From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

Discover the very best Tuscany has to offer, visiting Chianti, Siena and San Gimignano in one day!

Take a step back in time as you explore the narrow streets of San Gimignano, a medieval town famous for its skyline of ancient towers

From the rolling hills of Chianti to the medieval charm of Siena and San Gimignano.

Take in the sights of idyllic olive groves and picturesque vineyards as you’re driven through the rolling green hills of Tuscany

Explore the famous Piazza del Campo and pay a visit to the world’s oldest bank as you wander through one of Tuscany’s most enchanting cities

Taking in the beauty of Siena’s iconic main square.

Enjoy free time in Siena, opt to visit its beautiful cathedral at own expense

A day well spent among the hills, wines, and history of Tuscany.

Create unforgettable memories exploring Tuscan towns, wineries and cuisine..

Learn about the process of winemaking at a family-run winery and farm, followed by a tasting of their delicious vino!

Enjoy a decadent lunch made from the farm’s locally grown produce, and pair your wonderful meal with the estate’s very own wine!

Lunch at the farmhouse, wine in hand, and history in every barrel.

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

Locally sourced, seasonally inspired, and absolutely scrumptious.

Wine, lunch, and the art of winemaking—all in one beautiful day.

Sipping wine, savoring the flavors, and stepping into history at the winery.

Savoring every moment in Tuscany’s most iconic spots.

From grape to glass—learning the secrets of the cellar.

Learn from locals, on this well rounded daytrip from Florence

Duration9h

Free cancellationFull refund up to 24 hours before

Instant confirmationYour booking is confirmed right away

TicketMobile or paper ticket accepted

LanguagesEnglish

Group sizeUp to 40 travelers

Overview

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's most iconic destinations. Walk the medieval streets of Siena and stand in Piazza del Campo, home of the famous Palio horse race, then continue to a family-run Chianti winery for a guided cellar tour and a curated tasting of six wines paired with artisanal olive oil. A traditional three-course Tuscan lunch with cheeses, cured meats, Lasagne al Tartufo, and ribollita follows, before you finish in San Gimignano, the UNESCO-listed hilltop town known as Medieval Manhattan.

Pick the version of the day that fits you best: a full-day group tour with Siena, the winery lunch, and San Gimignano. Or, a half-day group tour focused on Chianti wineries and lunch.

Options

Group Full-Day: Tuscany, Siena, San Gimignano & Winery Lunch

Duration: 9 hours
Group Full-Day Option: Includes visits to Siena and San Gimignano, winery lunch, round-trip transport, and an expert guide.

Group Half-Day: Winery & Lunch (no Siena or San Gimignano)

Duration: 5 hours: Does NOT include visits to Siena or San Gimignano.
Group size: Max 31 People
Group Half-Day Option: Includes round-trip transport from Florence, visits to two Chianti wineries with tastings, lunch, and a friendly guide.

Small Group Half-Day Tour

Duration: 5 hours: Does NOT include visits to Siena or San Gimignano.
Group Size: Max 15
Half Day Small Group Option: Includes round-trip transport from Florence, visits to two Chianti wineries with tastings, lunch, and a friendly guide.

Private Full-Day: Tuscany, Siena, San Gimignano & Winery Lunch

Duration: 9 hours
Private Full-Day Option: Includes visits to Siena and San Gimignano, winery lunch, round-trip transport, and a private guide dedicated to your group.

What's included

English-speaking tour leader
Round-trip transportation from Florence in a comfortable coach
Artisanal olive oil and balsamic tasting
Traditional 3-course Tuscan lunch
Free time in charming Siena (not included with half-day options)
Visit to the medieval town of San Gimignano (not included with half-day options)
Tasting of 6 wines at a traditional, family-run winery in Chianti

Hotel pick up / drop off
Entry to the Siena Cathedral
Entrance fees to ticketed places in San Gimignano
Guide tips

What to expect

Florence
1h

Meet your tour leader in central Florence at the meeting point listed on your booking voucher. After a quick check-in, board your air-conditioned coach and settle in for a scenic ride into Tuscany's countryside.
Siena
1h 30m

Roll into Siena, the medieval city famous for its biannual Palio horse race held in Piazza del Campo. Your guide leads a walking tour of the central square and points out the world's oldest bank, then you'll have free time to wander or visit the cathedral on your own. (Siena is not included with the half-day options.)
Tuscany
1h 30m

Continue by coach into the heart of Chianti to a family-run estate. Tour the vineyard, then sit down for a curated tasting of wines and a three-course feast.
San Gimignano
1h 30m

Travel onward to San Gimignano, the UNESCO-listed hilltop town nicknamed Medieval Manhattan for its iconic stone tower skyline. You'll have free time inside the city walls to wander cobbled lanes, browse boutiques, or pick up a gelato. (San Gimignano is not included with the half-day options.)
Florence
1h

Relax on the scenic ride back to Florence, arriving at the same central drop-off point listed on your voucher. Use this time to ask your guide for restaurant recommendations or simply unwind after a full day of Tuscan flavors and views.

Meeting and pickup

Meeting point

Please arrive 15 minutes early to check in for your tour. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area). Next to the Piccolo Ristoro kiosk. Look for our friendly staff in red, holding a bright red 'The Tour Guy' sign!

End point

Please arrive 15 minutes early to check in for your tour. From Santa Maria Novella Train Station, follow the signs toward Piazzale Montelungo (bus terminal area). Next to the Piccolo Ristoro kiosk. Look for our friendly staff in red, holding a bright red 'The Tour Guy' sign!

Additional information

Public transportation options are available nearby
Specialized infant seats are available
Not recommended for pregnant travelers
Travelers should have at least a moderate level of physical fitness
Due to traffic regulations, all children must be seated. Car seats are available upon request which must be made at least 72 hours in advance.
Please contact us in advance with any dietary needs or allergies so we can do our best to accommodate.
The full day option involves sustained walking on cobblestones, some hills, and uneven terrain in Siena and San Gimignano.
This tour includes wine tastings; participants consuming alcohol must be of legal drinking age in Italy (18).

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Reviews

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