Top Italy Spring Break in 2026

Chianti is globally renowned for its wines, but getting there—and getting around—requires private transportation. Enjoy behind-the-scenes visits to two historic wineries during this half-day wine-tasting tour. Admire stunning scenery and learn to taste wine like a pro as you explore the vineyards and wine cellars of two historic estates. Then sit down to a locally sourced Tuscan dinner, with the sun setting over the hills of Chianti as your backdrop.

Explore its enchanting villages to discover some of the most fascinating sights of southern Tuscany and savor the flavors of this land with a wine and local product tasting experience. This land was already well-known and loved by the ancient Etruscans, who made it a key strategic area for their civilization. A land rich not only in history but also in flavors: from fine wines to delicious local cuisine, this tour is the perfect opportunity to taste wine and local products. The first stop is Montemerano has been recently included among Italy’s Most Beautiful Villages. The next stop is the thermal area of Saturnia, home to the stunning Cascate del Mulino (Mill Waterfalls). Nicknamed "Little Jerusalem", Pitigliano was home to a thriving Jewish community from the 16th century onwards. Here, time seems to have stood still, making it the perfect place to end this unforgettable journey through the wonders of Maremma Tuscany.

While most cruise passengers make a beeline for Pisa or Florence, skirt the crowds and experience a quieter side of Tuscany in the Maremma wine country. Set off directly from the port with your private drive to visit two or three boutique wineries for tours and tastings, plus take a break in between at the spectacular Cascate del Mulino hot springs.

Skip the tourist plates when in Rome, and eat as the locals do instead. This lunchtime food tasting with wine is led by a local guide, and takes place in an 18th-century underground cellar in the Trastevere neighborhood for an atmospheric experience. You’ll savor samples from different regions in Italy such as pungent gorgonzola cheese and taggiasche olives, and sample different varietals of wine including a prosecco.

The program is structured with a guided tour within the 4 hectares of the winery close to the archaeological site of Pompeii, among historical testimonies, vineyards and elegant structures of the cellar. The tour ends with a tasting of varied wines and a traditional Neapolitan menu of dishes inspired by ancient Rome. Lunch (all inclusive) with digestives and desserts is € 32 or € 40 per person depending on the course, and is not included in the tour price.

Spend the day in Assisi without worrying about train schedules or complicated car rentals during this full-day private tour from Florence. Travel through Tuscany and Umbria’s rolling green hills by chauffeured and climate-controlled vehicle. In Assisi, visit three sacred pilgrimage sites (including the Basilica of Saint Francis) alongside a guide, topped off by a gourmet sit-down lunch with wine.

Embark on a delightful shore excursion from Civitavecchia Port and explore the picturesque Southern Tuscany towns of Montepulciano and Pienza. Immerse yourself in the region’s rich history, taste world-renowned wines, and indulge in authentic Pecorino cheese. This private or shared tour offers the perfect blend of culture, cuisine, and scenic views.

Visit Monteriggioni, San Gimignano, and more on a customizable 8-hour private tour. After pickup from your Siena hotel, discover the Tuscan countryside in a luxury vehicle, complete with complimentary WiFi and refreshments. Given that you’re in the heart of Chianti Classico, a tasting at a local winery is highly recommended. But you're free to pick and choose which locations you’d like to visit and your guide will happily oblige.

This customized day trip pairs the otherworldly landscapes of southern Tuscany with the region’s frozen-in-time villages and prized flavors. Relax and take in the views from a luxury vehicle while a private guide and driver handles the country roads. Taste famed Brunello wine in Montalcino and Pecorino cheese in lovely Pienza, visit a medieval monastery, and get hand-picked recommendations for an authentic Tuscan lunch.

Take in the best of Tuscany's Chianti wine country without the hassle of navigating unfamiliar roads or public transportation with this private day trip from the Livorno port. Save hours with port pickup and enjoy free time to explore the medieval center of San Gimignano on your own. Then set off for a scenic drive through the Chianti hills, opting to stop at a winery for lunch or a tasting (own expense) before the return drive to the cruise port.

Departure from your accommodation. Visit to the archaeological site of Pompeii and find out what life was like before the catastrophic eruption of Vesuvius in 79 AD Follow your archaeological guide in the western part of the city and observe important buildings and structures such as the Basilica, the Forum, the thermal baths, the bakery, some residential houses and more, Afterward, visit an authentic winery and vineyard for lunch and a wine tasting before getting driven back to your accommodation.

Experience the wonders of Pompeii and indulge in a delightful wine tasting tour with our all-inclusive package starting from Positano. Immerse yourself in the rich history of Pompeii as you explore the ancient ruins of this UNESCO World Heritage Site. Walk through the streets frozen in time by the catastrophic eruption of Mount Vesuvius in 79 AD. After your fascinating journey through Pompeii, treat your senses to a wine tasting tour. Sample exquisite wines and savor the flavors of the region as you learn about the art of winemaking from knowledgeable experts. Indulge in a perfect blend of history, culture, and gastronomy on this unforgettable tour. Join us for a day filled with exploration, relaxation, and the pleasures of fine wine.

Embark on a memorable journey to Pompeii and Mount Vesuvius from the picturesque town of Positano, Italy. Explore the ancient ruins of Pompeii, a UNESCO World Heritage site frozen in time by the catastrophic eruption of Mount Vesuvius in 79 AD. Walk through the well-preserved streets, houses, and public buildings of this once-thriving Roman city, gaining insight into daily life during the Roman Empire. After immersing yourself in history, ascend the mighty Mount Vesuvius, the only active volcano in mainland Europe. Enjoy panoramic views of the Bay of Naples from the crater's edge, a unique vantage point to appreciate the beauty and power of this iconic landmark. As you descend, indulge in a delicious lunch featuring local cuisine and a wine tasting experience showcasing the flavors of the region, a perfect way to savor the essence of Southern Italy. This all-encompassing excursion promises a blend of history, nature, and gastronomy for an unforgettable day trip from Positano.

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and nature converges in a perfect dance. Join us for a "Food and Wine" experience that will awaken your senses and transport you to a world of sensory delights. Begin your journey in the heart of Montepulciano, a Renaissance gem nestled among lush hills... or we can start from the countryside and the farm, depending from your arrival! Explore historic cellars where the famous Vino Nobile di Montepulciano comes to life. Taste the secrets preserved in oak barrels and discover the mastery of local winemakers. Savor delicious local products, from extra virgin olive oil to cheese and cold cuts specialties that embody the authentic taste of the region. This is not just a tour; but a total immersion into the art of fine dining and wine culture. Experience the history in the vineyards, and the joy in savoring authenticity in every sip.

Pleasure your palate with fine Italian wine during this express wine-tasting session in Milan. With a professional sommelier, you’ll sample four wine varietals—including red, white, and sparkling—while learning about their origins and manufacture, and enjoy a cheese and charcuterie platter. Plus, you’ll have chance to buy some of your favorite wines after the tasting session.

Savor a wine tasting at a historic family-run winery near Rome, where centuries of tradition meet locally produced wines. Choose to explore the charming streets of Tivoli or visit Villa d’Este, known for its Renaissance gardens and fountains. Enjoy hotel pickup and private round-trip transportation for a seamless experience.

Discover the wine of Italy’s prestigious Piedmont region on a private tour with a local winemaker guide. After leaving Milan, you’ll travel to the Barolo and Barbaresco wine regions, learning about the grapes and winemaking techniques as you go. Stop to visit cellars and vineyards, taste the wine, and even add on a 3-course lunch plus coffee at your own expense, if you wish.

Combine a scenic, gently-paced cycling ride with a tasty lunch and wine tasting during this half-day, small-group excursion in Tuscany. Bike through winding country rodes and picturesque villages. Then, taste local wines in a vineyard and enjoy a Tuscan lunch. Upgrade to an e-bike at an additional cost.

Visit of the lunar landscapes that characterize the volcano and tasting with visit of an Etna winery. - Pick up at an accommodation or agreed meeting point; - Visit of the Silvestri Craters at an altitude of 2000 meters; - Visit of a lava flow cave (helmets and torches supplied); - Visit of the "Valle del Bove"; - Visit of the famous lava flow of 1991/93 which reached the gates of the town of Zafferana; - Tasting of typical products and wines with a visit to a winery; - Drop off at the accommodation or meeting point.

Wine buffs will appreciate this 1-way private transfer service, with pickup from your Florence accommodation and drop-off at your Roman address, and a stop in the pretty hilltop town of Montepulciano, too. Your private driver/guide will introduce you to the town then transport you to some cellars for a wine-tasting and light lunch (own expense).

Enjoy an unforgettable day: let yourself be guided through the rolling hills and vineyards while admiring the beautiful Tuscan landscapes! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking.  Thanks to this tour you will be able to appreciate wines and food and to learn more about our history and traditions: in two words, our Tuscan life style!

A unique way to discover the colours, the landscapes, to taste the flavours of this land, come and meet the producers, enojoy the wines, and immerse yourself in Val d’Orcia! Our tour will combine the perfect Brunello di Montalcino wine with our typical Tuscan cooking. Thanks to this tour you will be able to appreciate wines and food and learn more about our history and traditions: in two words, our Tuscan life style! 10.00am Departure from Montalcino – Via Circonvallazione, 3 10.10am Arrive at MARTOCCIA . 11.45am Will reach PIOMBAIA – Biodynamic estate 1.00pm lunch in the historical villa, (4 coursed menù) After lunch, guided visit of the cellar 3.45pm We'll reach SAN CARLO estate. 3.15pm We move towards the historical cellar of CONTI COSTANTI, one of the oldest of Montalcino’s area. 7.00pm We’ll return to Montalcino – via Circonvallazione, 3

Combine wine and archaeology on this day trip to Pompeii from Naples or the Amalfi Coast. With an archaeological guide, explore the World Heritage–listed ruins of Pompeii, the ancient city covered in volcanic ash from the eruption of Mt Vesuvius. Then enjoy a lunch of fresh regional products and a wine tasting at a nearby vineyard.

Discover the picturesque landscape of Montalcino on a full-day tour from Florence that features the region’s renowned Brunello wines. Visit at least two wineries and a vineyard, learn about the winemaking process, and take in landmarks including the Abbey of Sant'Antimo. This private tour accommodates groups of up to 7 people.