Siena Day Trips & Excursions

Day Trips & Excursions in Siena

Siena is a popular destination in Italy's Tuscany region with many things for you to see and explore that can make your vacation an unforgettable one. Another great thing about the city are the stunning beaches outside the city center where you get to relax on a summer afternoon, amazing historical museums near the city borders, and beautiful restaurants where you can enjoy the best of Tuscany cuisines and wines (Siena wine tasting day trips). This is why you need day trips to enjoy the most of the city that sits beyond the city and have full exploration of them. Here is a list of locations not far from the city: - Florence, Sam Gimignano, Montepulciano, Arezzo, Monte Oliveto, and many more.

Explorations do not end there because the magnificent beauty of the seas and beaches of Siena await you when you include any option of these Siena shoreline excursions in your bucket list. It doesn’t still end there!!! There are a lot more of outdoor activities in Siena which you shouldn’t miss. They will take you through the city’s hidden gems and expose you more to things you can’t see on the internet or from your hotel room. More exploration of the city comes when you choose to explore deeply the culture of the locals in their dressings, language, food, festivals and lots more other cultural activities, just book your Siena cultural and theme tours and you’re in for a bigger experience.

Spend your vacation with the right activities. Some travelers do end up not getting up to their satisfaction because of what they experience in the hands of some tour operators. This is why TripIndicator has handpicked the best Siena tour options for you amidst comparing their prices and checking honest customer reviews.

Siena Day Trips & Excursions Price

Full-Day Ape Calessino Chianti Tour with Wine Tasting (390 minutes) €109.00
Cities, Cheese and Wine Tour in Pienza & Montepulciano (60 minutes) €249.00
Private wine tour of Chianti or Montalcino (360 minutes) €400.00
Full-Day Volterra San Gimignano Private Tour with Wine Tasting (8 hours) €196.19
Small-Group Chianti Wine-Tasting and Castles Trip from Siena (8 hours) €140.00
Small-Group San Gimignano and Volterra Day Trip from Siena (8 hours) €140.00
Fiat 500 Tour of the Chianti Roads from San Gimignano (7 hours 30 minutes) €150.00
Small-Group Montepulciano and Pienza Day Trip from Siena (8 hours) €140.00
Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch (8 hours) €203.34
Small-Group Chianti and San Gimignano Sunset Trip from Siena (8 to 9 hours) €150.00
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Top Siena Day Trips & Excursions

Full-Day Ape Calessino Chianti Tour with Wine Tasting

clock 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
from€109.00

Cities, Cheese and Wine Tour in Pienza & Montepulciano

clock 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
from€70.00 from€235.05

Private wine tour of Chianti or Montalcino

clock 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
from€175.00

Full-Day Volterra San Gimignano Private Tour with Wine Tasting

clock 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
from€180.00 from€196.19

Small-Group Chianti Wine-Tasting and Castles Trip from Siena

clock 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
from€140.00 from€140.00

Small-Group San Gimignano and Volterra Day Trip from Siena

clock 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
from€140.00 from€140.00

Fiat 500 Tour of the Chianti Roads from San Gimignano

clock 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
from€150.00 from€150.00 from€150.00

Small-Group Montepulciano and Pienza Day Trip from Siena

clock 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
from€140.00 from€140.00

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

clock 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
from€140.00 from€203.34

Small-Group Chianti and San Gimignano Sunset Trip from Siena

clock 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
from€150.00 from€150.00 from€150.00

Small Group E-Bike Tour from Siena with Wine Tasting and Lunch

clock 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
from€150.00 from€150.00

San Gimignano, Chianti, and Montalcino Day Trip from Siena

clock 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
from€100.00 from€100.00

Chianti and Castle Tour from Siena

clock 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
from€60.00 from€70.00 from€70.00

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

clock 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
from€105.00 from€150.00

Siena Vespa Tour Including Lunch at a Chianti Winery

clock 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
from€129.00 from€129.00

Half-Day Brunello di Montalcino Wine Tour from Siena

clock 5 hours
  • Explore Montalcino and its stronghold and taste the world-famous wines on an half day culture tour. Explore the countryside and enjoy two wine tastings during this 4.5-hour guided...Read more
from€70.00 from€70.00 from€70.00

From Siena: Pienza and Montepulciano Wine Tour

clock 9 hours
  • Discover the most noble winery valley of Tuscany; explore the zone of Pienza, Montepulciano and then enjoy a wine tasting in...Read more
from€55.00 from€55.00 from€60.00

Dinner in the Vineyards from Siena

clock 5 hours
  • Enjoy a magical evening in the Chianti region and live the unforgettable experience of a dinner in the vineyards. Start off by visiting the farm’s wineries and tasting some delicious wines, after which you’ll and enjoy an outdoor barbecue accompanied by music and a delightful...Read more
from€75.00 from€75.00

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Siena

clock 8 hours
  • * Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena
    * Private and exclusive service
    * 8 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver
    * Free Wi-Fi on board
    * Refreshments on board
    * Local magazines on board
    *...Read more
from€226.03 from€226.03

Bike tour in Tuscany with wine tasting

clock 6 hours
  • Unsurprisingly, Tuscany is one of the favorite destinations of our cyclist friends: the views, the smell of the trees along the avenues, the typical colors of our hills make this area unique for tourists as well as for locals.
    There is a great variety of routes and itineraries: from the less challenging, for those who want to quietly enjoy both...Read more
from€189.00 from€220.00
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