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Top Siena Day Trips
Full-Day Ape Calessino Chianti Tour with Wine Tasting
390 minutes - Spend a day riding along peaceful roads through the scenic, Tuscan hills on an original Piaggio Ape Calessino. Experience a unique way of admiring Chianti's sights, and stop for a wine tasting and delicious lunch along the...Read more
Cities, Cheese and Wine Tour in Pienza & Montepulciano
60 minutes - Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including the famous Nobile di Montepulciano (DOCG) and Brunello di Montalcino, the “king” of Tuscan wines. We can’t wait to show you, your family, or your friends this...Read more
Private wine tour of Chianti or Montalcino
360 minutes - Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will escort you to three wineries to see the differences in production methods and sample each wineries products. A lunch stop will be included at a local restaurant with the tour continuing after lunch. If you have a...Read more
Full-Day Volterra San Gimignano Private Tour with Wine Tasting
8 hours - A wonderful Experience between art, wine and local food to discover vineyards, towers and wonderful farms:
- 9.00am Meet your professional driver at your hotel or another chosen location, (B&B or private flat) and discover the Chianti countryside.
- 10.30am Stop at Volterra, for sure one the most beautiful viewpoint in Tuscany and visit of...Read more
Small-Group Chianti Wine-Tasting and Castles Trip from Siena
8 hours - Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian castles are a must-see for any visitor to the region. With your expert guide, visit Castello di Brolio, renowned as the birthplace of Chianti wine. Sample the esteemed Chianti...Read more
Small-Group San Gimignano and Volterra Day Trip from Siena
8 hours - Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round the Fortress of Monteriggioni, explore the UNESCO World Heritage-listed town of San Gimignano, and visit an alabaster workshop in Volterra. Enjoy a delicious lunch on a small Tuscan farm and spend...Read more
Fiat 500 Tour of the Chianti Roads from San Gimignano
7 hours 30 minutes - Experience the breathtaking beauty of the Tuscan countryside by vintage Fiat 500 on an 8-hour scenic driving tour. Stop for a light lunch at a Chianti winery. Marvel at medieval villages in the rolling hills of the famous wine region, and more.You can choose to drive or be a passenger on this tour, and a limited number of children are able to ride...Read more
Small-Group Montepulciano and Pienza Day Trip from Siena
8 hours - Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy lunch and taste Pecorino cheese on a...Read more
Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch
8 hours - This full-day tour will bring you a taste of the complex, full-bodied Brunello reds that make this region every wine lover’s dream.
We will pick you up at your hotel & take you to some of the lesser-known vineyards with high-quality wines.
After your first tasting, take some time to explore the hilltop town of Montalcino, where...Read more
Small-Group Chianti and San Gimignano Sunset Trip from Siena
8 to 9 hours - On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine by visiting a local producer, touring their cellars and tasting their wines. Then head to the UNESCO World Heritage town of San Gimignano, famous...Read more
Small Group E-Bike Tour from Siena with Wine Tasting and Lunch
6 hours - Follow your experienced guide on a leisurely cycle through the Chianti hills on comfortable and easy to use Electric Bikes. Enjoy the quiet of Tuscany's picturesque countryside and visit a beautiful historical monastery rich with art. Finish the day with a tasting of Chianti Classico wines accompanied by a lunch of local...Read more
San Gimignano, Chianti, and Montalcino Day Trip from Siena
11 hours - Enjoy a wine tasting and light lunch in a winery on a full day tour of the Tuscan countryside. Visit San Gimignano a real jewel famous thanks to its stunning towers and discover Orcia Valley with a visit to Montalcino, known all over the world for the production of Brunello di...Read more
Chianti and Castle Tour from Siena
5 hours - Discover the beauty of the Tuscan countryside on this 5-hour tour. Visit two wineries and learn about the process of wine-making. Enjoy a variety of tasting opportunities including wine and oil. Spend free time in the medieval village of...Read more
Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch
8 hours - Experience the beauty of Tuscany in style while driving a vintage Fiat 500, the most classic Italian car. Visit Monteriggioni and cruise through the gorgeous hills of Chianti, stopping at a local winery for a wonderful Italian lunch with wine.
You’ll follow your guide in a caravan, with two adults per car. Numbers are limited to 10 on...Read more
Siena Vespa Tour Including Lunch at a Chianti Winery
8 hours - Explore the Tuscan hills by Vespa scooter on a day trip from Siena, and visit a Chianti winery for lunch, too! After a practice session, choose to drive your own scooter or hop on behind a tour escort -- (depends on the option selected). Under the watchful eyes of a guide and tour escorts, ride in a convoy, heading to a Chianti winery in the lush...Read more