Tuscany (Chianti Countryside)
Wine Tasting Tour
Description
Discover the essence of Tuscany with our Chianti Countryside Wine Tasting Tour, an unforgettable journey through the heart of one of Italy’s most celebrated wine regions.
Estimated journey times from Livorno Port (traffic and weather permitting):
Livorno → Chianti Countryside: approximately 1 hour and 35 minutes
Geographical Area: Tuscany, Italy
Although the drive from Livorno takes just over an hour, every mile is part of the experience. You will travel through the rolling hills of the Chianti Classico area, nestled between Florence and Siena, world-renowned for its vineyards, olive groves, and breathtaking landscapes.
This enchanting region has been the setting for many iconic films, including Gladiator by Ridley Scott, Stealing Beauty by Bernardo Bertolucci, Much Ado About Nothing by Kenneth Branagh, The English Patient by Anthony Minghella, and Life is Beautiful by Roberto Benigni.
During the tour, you will visit two or three renowned wineries, or alternatively two wineries and an olive oil estate, where you can savor exquisite local wines and extra-virgin olive oils. Enjoy guided tastings led by local experts, who will share the secrets of the Chianti production process — from vine to bottle.
A stop in Greve in Chianti will offer you the chance to explore the birthplace of Giovanni da Verrazzano and the symbolic homeland of the “Black Rooster” Chianti wine label. Stroll through the picturesque square, sample regional specialties, and take in the authentic atmosphere of rural Tuscany.
Throughout the tour, your driver will share insights into local history, traditions, and curiosities, highlighting the best photo spots along the way.
Please note that in certain areas, walking is the best way to experience the true charm and beauty of the Chianti countryside.
Details
The tour generally departs from Livorno Port, but departures can also be arranged from La Spezia, Carrara, or Piombino ports.
Pick-up from your hotel or preferred location can also be organized. Travel times may vary depending on the departure point.
All transfers are provided in a comfortable Mercedes van, ensuring a safe and pleasant journey through the Tuscan hills.

This tour includes
- English/Spanish speaking driver
- Wi-Fi and bottled water on board
- Parking fees
- Highway tolls
- Fuel cost
- Legal insurance
This tour doesn’t include
- Food, beverages (except bottled water)
- wine tasting
- museum entrance fees and gratuities
- walking tour guide service
- Gratuities
What do we propose?
Transfers and Private tours
PISA & FLORENCE
During the tour we will focus on the most interesting sites such as the Miracle Square with the Leaning Tower, Piazzale Michelangelo, Santa Croce, Piazza del Duomo and Ponte Vecchio but we can customize the tour according to your needs.

PISA & LUCCA
During the tour we will focus on the most interesting sites such as the Miracles Square with the Leaning Tower, Piazza dei Cavalieri, the amazing Lucca walls, San Michele Square, Puccini’s Home and Napoleone Square and we can customize the tour according to your needs.

SIENA & SAN GIMIGNANO
During the tour we will focus on the most interesting sites such as Piazza del Campo (Palio Square), Cathedral, Torre del Mangia, the Public Palace, San Domenico Church and we can customize the tour according to your needs.

CINQUE TERRE
The Cinque Terre is a UNESCO heritage area with 5 towns perched between the mountains and the sea of the Ligurian Riviera. They are called the “Amalfi coast of Liguria” for their beauty.

PISA, VOLTERRA & LAJATICO
During the tour we will focus on the most interesting sites such as the Miracle Square with the Leaning Tower in Pisa, then we will discover Volterra a walled mountaintop town founded in the 8th century BC rich of history and with the main production of alabaster the most prized alabaster in Europe.

LIVORNO, BOLGHERI
We begin the tour with Livorno, an almost unknown cosmopolitan city of the Renaissance founded by the Medici. Livorno will amaze you with its two fortresses, the central market, the Venice district, a prominent promenade, the Terrazza Mascagni, and the panoramic point Montenero where the Santuario of the Virgin of the Graces is located.

MONTALCINO, PIENZA AND MONTEPULCIANO
Despite the distance of the journey, we will touch places that will leave you breathless. We are talking about the area of the Chianti area in the province of Siena renowned worldwide for its grapes and olive-tree hills. The villages that we visit are internationally famous for BRUNELLO the king of the red wine, NOBILE another special red wine and PECORINO cheese.

Book Your Chianti Countryside Wine Tasting Tour
Immerse yourself in the flavors, scents, and landscapes of Tuscany’s most iconic wine region.
Contact us today to customize your Chianti Wine Tasting Experience — we’ll take care of every detail so you can sit back, relax, and savor the journey.
MAKE MY DAY IN ITALY

HEAD OFFICE
Via Medaglie d'Oro, 5 57127 Livorno (LI)
+39 353.4799017
i n f o @ makemydayinitaly . com
P.Iva 01942610492
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