From
$219 USDper person
Chianti and Castle from San Gimignano

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red color and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in
Read full descriptionShow less
Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red color and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti.
This wine results from the wise blend of Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes, and originates from the hilly area from which it draws its name. We will lead you to the discovery of the breathtaking, uncontaminated landscapes that have been cradling the Chianti vineyards for centuries, presenting you with a harmony of colors that can only be found in the hills of this region.
The sounds, scents, and flavors of this land will capture your senses through a unique experience. You will live, relish, and enjoy by visiting ancient churches, medieval castles, and small villages where the rhythm of life remains unaltered over time.
The tour continues with a visit to a charming wine estate. You'll join a wine tasting paired with some typical food.
Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.
Included
- Travel by minivan with air conditioning for a maximum of 8 people or 20 people in a minibus.
- Expert multilingual tour leader
- Wine, oil, and balsamic vinegar tasting
- Snack with sliced cured meats and typical salami
- Visit two famous estates with a tour of the wine cellar
- Visit Castellina in Chianti
- BUS FARE
- FOOD AND DRINKS
- ENTRY OR ADMISSION FEE
Not included
- Gratuities (optional)
- Anything that has not been mentioned in the inclusions
- Pick up and drop off
- TIP OR GRATUITY
Your route
Explore each stopSan Gimignano
San Gimignano is part of the confirmed route.
San Gimignano is part of the confirmed route.
Chianti
Chianti is part of the confirmed route.
Chianti is part of the confirmed route.
Wineries
Wineries is part of the confirmed route.
Wineries is part of the confirmed route.
Departure and return arrangements
Via San Giovanni 126, San Gimignano, 53037
At the end, the team confirms return, photos or any pending detail by WhatsApp.
Cancellation and terms
Free cancellation until 48 hours before the start. Supplier conditions apply afterwards.
Final pickup time, meeting point and operating order can change for weather, traffic, sea conditions or local safety instructions. The confirmed activity, core inclusions and support remain protected.
Logistics and requirements
Pickup
Go to the meeting point for your booked option. Check its inclusions to find out whether pickup is provided.
Meeting point
In front of Porta San Giovanni
Physical level
Easy
Minimum age
3+
Participation requirements
Customers must be able to climb and descend stairs. Arrive 15 minutes before departure for check-in Small groups: Travel by minivan with air conditioning for a maximum of 8 or 20 people in a minibus. Otherwise, the meeting point will be from Porta San Giovanni. Please note that during the winter season a minimum of 4 pax is required in order to activate the tour. In case the minimum is not met you will be offered an alternative date or a full refund. Please note that the pick up and drop-off service from accommodation within 10 km from Porta San Giovanni is upon request and has an extra cost of 20 euros. To arrange this service, please contact us in advance for confirmation. 1. Wine tastings take place in English, with your tour leader providing translation support when needed. 2. A moderate amount of stairs and walking is involved 3. During special events, opening times can change 4. The tour itinerary may change, but all tour stops will be visited
What to bring and advice
- ID
- Comfortable clothes
- Sunscreen
- Phone
- Schedule can change by local operation.
- Pickup details are confirmed before departure.
Frequently asked questions
How do I book Chianti and Castle from San Gimignano?
Choose date, time, travelers and continue to secure checkout. You receive confirmation and WhatsApp support.
Is pickup included?
Go to the meeting point for your booked option. Check its inclusions to find out whether pickup is provided.
Can I cancel or change the date?
Free cancellation until 48 hours before the start. Supplier conditions apply afterwards.
What should I bring?
Bring ID, Comfortable clothes, Sunscreen, Phone and keep your phone available for coordination.
You may also like
More recommended tours to compare

Como, Lugano and Bellagio One Day Experience with Exclusive Boat Cruise
Immerse yourself in the rich tapestry of Swiss and Italian culture during this comprehensive full-day tour. Departing from Milan, indulge in enlightening commentary that unravels the historical significance of landmarks and unveils the breathtaking landscapes along the journey.

From Milan: Verona, Sirmione & Lake Garda Cruise
Escape the hustle and bustle of Milan and spend a day discovering the timeless beauty of Verona and Lake Garda, two of Northern Italy’s most enchanting destinations. Your experience begins with departure from Milan aboard a comfortable air-conditioned GT coach.

From Rome: Best of Pompeii Guided Tour and Sorrento Day Trip
Hop aboard our tour and let yourself be carried away on a journey through history, flavors, and sea. In just one day, discover two icons of Italy: ancient Pompeii and beautiful Sorrento.

From Rome: Tuscany, Montepulciano Tour with Wine & Lunch
Leave Rome behind for a full-day adventure through Tuscany's heart. You'll relax aboard a modern, air-conditioned coach while crossing scenic landscapes of rolling vineyards, olive groves, and cypress-lined roads.

Pizza and Gelato Cooking Class
In this 4-hour Pizza and Gelato Cooking Class, you’ll learn how to make two of Italy’s most beloved dishes: pizza and gelato. With the guidance of a professional chef, you’ll roll out your own pizza dough, create delicious toppings, and even make your own creamy gelato.

Cooking Class & Wine Tasting in a Chianti Farm
Experience the true taste of Tuscany with our Cooking Class & Wine Tasting on a beautiful Chianti farm. This 4-hour tour offers the perfect mix of cooking, wine, and local flavors.
