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
-
Tuscany Day Trips with a Winery Lunch
Twenty Tuscany day trips with lunch, 44 to 571 EUR. What the lunch is, which trips start in Rome, why one coach carries 60% of the reviews and how to tell…
20 experiences -
Montalcino & Brunello Wine Tours
Twenty Montalcino Brunello tours compared: a 32.50 EUR tasting, a 190 EUR small group from Siena and private cars up to 776 EUR, with door prices.
20 experiences -
San Gimignano & Vernaccia Wine Tours
Twenty San Gimignano wine tours compared: tasting rooms at 48 EUR, farm lunches at 68, a Vespa day at 134.
20 experiences -
Montepulciano Wine Tours
Twenty Montepulciano wine tours compared: 25 EUR farm tastings, a 159 EUR e-bike ride, private days up to 693.
20 experiences
Wine Tours Experiences in Tuscany
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.
Private Vernaccia Vineyard Lunch with Wine and Olive Oil Tasting
A private table in one of San Gimignano's oldest Vernaccia vineyards, with organic wine, olive oil and balsamic tastings and a farm-to-table Tuscan meal.
Private Walking Tour of Montepulciano from Piazza Grande with Cellar and Nobile Tasting
A private guide leads from Piazza Grande down the main street, through Renaissance palaces and film locations, to an underground winery and a glass of Nobile.
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 by Train: Chianti and Vernaccia Wineries, San Gimignano
A guided day trip to Tuscany by high-speed train from Rome, tickets included, with two wineries, a Chianti tasting, San Gimignano and free time in Florence.
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.
Siena Station Minivan Wine Tour: Montepulciano, Pienza, Val d'Orcia and Brunello Lunch
Staff in green shirts meet the group at Siena station for a minivan day of cellar visits, with Nobile in Montepulciano and Brunello to finish in Montalcino.
Small Family Vineyard at Sovestro near San Gimignano: Cellar Visit, Lunch, Four Wines
A talk on Italian wine rules precedes a local-products lunch, four estate wines and a dessert wine, a short walk or drive from the walls of San Gimignano.
Small-Group Brunello and Montepulciano Wine Day from Cortona in a 9-Seat Minivan
A small group in a 9-seat minivan meets the owners of a boutique Montalcino winery, then tastes at an old Brunello cellar, with pick-up in Cortona or Siena.
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.
Small-Group Horseback Ride with Winery Lunch and San Gimignano Visit
Riders of any level are matched to a gentle horse, then a winery farm serves a Tuscan lunch with guided tastings before a stroll through San Gimignano.
Small-Group Tour: Chianti Winery, San Gimignano and Vernaccia Lunch Tasting
Two Tuscan wine regions in one small-group day: a Chianti winery known for Riserva and a Supertuscan, free time in San Gimignano and a Vernaccia lunch tasting.
Sunset Terrace Dinner with Eight-Wine Tasting Overlooking San Gimignano
Dinner on an exclusive sunset terrace over San Gimignano, with eight wines, olive oils and balsamics, homemade lasagna, a meat course and Vin Santo dessert.
Talosa Cantina Storica, Montepulciano: Cellar Visit, Etruscan Tomb and Four-Wine Tasting
A sommelier guides you through a 16th-century cellar with Etruscan-attributed tunnels and a tomb, then pours four local wines with bread and regional products.
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.
Tuscany Horseback Ride with Winery Lunch, from Florence or San Gimignano
A small-group horseback ride for beginners and intermediate riders crosses vineyards and olive groves, then a multi-course estate lunch with wine tasting.
Two-Winery Walking Tour from Piazza Grande, Montepulciano: Oak-Barrel Cellars, 2.5 Hours
Oak barrels, brick-walled chambers under Renaissance palaces and two wineries, the second on classifications and grape varieties, each ending in a tasting.
Val d'Orcia by Coach from Florence: Montalcino, Pienza, Montepulciano and Pecorino
The second tasting happens in a historic underground cellar in Montepulciano, after Brunello in Montalcino and pecorino in Pienza, on a full day by coach.
Ratings collected by Viator, Tripadvisor and Civitatis