a private day. The day trips cluster near 117 EUR but stretch from 44 to 571. And Montalcino is where the price climbs, median 225 EUR, because the typical Brunello listing is an eight hour day and a driver. The spread is the real information here: a median alone would send you to the wrong page.

The four Tuscany formats side by side, read 30 September 2026.
Format Tours Median (EUR) Median length Lunch included Reviews Biggest operator's share
Day trips with a winery lunch2011710.8 hours65%40,14060% (one operator)
Montalcino and Brunello202258 hours60%2,70040%
Montepulciano201032.8 hours40%73025%
San Gimignano and Vernaccia20651.8 hours45%1,31625%

Where the wine is, and where tours leave from

Map of Tuscany: tours start from Florence, Siena, Pisa; wine towns marked include Montalcino, Montepulciano, San Gimignano, Pienza, Bolgheri
Squares are the cities most Tuscany tours leave from; dots are the wine towns the listings visit. · Wine Tours Editorial. Natural Earth (public domain), place positions © OpenStreetMap contributors

The map shows a triangle with a long arm. Florence and Siena are where tours start, Pisa is a day-trip stop, and the wine lies in between and below them. Measured in straight lines, San Gimignano is 37 km from Florence and 28 from Siena, which is why it appears on so many day trips. Siena is 50 km from Florence, and the listings say to allow about an hour for the drive. Montalcino is 32 km from Siena and 82 from Florence; Montepulciano is 45 km from Siena and 86 from Florence; the two are just 24 km apart, with Pienza between them, 15 km from one and 8 from the other.

Those are crow-flies numbers, and the roads wind. Montalcino is about 40 km from Siena by road, a little under an hour by car according to route planners.

Piazza del Campo in Siena with the Torre del Mangia and Palazzo Pubblico

Siena is the better base for the south

Of the Montalcino and Montepulciano listings, five name Siena as the start in the title and three name Florence. The one with the most reviews, 1,030 at 4.9, is a small group of no more than eight that meets at Piazza San Domenico in Siena, visits three wineries, includes a lunch at a winery and stops at the abbey of Sant'Antimo, for 190 EUR over nine hours. Hotel pickup is not part of it.

From Siena the wine is about 40 km away. The three listings whose titles name Florence run 11 to 12 hours and cost 110, 580 and 599 EUR, and two of them are private.

Four denominations, four dates

The names on the tours are appellations, and each has a written rulebook and a date. Brunello di Montalcino is made from Sangiovese and nothing else. Vino Nobile di Montepulciano is built on Sangiovese too, known locally as Prugnolo Gentile. Vernaccia di San Gimignano is a white wine from a grape of the same name, with up to 15% of other white varieties allowed, and its vineyards may not climb above 500 metres. Vernaccia and Nobile became DOC in 1966, and Brunello and Nobile were among the first wines in Italy to reach DOCG, in 1980.

How the three wine towns earned their names

Dates from the consortia and from the rulebook of the Vernaccia.

The origins

  1. 1965

    Consorzio del Vino Nobile founded

    Montepulciano's producers organise a year before the DOC decree.

  2. 3 March 1966

    Vernaccia di San Gimignano becomes a DOC

    The rulebook on the Consortium's site cites a presidential decree of 3 March 1966.

  3. 12 July 1966

    Vino Nobile di Montepulciano becomes a DOC

    The Consortium gives the date as 12 July.

The growth

  1. 1 July 1980

    Brunello and Nobile reach DOCG

    Both are listed from that date, among the first wines in Italy to reach the top tier.

  2. 9 July 1993

    Vernaccia di San Gimignano becomes a DOCG

    The step up from DOC, per trade press.

Today

  1. 2025

    Nobile 'Pieve' reaches the market

    A new tier of Vino Nobile, first vintage 2021, drawn from twelve sub-zones named after old parishes.

What is in the glass in each town, from the consortia and trade press.
Denomination Main grape Vineyard area Volume, recent year
Brunello di MontalcinoSangioveseAbout 2,000 ha of Brunello; Rosso di Montalcino 520 ha in December 2023About 6.5 million a year of Brunello (trade press)
Vino Nobile di MontepulcianoSangiovese (Prugnolo Gentile)About 1,200 ha DOCG and 390 ha of Rosso DOC6.7 million Nobile and 2.3 million Rosso in 2024
Vernaccia di San GimignanoVernaccia, whiteAbout 750 ha of DOCG Vernaccia, in a municipality with 2,000 ha of vines3.85 million litres in the 2025 vintage

Montalcino's soils are galestro and alberese, and the municipality covers 24,000 ha of which only 15% is planted with vines. The other 85% is not vineyard at all. Altitudes run from 120 to 650 m and rainfall is about 700 mm a year (Consortium).

Getting there from Florence, Siena and Rome

Rail and bus legs into Tuscany's wine towns, from route planners and regional transport sites; times and fares are approximate, check before you go.
From To How Time Fare
FlorenceSan GimignanoBus 131 to Poggibonsi, then bus 130 or 1331.5 to 2 hoursAbout 6.80 EUR by bus; 10.50 with the train
FlorenceSienaRegional train or express busAbout 1 h 15 to 1 h 307 to 10 EUR by rail, 8.40 by bus
SienaMontalcinoBus 112 and 114, change at BuonconventoAbout 2 hours3 to 5 EUR
FlorenceMontepulcianoTrain to Chiusi-Chianciano Terme, then a local trainAbout 2 h 21, then 13 minutesLong leg 18 to 40 USD; local leg from 3.01 EUR
RomeMontepulciano and TuscanyDay-trip coach; six of the twenty listings start here10 to 12 hours99 to 280 EUR

The buses and trains get you to the towns. They do not get you to the cellars. Castello Banfi, near Montalcino, says on its own site that you need a car to go from the castle to the cellar, about 4 km. Without a car, the realistic options are a tour, a driver, or a bicycle: Montepulciano has an e-bike tour at 159 EUR with two cellars and eight wines, arriving at the showroom at 10:30.

Notice the last row. Six of the twenty day trips leave from Rome, at 99 to 280 EUR, and they run 10 to 12 hours: Tuscany is sold as a day from the capital, and you will spend most of that day in a coach.

Do you need to book, and what does a tasting cost at the door?

Door prices at estates that publish them, read on their own sites on 30 September 2026 unless marked.
Estate Town What is on offer Price Booking
Castello BanfiMontalcinoPublic tour; a longer tour with lunch60 EUR; 125 to 140 EUR with lunchCompulsory
Il PoggioneSant'Angelo in CollePaid visit, in Italian or EnglishNot publishedBy appointment, up to 50 people
ContucciMontepulcianoCellars in the old townNot publishedBy phone or email
Avignonesi, Le CapezzineMontepulciano'Tour and Taste', about two hours, up to 12 peopleReported at 45 to 55 EUR (listing sites)Online
TeruzziSan GimignanoTasting of three to five wines with boardsReported about 30 EUR (listing site)Recommended

Every estate on this list wants the visit arranged beforehand, by appointment, phone, email or online booking, and Banfi, with the highest published price, makes it compulsory. Where a price is published, the door price for a proper visit is 30 to 60 EUR. Against that, a Montalcino listing on this site at 32.50 EUR is a tasting at the door rate, while the 190 EUR small-group day buys three wineries, a winery lunch and the drive. The difference is the driver and the meal, not the wine.

At Banfi a public tour costs 60 EUR before lunch. The 190 EUR day from Siena is three cellars and the road between them for a little over three times that.
Rooftops of Florence with the Palazzo Vecchio tower at sunset

Florence is the gateway, but not the base

Most people reading this are in Florence, and Florence is where the day trips collect their crowds: a 7:45 meeting at the station, back at about 8:30 pm. Its usefulness is the reach. San Gimignano is 37 km away, Siena 50, Pisa 69. The southern wine towns are twice as far.

That is fine for the day trip, which is built to cover distance, and a poor trade for a Brunello day, where the drive eats what the cellar was for. If Montalcino or Montepulciano is the reason you came, sleep in Siena or in the hills, and keep Florence for the cathedral.

When to go

123456789101112
BestGoodLess suited

The harvest is the big fact. Brunello picking began on 7 September in 2026, a week earlier than in 2025, and lasted about three weeks (trade press quoting the Consortium's president). Vernaccia is picked from roughly mid September to mid October. During picking cellars are at work, so book two weeks ahead rather than two days.

The calendar has fixed points too. Benvenuto Brunello is held in November 2026, its 35th edition; Red Montalcino on 2 October 2026, its fifth. Montepulciano's Bravio delle Botti, a barrel-rolling race between the districts, is held on the last Sunday of August.

Questions about Tuscany wine tours beyond Chianti

Montalcino or Montepulciano?

Montalcino is the pricier, longer day, a median of 225 EUR and 8 hours. Montepulciano is the cheaper, shorter one, 103 EUR and 2.8 hours, with fewer rivals and more unusual formats. Both are Sangiovese, and Siena is a fair base for either.

Can I do Tuscany wine tasting in a day from Rome?

Yes: six of the twenty day trips start in Rome, run 10 to 12 hours and cost 99 to 280 EUR. Expect a coach, a winery lunch and a town or two, not a wine-first day.

Do I need a car to visit Montalcino or Montepulciano?

You need one, or a tour, for the cellars. Buses and trains reach the towns; estates such as Banfi say the cellar is 4 km from the castle and needs a car. The alternative is an organised day, or an e-bike tour in Montepulciano.

Is San Gimignano only a tourist stop?

No. Its white wine, Vernaccia, has its own rulebook and its own DOCG since 1993, and the listings on the San Gimignano page are mostly short tastings and farm lunches at a median of 65 EUR and 1.8 hours. The towers are the backdrop, not the point.

Comparing with Chianti?

Chianti has its own page, with five formats and the rules of the Classico zone.

Data verified on. Tours, prices and reviews read on 30 Sep 2026 from the four Tuscany pages. Denominations, areas and events: the consortia and estates named. Fares: route planners.