Tuscany 360°: a journey through art, wine, and culture

8 days • 7 nights
First departure Sun, 15 Jun 2025
From
$2,188
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50%
nature
Nature and adventure
50%
40%
relax
Relax
40%
80%
history
Monuments and history
80%
99%
culture
City and cultures
99%
40%
party
Party and nightlife
40%
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360°, Food & Wine
Italy 8 days
Next departure Sun, 15 Jun 2025
From
$2,188
Deposit from $104
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What's included

Money pot? Find out more!

Frequently asked questions

Itinerary

day 1

Welcome to Italy!

culture
100 %
Check in: our adventure starts in Rome!
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Roundtrip flights or transportation to reach the destination are not included in the package, so you can decide from where and when you want to leave! This gives you complete freedom of choice to adjust your travel itinerary to your needs.

Upon arrival at our Rome accommodation, we'll have a welcome meeting. Once settled, let's dive straight into the vibrant Roman nightlife. What shall we choose for our inaugural Capitoline aperitif: a refreshing Spritz or a timeless glass of wine?

Included: overnight stay, breakfast

Not included: airport transfer, food and drinks

day 2

Road to Tuscany: a stop in enchanting Orvieto

history
50 %
culture
50 %
Orvieto, a stunning hilltop town
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Our Tuscan adventure begins as we leave Rome behind and journey north towards Montecatini. But first, we make a stop in Orvieto, a stunning hilltop town perched on a dramatic cliff of volcanic rock. With two hours to explore, we can wander its medieval streets, admire the breathtaking Duomo, and maybe sip a glass of local Orvieto Classico. A quick funicular ride whisks us up to the historic center, where time seems to slow down.

After soaking in the charm of this hidden gem, we continue our scenic drive to Montecatini, ready for the next chapter of our Italian escape.

Included: breakfast, transportation and overnight stay

Money pot: funicular ride (Orvieto), entry fees and optional excursions

Not included: food and drinks not mentioned above

day 3

Florence: art, vibes and the perfect panino

history
40 %
culture
40 %
party
20 %
Florence is pure magic
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Florence is a city that needs no introduction—home to Michelangelo’s David, breathtaking architecture, and a buzzing atmosphere that blends history with a modern, youthful energy. We’ll hop on a train from Montecatini and, in no time, here we are, wandering through the heart of the Renaissance.

Included in our adventure is a three-hour walking tour with a local guide who will bring Florence to life with stories of Medici power, artistic genius, and hidden gems you’d never find on your own. We’ll stand in awe of the Duomo, stroll across the iconic Ponte Vecchio, and soak up the vibrant energy of Piazza della Signoria.

After the tour, it’s time to indulge—think creamy gelato, a classic panino from an old-school bottega, or a Florentine steak if we’re feeling bold. Florence is a feast for the senses, and today, we’re savoring every bit of it!

Included: breakfast, roundtrip train to Florence, 3 hrs walking tour with a private local guide and overnight stay

Money pot: mandatory headsets for the walking tour, entry fees and optional excursions

Not included: food and drinks not mentioned above

day 4

Pisa, Lucca and the secrets of Italian cuisine

history
40 %
culture
40 %
party
20 %
A day of discovery and deliciousness!
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Get ready for a day packed with iconic sights and mouth-watering flavors! We start our adventure in Pisa, home to the world-famous Leaning Tower. But did you know Pisa is also a medieval gem, with quirky streets and cool spots beyond the tower?

After snapping some pics, we’ll make our way to the stunning Lucca area. Here, we’ll dive into an Italian cooking class, where we’ll learn to whip up some local delicacies. Ever tried making fresh pasta from scratch? Or perfecting a classic Tuscan ragù? Now’s your chance! Once we’re all masters of the kitchen, we’ll enjoy a light lunch with fresh, local ingredients that’ll make our taste buds dance. This day is all about discovering new flavors, new places, and new memories!

Included: breakfast, transportation, 2 hrs cooking class with light lunch and overnight stay

Money pot: tips, entry fees and optional excursions

Not included: food and drinks not mentioned above

day 5

Chianti: bike adventure and wine tasting

nature
40 %
history
20 %
culture
40 %
Wine tasting and a scenic transfer
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Get ready for a day filled with adventure, nature, and of course, amazing wine! We start with an exciting tour in the breathtaking Chianti hills—an area renowned for its rolling vineyards, charming medieval villages, and cypress-lined roads. We can also decide on a bike tour: whether we’re seasoned cyclists or just here for the views, the electric assistance will make sure we enjoy the journey without breaking a sweat!

Along the way, we’ll visit a beautiful local farmhouse, where the air is filled with the scent of fresh Tuscan earth and vine. Here, we’ll have the chance to taste three exquisite wines, each carefully selected to represent the flavors of Chianti. As we sip it, let’s enjoy a selection of local snacks, including pecorino cheese, salami, and freshly baked bread. It's the perfect way to get a taste of the region's rich culinary tradition.

After soaking in the flavors of Chianti, we’ll move to Chianciano, a charming spa town nestled in the heart of Tuscany. It's the perfect spot to relax and unwind after an unforgettable day of exploration, cycling, and indulging in Italy’s finest wine. Fun fact: Did you know that Chianti wine is made from a grape variety called Sangiovese, and the region itself has been producing wine for over 2,000 years? The E-Bike tour makes it all the more special, combining history, nature, and the best local flavors!

Included: breakfast, transportation, e-bike tour, wine tasting and overnight stay

Money pot: tips and optional excursions

Not included: food and drinks not mentioned above

day 6

Val d'Orcia and Montalcino

history
50 %
culture
50 %
A journey through Tuscany's timeless beauty
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Get ready to explore the stunning landscape of Tuscany as we move through the enchanting Val d'Orcia and the historic hilltop town of Montalcino. This half-day adventure takes us through picturesque rolling hills, vineyards, and charming medieval villages that seem to have leaped out of a painting. Val d'Orcia is not just about breathtaking views; it’s a UNESCO World Heritage site known for its perfect harmony between nature and human activity.

As we visit Montalcino, we’ll find ourselves walking in the footsteps of history. This town is famed for its Brunello wine, one of the most prestigious in the world. And did you know? The area has roots that stretch back to ancient Roman times! In fact, the Romans had a heavy presence here, and it’s said that the ancient roads passing through the region were some of the main routes for transporting their wine.

Some of the land around Val d'Orcia was even used in the making of the famous movie Gladiator, where the breathtaking landscapes provided the perfect backdrop for the epic film! So, get ready for a mix of natural beauty, history, and a touch of Hollywood magic as we wander through this Tuscan paradise.

Included: breakfast, transportation and overnight stay

Money pot: entry fees and optional excursions

Not included: food and drinks not mentioned above

day 7

La dolce vita in Rome awaits

history
50 %
culture
50 %
Transfer to Rome and free time to explore

Get ready for an unforgettable Roman adventure! After a smooth transfer to the Eternal City, the rest of the afternoon is for us to explore at our own pace. Stroll through the charming cobblestone streets of Trastevere, where vibrant houses and hidden trattorias invite us to experience authentic Roman life. Then, let’s get to the iconic Fontana di Trevi—and let’s not forget to toss a coin and make a wish! From there, head to Piazza di Spagna and climb the famous Spanish Steps, where we can enjoy breathtaking views of the city below.

Whether you're sipping a coffee at a piazza, browsing boutique shops, or simply soaking up the lively atmosphere, this is your chance to indulge in the true essence of la dolce vita. Let the city’s timeless beauty charm you!

Included: breakfast, transfer to Rome and overnight stay

Money pot: public transport within Rome, entry fees and optional excursions

Not included: food and drinks not mentioned above

day 8

Goodbye Italy

history
50 %
culture
50 %
Check out and goodbye

Check-out and goodbye – until your next WeRoad adventure!

Not included: airport transfer, food and drinks

End of services.

The itinerary may undergo some variations that differ from what is stated above. These variations may not be predictable nor depend on WeRoad’s will, i.e. climate conditions, national holidays, strikes, etc.

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The travel coordinators

Our travel coordinators are chosen because they are people like you. Not only are they the best travel buddy you could hope for, but they're trained professionals guaranteed to show you a travel experience like never before

Available dates

Sun, 15 Jun 2025 Sun, 22 Jun 2025

Planned
Total
$2,396
Book your spot with a $104 deposit

Sun, 13 Jul 2025 Sun, 20 Jul 2025

Planned
Total
$2,396
Book your spot with a $104 deposit