Best Tuscany Tours & Trips

Add color to your stay in Tuscany. The region in central Italy offers fine art and fine wine, delectable cuisine to please your palate, and a breathtaking countryside. Visit Florence, the cradle of the Renaissance, to see some of the era’s most important works at the Uffizi Gallery, explore the rolling hills of the countryside, behold Siena’s Gothic Cathedral, or relax in Saturnia’s thermal baths.
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5-Day Italy City Break Tour from Rome: Florence, Bologna and Venice
Likely to Sell Out
Instant Confirmation
4.4 (8 reviews) Tour Code: 731841
Start / End City
Rome
Duration
5.0 Days
City & Attractions
Rome, Assisi, Siena +11 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,197.00
8-Day Discovery of Italy Tour from Rome with Airport Transfers: Florence, Bologna and Venice | Hop-On Hop-Off | Vatican Museums: Skip the Line
Likely to Sell Out
Free Airport Pick up & Drop off
Instant Confirmation
4.4 (4 reviews) Tour Code: 735819
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Assisi, Siena +12 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,838.55
13-Day Italian Escapade Summer Tour from Rome: Florence, Venice and Sorrento | Lake Maggiore | Classic Group | 2 Countries and 14 Cities | 12 Breakfasts & 7 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
5.0 Tour Code: 730149
Start / End City
Rome
Duration
13.0 Days
City & Attractions
Rome, Vatican City, Siena +26 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $5,438.16
$4,894.34
8-Day Italian Intermezzo Winter Tour from Milan: Venice, Florence and Rome | Classic Group | 2 Countries and 7 Cities | 7 Breakfasts & 3 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
5.0 Tour Code: 730533
Start / End City
Milan, Rome
Duration
8.0 Days
City & Attractions
Milan, Venice, Pisa +17 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $2,565.64
$2,309.08
9-Day Country Roads of Umbria & Tuscany Summer Tour from Rome: Perugia, San Gimignano and Florence | Classic Group | 2 Countries and 11 Cities | 8 Breakfasts, 1 Lunch & 4 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
5.0 Tour Code: 730659
Start / End City
Rome
Duration
9.0 Days
City & Attractions
Rome, Vatican City, Perugia +12 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $3,074.40
$2,766.96
11-Day European Dream Summer Tour from Venice: Rome, Florence, Lucerne and Paris | Classic Group | 4 Countries and 9 Cities | 10 Breakfasts, 2 Lunches & 3 Dinners
Operated by Insightvacations
Free Airport Pick up & Drop off
5.0 Tour Code: 729999
Start / End City
Venice, Paris
Duration
11.0 Days
City & Attractions
Venice, Rome, Vatican City +23 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $5,544.00
$4,989.60
12-Day Road to Rome Summer Tour from Paris: Lucerne, Innsbruck, Venice, Florence and Rome | Classic Group | 6 Countries and 13 Cities | 11 Breakfasts, 1 Lunch & 4 Dinners
Operated by Insightvacations
Free Airport Drop off
5.0 Tour Code: 730194
Start / End City
Paris, Rome
Duration
12.0 Days
City & Attractions
Paris, Lucerne, Vaduz +21 more
Languages
English Live
Group Type
Standard Group Tour
Save 10%
From $5,416.88
$4,875.19
10-Day Europe Highlights Tour from Rome: Venice, Munich, Amsterdam, Paris, Swiss Alps, Florence | Vegetarian Friendly
Operated by Expat Explore
Meals included
Vegetarian Friendly
Price Match Guarantee
5.0 (5 reviews) Tour Code: 203578
Start / End City
Rome
Duration
10.0 Days
City & Attractions
Rome, Venice, Innsbruck +25 more
Languages
English Live
Group Type
Standard Group Tour
From
$2,845.00
7-Day Taste of Italy Tour from Rome to Venice, Florence and Tuscany | Free Day in Venice | Vegetarian Friendly
Meals included
Vegetarian Friendly
Price Match Guarantee
5.0 (5 reviews) Tour Code: 199351
Start / End City
Rome
Duration
7.0 Days
City & Attractions
Rome, Venice, Florence +22 more
Languages
English Live
Group Type
Standard Group Tour
From
$1,205.00
Ultimate Tuscany Day Trip From Florence: Siena - San Gimignano - Chianti - Pisa**Lunch at a Chianti Winery || UNESCO World Heritage**
4.5 (3 reviews) Tour Code: 204598
Start / End City
Florence
Duration
1.0 Day
City & Attractions
Siena, San Gimignano, Pisa +5 more
Languages
English Live
Group Type
Standard Group Tour
From
$110.85
Siena and San Gimignano Day Trip from Florence**UNESCO World Heritage | Food and Wine Tastings | Siena Cathedral Upgrade Available**
5.0 Tour Code: 536707
Start / End City
Florence
Duration
11.0 Hours
City & Attractions
Tuscany, San Gimignano, Siena +1 more
Languages
English Live
Group Type
Standard Group Tour
From
$82.24
Delectable Chianti Wine Tour from Florence**2 Wine Tastings | Chianti Classico | Via Chiantigiana | Castellina**
5.0 Tour Code: 204595
Start / End City
Florence
Duration
1.0 Day
City & Attractions
Tuscany
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
From
$58.40
Tuscany Day Trip From Florence: Siena - Monteriggioni - San Gimignano - Pisa
5.0 Tour Code: 204604
Start / End City
Florence
Duration
1.0 Day
City & Attractions
Pisa, San Gimignano, Siena +5 more
Languages
English Live
Group Type
Standard Group Tour
From
$321.81
8-Day Best of Italy Tour From Rome: Siena, Tuscany, Florence, Venice and Vatican | UNESCO World Heritage
4.0 (1 reviews) Tour Code: 202735
Start / End City
Rome
Duration
8.0 Days
City & Attractions
Rome, Siena, Assisi +18 more
Languages
English Live, French Live, Portuguese Live +1 more
Group Type
Standard Group Tour
From
$1,265.32
Tuscany Wine Tour from Pisa: Chianti Wine Region
5.0 Tour Code: 56179
Start / End City
Pisa
Duration
5.0 Hours
City & Attractions
Tuscany
Languages
English Live
Group Type
Standard Group Tour
From
$94.16
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The Gems of Tuscany

What’s so special about Tuscany? Why is this region of Italy so popular? We’ve seen the name Tuscany in books and we’ve seen its beautiful landscape captured in paintings, photographs, and movies; and those images don’t lie. The land is beautiful and lush with a panorama that’s deliciously inviting.

The Tuscan region is located centrally. Aside from its landscape, which stretches from the sandy coast of the Tyrrhenian Sea to its rolling mountains from the Apuan Alps to Colline Metallifere, its artistic heritage makes it a top draw for visitors everywhere. Tuscany tours have been and continue to be much in demand.

Florence is the undisputed queen of the region. The capital of Tuscany, both the province and the city, lives up to the title of one of Europe’s most beautiful. Touted as the cradle of the Renaissance, the city is clothed in the beauty and riches of historical and artistic masterpieces—architecture; painting and sculpture; and literary, musical, and performance arts—from its famous creative denizens. Giotto, Michelangelo, Brunelleschi, Dante Alighieri are just sampling of its notables.

Walk around and enjoy its marvelous architecture or visit the many galleries and museums to see the masterpieces up close. Definitely make time for the Uffizi Gallery for some Botticelli and Leonardo da Vinci, and the Accademia where Michelangelo’s famous David resides.

Of course, there are many more stops and much, much more culture, history and art to gorge on even before you reach Florence. Tours of Tuscany can take you over a region dotted with many other places worth visiting—there’s Lucca, Arezzo, Montalcino among numerous others. There’s also more than just gorgeous architecture and art, there’s wonderful food and wine. Tuscany wine tours have grown in popularity over the years for that very reason. You’ll never run out of rich and beautiful sites to visit and explore in between wine tastings with vineyards spread out through many valleys that interconnect the various towns and cities.

Visit Siena, another of Tuscany’s famous cities. Its dominantly medieval cityscape along with its bountiful art and culture have made it a famous destination for tourists worldwide. If you make it to the city, you’ll definitely make it to the Piazza del Campo. That site alone is sure to yield numerous frames on your camera and most of them share-worthy on your social media platforms. Siena is also right smack in the middle of the famous wine regions. Surrounded by Chianti in the northeast, San Gimignano in the west, and Montalcino in the south; it is a must for those thirsty for a taste.

Remember Chianti? Yes, that stereotypical bottle of wine that goes with Italian restaurants and checked table cloths is actually one of Italy’s most famous. It derives its name from the area its grapes come from. But the region can boast of many more wines. In Tuscany, vineyard tours are setting the trend, pairing their best wines with their delectable cuisine. Visitors go all over the the region to enjoy the wines primarily, and the sights as a fantastic secondary aim. Go on a Chianti, Brunello di Montalcino, or Vernaccia di San Gimignano tasting tour. Better yet, try all of them!

Off to the coast is Pisa. We’ve all heard about the Leaning Tower so you have two choices, go with the flow and get into it, silly poses in the photo and all, or just enjoy it from a distance as part of the scenery—that is, if you don’t intend to set foot in the Piazza dei Miracoli at all. The Duomo’s golden coffered ceiling is also a sight to behold.

This once powerful maritime rival of Venice has also been a center of education for centuries. This means that Pisa has had centuries of perfecting local hotspots, good and affordable food and drink, and just overall great social spaces.

Make your way around the region with Tuscany tour packages from various starting points. Tuscany tours from Rome come in a variety of packages. Should you choose to tackle the region from the north, booking Tuscany tours from Florence is even better.

Best Time to Visit Tuscany

Winter 2026
Winter in Tuscany is mild by alpine standards but still cool, especially overnight. Daytime highs often hover between 7-12 °C (45-54 °F), with colder dips in inland and mountainous zones; evenings and nights may drop close to freezing. The skies are more variable, rain is more likely, and snow is rare except at high altitudes. This season offers a different kind of charm - quiet streets in cities like Florence or Siena, festive Christmas markets, and intimate villa stays with wood fires. Visit museum-rich days in town, explore historic churches, or take cozy food-and-wine tours in the countryside when the normal daytime bustle has subsided. The coast remains temperate - though not beach weather - so seaside walks in places like Livorno still feel refreshing. For travellers happy to slow down, enjoy introspection and avoid crowds, winter yields a peaceful and genuinely Tuscan experience.
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Spring 2026
As the region awakens, Tuscany blossoms into a verdant canvas, mild and increasingly sunny. Daytime highs during spring typically climb from around 15 °C (59 °F) in March to nearer 20-22 °C (68-72 °F) by May, though nights remain cool and occasional showers still appear. This is a prime time to explore the rolling hills of the Chianti wine region when vineyards start to awaken, wander through the hill-towns of San Gimignano and Volterra under fresh green canopies, or roam the historic streets of Florence without the height of summer crowds. Coastal stretches like the Maremma are becoming pleasant for a dip or beach walk, though water may still be cool. Last-minute picks are easier, festival-minded travellers can enjoy events such as Easter processions or flower-markets, and you’ll savour cafés outdoors while the air still feels crisp.
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Summer 2026
Summer in Tuscany brings long, sun-soaked days and warm to hot temperatures, average highs range from the mid-20s °C to more than 30 °C (77-86 °F) especially in July and August. Nights warm up too, especially in towns like Florence and Pisa. Though storms are rare, humidity can rise and crowds swell. This is beach season along the Tyrrhenian coast - consider places like the gulf near Livorno or the pine-fringed shores of the Versilia. In the countryside you’ll find meadows, sunflower fields and vineyards at full tilt; in the cities you’ll experience lively evenings and open-air concerts. Hill-towns like Siena offer slightly cooler respite and historic sites such as Piazza del Campo still buzz with activity. That said, accommodation and tours are at peak demand, and midday museum visits may stretch under the heat - so schedule early, drink plenty of water, and use the cooler early morning or evening hours for outdoor exploring.
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Autumn 2026
Autumn casts Tuscany in warm hues and pleasant weather - early September still delivers highs in the low-to-mid 20s °C (70s °F) and by October many days stay comfortable around 18-20 °C (64-68 °F); nights gradually cool further. Rainfall begins to pick up in November, making late autumn moodier but rich with atmosphere. This is harvest season: vineyards in regions such as Chianti and around Montalcino bustle with grape picking, truffle-hunts and food festivals. In the countryside the foliage turns gold and russet, perfect for scenic driving and photography around towns like San Gimignano or the Val d’Orcia. City breaks in Florence or Pisa are quieter than summer, and you’ll enjoy slower-paced mornings on piazzas. Outdoor adventures - hikes in the Tuscan-Emilian Apennines, bike rides through vineyard lanes - are still very feasible, provided you bring a light rain layer.
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Reviews for Tuscany Tours

R
5-Day Italy City Break Tour from Rome: Florence, Bologna and Venice

The perfect Italian escape!

What an incredible week! From start to finish, everything ran smoothly. The motorcoach was comfortable, and the transfers were always on time. I really liked the balance between guided sightseeing and free time—especially in Florence, where we had space to wander and shop a bit. The food was another highlight. That Tuscan lunch with local wine in Montepulciano was heavenly, and I still dream about the pasta in Bologna. Venice was the cherry on top—walking across the Bridge of Sighs at sunset felt surreal. Honestly, for a short trip, this covered so much ground without ever feeling chaotic. Worth every penny.

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H
8-Day Discovery of Italy Tour from Rome with Airport Transfers: Florence, Bologna and Venice | Hop-On Hop-Off | Vatican Museums: Skip the Line

Worth every moment and every euro

This trip packed so much into 8 days and somehow never felt overwhelming. The airport transfer was seamless, which is always a relief when arriving in Rome after a long flight. The guides were top-notch, balancing history with local stories that brought the cities alive. I especially loved Siena and Padua, two places I never would have visited on my own. The bus rides were scenic and restful, the meals included were high quality (especially the Tuscan lunch with wine!), and the hotels were very comfortable. Ending the trip with a Vatican Museums skip-the-line tour was the perfect finale. Honestly, I couldn’t have asked for a better way to experience Italy’s highlights without the stress of planning everything myself.

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A
10-Day Europe Highlights Tour from Rome: Venice, Munich, Amsterdam, Paris, Swiss Alps, Florence | Vegetarian Friendly

Sunny Southern Europe Sojourn

My trip to Southern Europe was nothing short of amazing! From the breathtaking beaches of Greece to the ancient ruins of Rome, each destination left me in awe. The locals were incredibly warm and hospitable, making me feel like family. Can' t wait to return for more sun, sea, and adventure!

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A
Ultimate Tuscany Day Trip From Florence: Siena - San Gimignano - Chianti - Pisa**Lunch at a Chianti Winery || UNESCO World Heritage**

tour

My husband and I had a great experience in this tour. Our guides are excellent and knowledgeable. We suggest that lunch be scheduled earlier, if not - make sure let tourist know to bring some snacks during travel. Very well organized. Highly recommend this.

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