Top Siena Cruises & Sailing
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24 results | All Siena Tours
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Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
11
Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.
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From
$354.25
Price varies by group size
From
$354.25
Price varies by group size

The Maremma
2
Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean.
The people of Maremma are the most outspoken in Italy.
History will take us back in time to the Etruscans.
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From
$412.88
per group
From
$412.88
per group

Siena and Florence Private Tour from Livorno
1
When your cruise ship docks in Livorno, benefit from a private full-day tour of Siena and Florence that covers the top attractions efficiently. Drive across Tuscany to see the Duomo in Siena, the Duomo in Florence (Cattedrale di Santa Maria del Fiore), and take a walk across the Ponte Vecchio bridge. Stop into the Mercato del Porcellino to browse their Italian leather goods, before returning to Livorno.
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From
$1,288.17
per group
From
$1,288.17
per group

Saturnia and Picnic at sunset in the middle of the vineyards
This is the tour of the oldest Etruscan and Roman Maremma but remained intact over time.
The thermal and healing spring attracts users from all over the world.
Here you can breathe authenticity, history and rurality.
Breathtaking views. Spectacular wines.
The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects.
The Biodynamic, Biological company where we will have a picnic is truly an example of obsessive attention to traditions in respect of Nature!
From the above you can enjoy a 360 degree view.
Your basket includes:
2 basic wines, typical breads, 2 types of cheese, award-winning oil!
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From
$220.20
From
$220.20

Siena and San Gimignano from FLORENCE, PISA, SIENA, MONTEPULCIANO, LIVORNO, ROME.
With our many years of experience in the area, we offer our customers a tour of these two towns that they represent, the emblem of true Tuscany.
We will be happy to recommend places to eat well and drink excellent wine.
Siena and San Gemignano speak for themselves, it is not easy to explain them in words but only by visiting these magical places, you will have the opportunity to understand why they are a must on the international tourism scene.
NOT TO BE MISSED.
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From
$729.38
per group
From
$729.38
per group

San Gimignano, Chianti, and Montalcino Day Trip from Siena
35
Visit San Gimignano, Monteriggioni, and Montalcino on a day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes lunch at a Monteriggioni winery plus samples of Chianti and Brunello di Montalcino wine.
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From
$107.35
From
$107.35

Private Tour: Siena Walking Tour
34
Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.
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From
$150.29
per group
From
$150.29
per group

Skip the Line: Siena Duomo and City Walking Tour
239
Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.
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From
$37.57
From
$37.57

Chianti and Castle Tour from Siena
61
Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
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From
$91.25
From
$91.25

Half-Day Brunello di Montalcino Wine Tour from Siena
18
Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.
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From
$85.88
From
$85.88

Small-Group San Gimignano and Volterra Day Trip from Siena
52
Get medieval on this guided tour from Sienna to San Gimignano and Volterra. Head to the marvelously diminutive hilltop town of Monteriggioni and then stop for a while in UNESCO world Heritage-listed San Gimignano with its plethora of medieval towers and commanding views over the Tuscan countryside. Finally, spend some time in an alabaster workshop in Volterra before indulging in a rustic lunch at a Tuscan farm. This small-group tour is limited to just eight people, ensuring plenty of personalized attention from the guide.
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From
$171.76
From
$171.76

Best of Siena Guided Walking Tour
16
Maximize time in Siena with a guided walking tour through the medieval city streets. See local landmarks including Piazza del Campo and the Siena Cathedral while hearing stories about the city’s history and architecture from a local guide. Explore a local district, called a Contrada, and learn about Siena’s famous Palio horse races.
…More
From
$22.54
From
$22.54

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
347
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
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From
$171.76
From
$171.76

Guided walking tour of Siena
14
Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered.
The best way to do it is on foot, admiring the changes to the town over the centuries and enjoying the spectacular scenery and curious particulars. With an authorized guide you will be able to appreciate the major tourist attractions like Piazza del Campo, the true heart of the town, the Palazzo Comunale (Town Hall), the Cathedral and the majestic Basilica of San Domenico. There will also be no lack of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palazzos, to the great tradition of the Siena Palio, but also to the stories of pilgrimage and saintliness that distinguish the town. The walk continues with a visit to the Cathedral that preserves the treasures of artists like Nicola Pisano, Duccio di Buoninsegna, Donatello and Gianlorenzo Bernini, besides its marvelous marble floor, which is a unique example in the history of art.
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From
$21.47
From
$21.47

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket
179
The magnificent Duomo of Siena is one of the highlights of Siena’s UNESCO-listed historic center, but its popularity means that you could spend a long time queuing outside. This skip-the-line ticket ensures priority entrance and offers access to the Cathedral, the Piccolomini Library, the Baptistery of San Giovanni, the museum, and the Crypt.
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From
$20.72
From
$20.72

Small-Group Montepulciano and Pienza Day Trip from Siena
85
Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
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From
$171.76
From
$171.76

PRIVATE TOUR: Florence & Chianti in one day with Lunch and Tasting in Winery
Explore the Chianti region, and visit the magnificent town of Florence, the Capital of the Renaissance.
In the morning we will arrive in Florence for a visit of the city. We will stop in the best panoramic place to photograph the Renaissance City (Piazzale Michelagelo). After we'll enter in the historic center of the town for a free visit of about 3 hours. (Stops: Palazzo Pitti - Ponte Vecchio - Piazza della Signoria - The Duomo - Piazza Santa Croce - San Lorenzo Market & more..)
Later we'll drive inside the Chianti Region, that takes in the iconic landscape of a rolling hills, avenues of cypress trees and medieval hilltop towns. We'll drive through the vineyards of Chianti, along ancient pilgrimage trails. For lunch we'll feast in a typical Tuscan farm, tasting Lasangna, Pecorino cheese, Ham and the best Wines of our Region. In the afternoon, we'll visit the Medieval town of San Gimignano and its magnificent towers tasting the best gelato of the world.
Take a look at: What to expect
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From
$375.71
Price varies by group size
From
$375.71
Price varies by group size

Best Of Tuscany In 1 Day From Livorno: Siena, Monteriggioni, San Gimignano
IF YOU ONLY HAVE ONE DAY IN LIVORNO, THAT'S THE BEST TOUR YOU CAN DO, OUR VEHICLES REACH ANY RESTRICTED PLACE AND WE TAKE OUR CUSTOMERS INSIDE THE HISTORICAL CITY CENTER
…More
From
$937.45
per group
From
$937.45
per group

San Gimignano and Abbey of San Galgano
In the heart of Tuscany and Chianti.
Hills, vineyards, unspoiled nature.
Intact medieval cities.
Unforgettable atmospheres.
…More
From
$431.14
per group
From
$431.14
per group

Siena Magica Private Walking Tour
On this private guided walking tour you will explore a city that has been declared a UNESCO World Heritage Site. You will see its main and beautiful sites, such as the Cathedral of Siena, Piazza del Campo, Torre del Mangi, Fonte Gaia, Piazza del Mercato.
The beautiful city of Siena is famous not only for its splendid and historic buildings and the picturesque landscape that surrounds it, but also for its cuisine, art, museums, medieval cityscape and, of course, the Palio, the famous horse race held here twice a year.
…More
From
$112.71
Price varies by group size
From
$112.71
Price varies by group size

Private Day Tour in Siena
Pleasant tour in medieval history.
Unique monuments.
Admission to the Duomo unforgettable.
Ancient history and traditions.
…More
From
$407.37
From
$407.37

Saturnia and Città del Tufo in E Bike
This is the most ancient but still intact tour of the Etruscan and Roman Maremma.
The thermal and healing spring attracts users from all over the world.
Here you can breathe authenticity, history and rurality.
Breathtaking views. Spectacular wines.
The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects.
…More
From
$220.20
From
$220.20

Siena and San Gimignano Private Shore Excursion for Cruisers
This private shore excursion has been designed for those who have already visited the famous cities of Florence and Pisa, and are interested in exploring other beautiful areas of Tuscany rich in charm, history, and culture.
Siena’s history extends as far back as Ancient Rome as a Roman colony. For centuries since, Siena grew into a prosperous significant medieval town, a rightful rival to the neighboring Florence.
One of the historic traditions that date back to ancient tribal systems retained in Siena, is the town’s 17 districts (contrade)- each with its own coat of arm and strong identity. Every July 2 and August 16 the Palio is held in Piazza del Campo.
San Gimignano has a distinctive skyline which has earned it its nickname "Medieval Manhattan" of Tuscany. During the Middle Ages towers were a symbol of power, therefore prestigious families competed in building the tallest and greatest towers to establish their relevance in the community.
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From
$882.31
per group
From
$882.31
per group

Full Day Sailing Trip in the Mediterranean from Cecina, Tuscany
Tuscany is know for its natural beauty and historical places. Here we offer the chance to see Tuscany from a different viewpoint! Here you can enjoy a day out on the Mediterranean where our guests can relax in a totally different atmosphere.
A day on SV Speranza, a comfortable 1980's racer cruiser
During the day we will provide a freshly prepared lunch and drinks and snacks throughout the day.
A tour of the local seascape where you will see the outlines of the islands of Gorgona, Capraia, Elba and perhaps Corsica.
The more adventurous may want to take part in the sail (conditions permitting) being able to take the helm, raise, sheet and lower the sails and more.
We can pause for a ocean swim if required where we also have a paddle board available.
Day can be tailored to your needs (duration and start time). We can include the sunset if you don't mind a later start! - Also check out our three day sail to Elba option
Tour is cancellable due to inclement weather!
…More
From
$241.53
Price varies by group size
From
$241.53
Price varies by group size
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- Mangia Tower (Torre del Mangia) Tours & Tickets
- Palio of Siena (Palio di Siena) Tours & Tickets
- Fonte Gaia (Gaia Fountain) Tours & Tickets
- Baptistery of San Giovanni (Battistero di San Giovanni) Tours & Tickets
- Siena Cathedral Museum (Museo dell’Opera Metropolitana) Tours & Tickets
- National Art Gallery of Siena (Pinacoteca Nazionale Siena) Tours & Tickets
- Siena Historic Center (Siena Centro Storico) Tours & Tickets
- Montalcino Fortress (Fortezza di Montalcino) Tours & Tickets
- Santa Maria della Scala Tours & Tickets
- Piccolomini Library (Libreria Piccolomini) Tours & Tickets
- Things to do in Tuscany
- Things to do in San Gimignano
- Things to do in Chianti
- Things to do in Florence
- Things to do in Livorno
- Things to do in Pisa
- Things to do in Lake Bolsena
- Things to do in Assisi
- Things to do in Bologna
- Things to do in Ravenna
- Things to do in Rome
- Things to do in Genoa
- Things to do in Venice
- Things to do in Umbria
- Things to do in Emilia-Romagna