Find Things to Do in...
Search
Tours & Things to Do

More Great Destinations

Take time to explore tours and activities in these amazing destinations:


Shop With Confidence
  • Low Price Guarantee
  • Only Top Quality Tour and Activity Companies
  • 100% Secure Transactions
  • No Hidden Fees
  • 500,000+ Satisfied Customers
Why Book With Us
  • Save Money:

    Booking ahead will almost always save you money.

  • Save Time:

    You've got better things to do than wait in ticket lines.

  • Get The Tour You Want:

    Booking online means you get first pick of available tours.


Contact Us
Search by Category
Recommended Activities

Here are your 60 search results for Tours, Attractions & Activities in Siena, Italy

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

Small-Group Chianti Wine-Tasting and Castles Trip from Siena - Siena, Italy Star Rating

Duration: 8 hours
Location: Siena, Italy

From USD
$156.41

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, and explore Castello di Meleto ... More info ›

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, and explore Castello di Meleto. Sample the esteemed Chianti Classico wine, enjoy an authentic Italian lunch at a Tuscan farm and tour the region’s best wineries.

Numbers are limited to eight people on your small-group trip, ensuring you'll receive personalized attention from your guide.

Leave Siena aboard a luxury minivan and head east into the heart of Italy’s picturesque Chianti region to start your Chianti wine-tasting and castles trip. Passing through the captivating countryside, you'll see the cypress trees and olive groves that typify this beautiful part of Tuscany. Soon enough, you'll notice impressive castles, fortified farm houses and towers that bear testimony to turbulent wars between the once opposing republics of Siena and Florence.

Perched high on a forested hill sits the enchanting Castello di Brolio -- your first Chianti castle visit of the day. Learn about its importance during medieval battles, and about the fascinating Ricasoli family who have owned the castle since the 11th century. With your friendly and knowledgeable guide, explore the Castello di Brolio vineyards where the world-famous red Chianti wine is said to have originated. Then, enjoy a photo opportunity amid the gorgeous surroundings.

Continue to Castello di Meleto, another impressive Chianti castle with 15th-century fortifications and a distinctive cylindrical tower. Surrounded by sun-kissed fields, the castle is now a famous winery, boasting large vineyards and a wine-tasting room. With your guide, tour the castle grounds before savoring a glass of Black Rooster Chianti Classico -- the winery's most prestigious red wine.

Once you’ve worked up an appetite, head to a traditional Tuscan farm for lunch and enjoy platters of locally produced food and fine wines. After this delicious feast, continue to one of the countryside’s many quaint medieval villages and spend time exploring at leisure. Your guide will happily recommend local coffee bars or interesting sights for you to see.

The last stop of the day is at another Chianti winery, where you'll meet the local producer and hear about the lifestyle of the charismatic Chianti folk. Visit the cellars and gardens before enjoying a relaxing ride back to Siena.

Less info

Small-Group Chianti and San Gimignano Sunset Trip from Siena

Small-Group Chianti and San Gimignano Sunset Trip from Siena - Siena, Italy Star Rating

Duration: 8 hours 30 minutes
Location: Siena, Italy

From USD
$167.58

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 cellars. Then head to the UNESCO World Heritage-listed town of San Gimignano after the day’s crowds have dispersed ... More info ›

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 cellars. Then head to the UNESCO World Heritage-listed town of San Gimignano after the day’s crowds have dispersed. During the sunset, dine in a beautiful farmhouse overlooking the San Gimignano towers and the rolling, vine-covered hills.

Numbers are limited to eight people on this small-group tour, ensuring you'll enjoy personalized attention from your guide.

Your small-group tour begins in the afternoon with a comfortable drive in a luxury minivan from Siena to Chianti -- a region of Italy famous for its beautiful vineyards and landscapes shaped into works of art by the combined actions of nature and man. Arrive first in the village of Castellina in Chianti, and enjoy a gelato (own expense) as you walk through its medieval alleyways and town center with your guide.

From here, enjoy the drive to a Chianti wine estate, where you'll tour the grounds and wine cellars while learning about the winemaking process. Sit down and savor a tasting of Black Rooster Chianti Classico wine and olive oil (included).

Then head to Monteriggioni, a perfectly preserved medieval town with a complete ring of walls and turrets built in the 13th century. It was Siena’s main bastion of defense against the armies of Florence during the Middle Ages, and today it is a quiet hamlet. Enjoy leisure time here to explore the charming city on your own.

In the late afternoon, arrive in San Gimignano and explore this romantic town of towers. You'll have free time to enter its impressive church, the Collegiata di San Gimignano, or explore the Civic Museum (entrance fees at own expense). Alternatively, shop in the artisan boutiques for leather goods and hand-painted pottery; sample the fruits of the soil in the food shops and wine bars; or discover the town’s many hidden beauties.

After your time in San Gimignano, head out of town to a nearby rustic farmhouse, where you'll be treated to a classic Tuscan dinner, accompanied by tastings of Vernaccia (the famous white wine of San Gimignano) and red Chianti wine. Your Tuscan dinner, consisting of cured meats, home-grown vegetables and cheeses, will be served on a terrace overlooking the cultivated fields and the ‘skyline’ of San Gimignano’s towers during sunset. As your tour comes to an end, meet your guide back at the minivan for the relaxing return journey to Siena.

Less info

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena - Siena, Italy Star Rating

Duration: 8 hours
Location: Siena, Italy

From USD
$156.41

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine ... More info ›

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one.

Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

Leave Siena in the morning and set off in a comfortable, air-conditioned minivan toward the famous wine hills of Montalcino in Italy’s Tuscany wine region. The first stop is at a small, traditional winery, where you'll walk among the vineyards, explore the cellars, and enjoy your first Brunello di Montalcino wine tasting of the day.

Next, arrive in Montalcino, the hilltop town that gives its name to the region and its wines. Here, you'll have the opportunity to walk around the walls of the fortress where brave soldiers of the Republic of Siena made their last stand to Florence during battles in medieval times. Explore this captivating town independently and visit the town’s stores, taste the famous Brunello wines, or simply enjoy the incredible views overlooking the valley below.

After your visit to Montalcino, continue your drive to a family-run winery, where you’ll be introduced to the owners and winemakers themselves. Visit the farm before sitting down to enjoy a traditional Tuscan meal (included) accompanied by delicious wines produced in this region.

After lunch, consisting of antipasti, pasta or risotto, desert, coffee and wine tastings, visit the stunning, ancient Benedictine abbey of Sant'Antimo, a special place radiating tranquility, set in a fabulous landscape. With your expert guide, explore the inside of the abbey and learn about its fascinating history. You may get the chance to witness the monks singing Gregorian chants as you enjoy the serene natural surroundings.

In the afternoon, head to a third winery, where you'll get a detailed explanation of the wine-making processes, learn about the tools used, discover how the vines are cared for, and learn about the long aging process in oak barrels that gives these wines their distinctive flavor. After visiting the cellars and getting to know the winemakers you can sit down for a last tasting of this 'Nectar of the Gods', before enjoying a relaxing ride back to Siena.

Less info

Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena - Siena, Italy Star Rating

Duration: 8 hours
Location: Siena, Italy

From USD
$156.41

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 ... More info ›

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 time at your leisure exploring these rustic hill towns that are steeped in rich Italian history.

Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

Leave Siena in the morning and head northwest by comfortable minivan toward San Gimignano. On your way, stop at the medieval Fortress of Monteriggioni, a captivating Tuscan hill town that is one of the few whose medieval city walls remain completely intact. Walk around the stone walls encircling this charming town and learn about the area’s interesting history from your guide.

From Monteriggioni, continue to the beautiful hill town of San Gimignano -- undoubtedly the highlight of your trip. Walk down the Via Francigena strip that runs through the town as your guide explains the history of this ancient pilgrimage road said to link Rome to Canterbury in England. Learn how in bygone times, Christian pilgrims would travel between cities in Italy, Switzerland, France and England on this road.

After tracing the pilgrim's steps down Via Francigena, you'll have time for independent sightseeing in San Gimignano. This gorgeous, UNESCO World Heritage-listed town is as famous for its medieval architecture as it is for its scenic views. See beautiful monuments in Piazza del Duomo, or search the local shops for quality saffron spice that the town produces, known locally as ‘red gold.’ Perhaps check out Palazzo Communale and climb up Torre Grossa (own expense). The climb is steep but worthwhile -- simply for the panoramic views of Tuscany from the top!

Break for lunch at a traditional, family-run farm just outside of San Gimignano, and indulge in a Tuscan feast! Your friendly Italian hosts will treat you to scrumptious platters of home-grown delicacies prepared with organic saffron, accompanied by chilled Vernaccia white wine.

In the afternoon, enjoy a scenic drive farther south to Volterra. The fascinating Tuscan city is renowned for its alabaster -- the translucent stone used for centuries to create vases, lamps and other works of art. On the way, visit an authentic alabaster workshop and watch an artisan craftsman at work. In Volterra itself, you'll have approximately one hour to spend at leisure to explore the picturesque streets before returning to Siena.

Less info

Booking.com

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena - Siena, Italy Star Rating

Duration: 8 hours
Location: Siena, Italy

From USD
$156.41

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-listed landscapes of Tuscany's charming Val d’Orcia region ... More info ›

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-listed landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy lunch and taste Pecorino cheese on a local farm!

Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

Meet your friendly guide in central Siena and head out of town in a comfortable minivan on one of Tuscany's panoramic roads, passing through the characteristic clay hills known as the Crete Senesi. Arrive first in the beautiful town of Pienza, which was entirely planned out by Pope Pius II, the humanist pope, to be the ideal Renaissance town.

Pienza is rightly considered the gem of the Val d’Orcia region; the town and the entire Val d’Orcia are World Heritage Sites. You'll have time to spend at leisure here, so make the most of it by shopping or exploring the pretty alleyways of this small town at your leisure. As you leave Pienza, enjoy the fantastic views of Tuscany’s famous picture-perfect scenery.

Your next stop is a local dairy farm, where you’ll feast on a wholesome and refreshing lunch (included) of fresh ingredients mostly produced on the farm. You’ll also enjoy a tasting of Italy’s salty Pecorino cheese, hear about the cheese-making process, visit the farm’s animals and learn about the lifestyle of the area.

In the afternoon, travel to Montepulciano, one of Tuscany’s biggest hill towns, located on a steep hill overlooking the amazing landscape of the Tuscany-Umbria border. With your guide, take a short walk around town to see the Piazza Grande at the top of the hill. You’ll then have free time to visit the town’s many stores, palaces or churches. On request, visit a winery to enjoy a tasting of Montepulciano’s renowned wine and tour the wine cellars before your relaxing ride back to Siena.

Less info

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour - Siena, Italy Star Rating

Duration: 2 hours
Location: Siena, Italy

From USD
$33.52

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket ... More info ›

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket. As you walk through this incredibly beautiful Tuscan city with your expert guide, you'll feel as though you’ve journeyed back in time.

To begin your walking tour of Siena, meet your friendly guide at the magnificent Basilica of San Domenico and admire its Gothic architecture constructed entirely in brick.
 Explore Siena’s UNESCO World Heritage-listed Old Town by foot and listen as your guide points out Palazzo Tolomei, which is said to be the oldest private palace in Siena.

Next, walk to Siena's famous Piazza del Campo, a gorgeous square that represents day-to-day life of this medieval city and is widely considered one of the most beautiful squares in Europe. See the imposing stone tower of Palazzo Chigi Saracini, a palace erected in the mid-12th century by the powerful Marescotti family. Currently, this building is the seat of the prestigious Accademia Musicale, founded in 1923.


Continue your tour to one of the most spectacular cathedrals in Italy, the Siena Duomo (Siena Cathedral), named locally as Il Duomo. After skipping the entrance line with your skip-the-line ticket, your guide will escort you into this breathtaking cathedral to see impressive masterpieces by Donatello, Bernini and Michelangelo. Admire the exquisite Gothic architecture; walk through nave arcades with Renaissance busts of popes and emperors; and marvel at the unique black-and-white-striped bell tower.



After your tour, you’ll leave feeling truly enchanted.

Less info