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From Florence: Siena and Chianti Day Trip with Dinner & Regional Pairings

Santa Maria della Scala museum facade in Siena, Italy, with visitors in the courtyard.
Winding road through vineyards on Via Chiantigiana, Tuscany.
Vineyards in Chianti landscape during wine tasting tour.
Chianti winery tasting room with tables set for wine sampling.

Duration

7 hr

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Guided tour

Transfers included

Meals included

Indulge in a sumptuous meal as a part of your experience

4.5/5

(4)

Megan Pattison

Megan

Jul 2025
Verified booking
5/5
Unfortunately this wasn't the tour we did as the company changed us onto another tour. The bus was comfortable and the little town of Greve in Chianti which we stopped in was very charming. I bought a gorgeous ring at the jewelers, my Italian ring which will remind me constantly of th wonderful holiday. The dinner was in the vineyard, the sun was a bit bright for some at the table. The food was amazing and the wines paired beautifully.
Andreea Cristina Cichi

Andreea

Aug 2025
Verified booking
5/5
Nice trip, very good experience, everything was right in schedule, without rush. Judith and Roberto were wonderful. The winery very beautiful and the dinner was very good. Great experience over all.
    • Set off from Florence along the 'Via Chiantigiana' on a spacious AC bus, regaled by expert live commentary in English or Spanish.

    • Get ample free time at your first stop, Siena, and explore the central Plaza del Campo.

    • Head to a rustic vineyard in the heart of Chianti, where traditional pasta and seasonal fare are perfectly paired with locally crafted pours that elevate every bite.

    • Savor a delicious Tuscan dinner made with the finest regional ingredients.

    • Half-day trip around Siena and Chianti
    • Expert local guide in English or Spanish
    • Pick up from Florence
    • Round-trip AC bus transfer
    • Vineyard visit, wine tasting, and dinner in Chianti
    • Personal purchases
    • Hotel transfers
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

  • Tuscany one of the many cradles of the Italian Renaissance, has been the home to numerous influential figures in the fields of art and science. It is also well-known for its wines, such as Brunello di Montalcino, Morellino di Scansano, and Chianti, originating from the picturesque Chianti region. Tuscan foods are quite simple, with a wide variety of bread, cheese, meat and legumes used in their cuisine.

    Getting started

    Your ticket will be emailed to you. Once you reach the venue, head over to the TOURS & NEWS KIOSK at Piazzale Montelungo Bus Terminal, only a 5-10 minute walk from Santa Maria Novella Train Station. Just look for staff in bright fuchsia Ciaoflorence jackets with a clipboard!

    What to expect

    Depart Florence and spend an afternoon immersed in Siena’s medieval charm, exploring its Gothic cathedral and hidden gems like the Santa Maria della Scala museum. Cruise the scenic Via Chiantigiana aboard a cozy, air-conditioned bus, enjoying live commentary in English or Spanish.

    Conclude your day at a picturesque Chianti winery, where you’ll savor a delectable dinner featuring traditional pasta and seasonal dishes, perfectly paired with exceptional local wines. This journey promises a rich tapestry of sights, flavors, and experiences that capture the essence of Tuscany.

    Features

    • Explore Siena: Visit the medieval city and its Gothic cathedral
    • Discover hidden gems like the Santa Maria della Scala museum
    • Scenic drive on Via Chiantigiana: Enjoy the picturesque countryside
    • Visit a Chianti winery for an authentic Tuscan experience
  • What to bring

    • Wear walking shoes for vineries are usually located on the top of the hill and you start the visit with a short inclined walk.

    Accessibility

    • This experience is not accessible by wheelchair and pram/strollers.

    Additional information

    • Kindly inform in advance if you have any food intolerances or allergies.
    • English and Spanish tours are always available. To confirm the excursion in Italian, Portuguese, or French, we require a minimum of 4 participants.
    • Drinks will strictly not be served to patrons below the age of 18 years.
    • Your voucher will be emailed to you instantly. Please display the voucher on your mobile phone with a valid photo ID at the time of redemption.

    • If you have purchased reduced price tickets, please carry your valid photo ID proof for verification.

    • Kindly ensure that you arrive 10-15 minutes before the start time of your tour to avoid any delays.

    Meeting Point

    • Refer to the meeting point details in your final voucher.

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