Tuscany, the picturesque region of Italy, beckons visitors with its charming towns, rich culinary heritage, and celebrated wines. A guided tour from Florence promises an immersive experience, taking travelers to the historic city of Siena and the medieval wonder of San Gimignano. However, the true highlight lies in the opportunity to savor a delightful 3-course lunch and wine tasting at a family-run Chianti winery, offering a chance to indulge in the region’s renowned flavors.

Key Points

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Key Points

  • A 9-hour guided tour from Florence exploring Tuscany, including visits to Siena, San Gimignano, and a Chianti winery with a traditional 3-course Tuscan lunch.
  • Highlights include free time to explore historic Siena, a guided tour and wine tasting at a family-run Chianti winery, and time to discover medieval San Gimignano.
  • Priced at $65.06 per person with savings up to 45%, offering a pay-later booking option and free cancellation up to 24 hours in advance.
  • Transportation provided in an air-conditioned vehicle, though the tour may not be suitable for wheelchair users due to accessibility limitations.
  • Recommended items include passport/ID, sun protection, water bottle, and comfortable shoes, and participants are advised to arrive 15 minutes early for departure.
You can check availability for your dates here:

Tour Overview and Pricing

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Tour Overview and Pricing

The Florence and Tuscany Tour offers an opportunity to explore the enchanting region of Tuscany from the city of Florence.

Explore the enchanting region of Tuscany from the city of Florence on this captivating tour.

This 9-hour activity takes visitors to the historic towns of Siena and San Gimignano, as well as a family-run Chianti winery.

Priced at $65.06 per person, the tour provides significant savings up to 45% off the regular price.

Booking is available with a pay-later option, and free cancellation is offered up to 24 hours in advance.

This comprehensive tour promises a delightful culinary experience and scenic vistas, making it an ideal choice for those seeking to discover the best of Tuscany.

Itinerary Highlights

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Itinerary Highlights

Beginning at Piazza del Duomo, 10, the tour whisks participants to the historic city of Siena, where they enjoy 1.5 hours of free time to explore the iconic Piazza del Campo and marvel at the grandeur of Siena Cathedral, with its entrance fee payable separately.

Next, guests visit a family-run Chianti winery for a guided tour of the cellar and vineyard, followed by a 1.5-hour lunch and wine tasting.

The final stop is the medieval town of San Gimignano, where travelers have 1 hour to wander the charming streets and towers, including Piazza della Cisterna.

  • Siena: Explore Piazza del Campo and Siena Cathedral

  • Winery: Guided tour, cellar and vineyard visit, lunch and wine tasting

  • San Gimignano: Stroll the medieval streets and towers

Culinary Experience

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Culinary Experience

A traditional 3-course Tuscan meal awaits participants, featuring a selection of local cheeses, cured meats, and classic dishes like Lasagna al Tartufo and Ribollita.

The culinary experience also includes a wine tasting of 5 local wines, such as Super Tuscan Riserva and Vernaccia di San Gimignano DOCG. Guests will savor the flavors of Tuscany while enjoying the scenic winery setting.

Advance notification of any food allergies is recommended to ensure the menu can be tailored accordingly. The legal drinking age is 18, and no alcohol will be served to minors.

Transportation and Accessibility

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Transportation and Accessibility

How is transportation arranged for this tour? Participants are provided with round-trip transportation from Florence in an air-conditioned vehicle. This ensures a comfortable and convenient journey to the tour’s destinations, including Siena, the Chianti winery, and San Gimignano.

The tour is not suitable for wheelchair users, as the transportation and sites may not be fully accessible. Guests are advised to arrive 15 minutes early at the meeting point, the Regione Toscana building in Piazza del Duomo 10, to ensure a punctual departure.

The key transportation and accessibility details are:

  • Round-trip transportation from Florence in an air-conditioned vehicle

  • Not suitable for wheelchair users

  • Meeting point at Regione Toscana building, Piazza del Duomo 10

  • Arrive 15 minutes early for prompt departure

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Important Information for Visitors

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Important Information for Visitors

What should visitors bring and be aware of for this Tuscany tour? Travelers are advised to pack a passport or ID, sun protection, a water bottle, comfortable walking shoes, and an empty stomach for the delicious local fare. Plus, a strict dress code applies for religious sites, requiring covered knees and shoulders. Food allergies should be communicated in advance to accommodate dietary restrictions. The legal drinking age is 18, so no alcohol for minors. According to reviews, this tour offers stunning scenery, a fantastic lunch, and knowledgeable guides, making it a must-do experience.

| What to Bring | Dress Code | Food & Drink |

| — | — | — |

| Passport/ID | Knees & shoulders covered | Notify allergies |

| Sun protection | – | Legal drinking age: 18 |

| Water bottle | – | – |

Exploring Siena

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Exploring Siena

The first stop on the Florence and Tuscany tour is the historic city of Siena, known for its stunning medieval architecture and lively Piazza del Campo.

Visitors are given 1.5 hours of free time to explore Siena’s highlights:

  • Admire the iconic Piazza del Campo, a unique shell-shaped square that hosts the famous Palio horse race.

  • Marvel at the grand Siena Cathedral, a Romanesque-Gothic masterpiece with intricate marble facades.

  • Wander the charming streets lined with historic buildings and cafes.

  • Visit the Baptistery of San Giovanni, featuring beautifully decorated interiors.

  • Climb to the top of the Torre del Mangia for panoramic views over the city.

Winery Tour and Tasting

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Winery Tour and Tasting

After exploring the historic city of Siena, the tour continues to a family-run Chianti winery for a guided visit.

Guests begin with a tour of the winery’s cellars and vineyards, learning about the region’s winemaking traditions.

This is followed by a 1.5-hour lunch and wine tasting experience.

Guests enjoy a traditional 3-course Tuscan meal featuring local specialties paired with 5 local wines, including a Super Tuscan Riserva and Vernaccia di San Gimignano DOCG.

The tasting provides an opportunity to sample the flavors that make Chianti and Tuscany renowned for their exceptional wines.

Discovering San Gimignano

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Discovering San Gimignano

Next, the tour arrives in the hilltop town of San Gimignano, a UNESCO World Heritage Site renowned for its well-preserved medieval architecture and iconic skyline of towering stone towers.

The hilltop town of San Gimignano, a UNESCO World Heritage Site, boasts well-preserved medieval architecture and an iconic skyline of towering stone towers.

Visitors are given 1 hour to explore the town’s historical center at their own pace. Key highlights to discover include:

  • Piazza della Cisterna, a picturesque square lined with medieval buildings and a distinctive well in the center

  • The towering 13th-century Torre Grossa, which offers panoramic views over the Tuscan countryside

  • Vernaccia di San Gimignano, the town’s famous white wine, which can be sampled at local shops and cafes

  • Artisanal boutiques and family-owned workshops showcasing local crafts and products

  • The quaint, winding alleyways that transport visitors back to the Middle Ages.

Ask Away

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Ask Away

Is There an Audio Guide Available for the Tour?

No, the tour does not provide an audio guide. The tour is led by a knowledgeable, live guide who provides commentary during the various stops on the itinerary.

Can We Stop to Take Photos Along the Way?

Yes, there are ample opportunities to stop and take photos throughout the tour. The itinerary includes free time in Siena and San Gimignano, allowing participants to capture scenic landscapes, historical landmarks, and cultural highlights at their own pace.

Is There a Vegetarian/Vegan Meal Option?

Yes, there is a vegetarian/vegan meal option available. The tour provider can accommodate dietary restrictions with advance notice. Guests should notify the company of any special dietary needs when booking the tour.

Do We Need to Bring Our Own Wine Glasses?

No, wine glasses are provided during the wine tasting at the winery. The tour includes a guided tasting of five local wines, so guests do not need to bring their own glassware.

Are There Any Age Restrictions for the Winery Visit?

The tour has a legal drinking age requirement of 18 years old. Minors are not permitted to consume alcohol during the winery visit and wine tasting portion of the tour.

Final Words

This immersive Tuscan tour offers a well-rounded experience, blending historical sightseeing in Siena and San Gimignano with a delightful culinary stop at a family-run Chianti winery. Visitors can expect scenic vistas, culture, and the opportunity to savor the region’s renowned food and wine, making it an ideal getaway for both first-time and seasoned travelers to Tuscany.

You can check availability for your dates here: