Top Florence Spring Break in 2026

Take in the Tuscan Hills in style on this private experience from Florence to Chianti. Explore Tuscany in a vintage Fiat 500 without having to drive yourself. Relax as you take in scenic countryside and panoramic views, and stop at a local cafe to indulge in rustic bread and oil and a glass of Chianti. Ideal for travelers who want a break from the hustle and bustle of the city.

This small-group experience blends the iconic towers of San Gimignano with a personally hosted winery lunch at a family-run Chianti estate. Rather than rushing between multiple stops, the tour focuses on quality time in each location, combining medieval history, scenic countryside drives, and an immersive wine and food experience in an intimate setting limited to maximum 8 guests.

A private afternoon in the Chianti hills and San Gimignano, with pick-up at your hotel or villa in the Pisa, Volterra and Montaione countryside. • Private tour just for your group, in an air-conditioned Mercedes van • Pick-up at around 2:00 PM, back at around 7:00 PM • Private tasting at Cantine Guidi, a small family-run winery: 5 wines, including Vernaccia, Chianti Classico, Riserva and a Super Tuscan • Free time in San Gimignano, the medieval Town of Fine Towers • Friendly English-speaking driver sharing stories and tips along the way

The Italian cities of Pisa and Lucca are widely considered the gems in Tuscany’s crown, with rich history and beautiful architecture. On this full-day tour, visit both cities in one day with free time to explore at your leisure, and discover top attractions including the UNESCO-listed Leaning Tower of Pisa. Sample fine Chianti wines at a local winery, and enjoy personal attention with this private tour for only your group and guide.

Semi-private tour to Discover the enchanting Chianti Classico region on a meticulously crafted wine tour that immerses you in Tuscany's lush vineyards and celebrated wineries. Enjoy scenic drives in a luxury minivan, visit two organic wineries, and indulge in a delightful lunch paired with exquisite local wines. Led by expert guides with deep local knowledge, this tour offers insights into the winemaking process from passionate artisans. Perfect for wine lovers and food lovers, this experience caters to small groups and ensures a personalized itinerary for a memorable day in Tuscany. - Enjoy a full 5-hour tour of the Chianti Classico region - Semi-private for a maximum of 7 guests. - Visit 2 organic wineries with exclusive tastings of Chianti Classico and supertuscans wines - Savor a delicious locally-sourced lunch at a winery - Travel in luxury transportation from Florence with an expert guide -Scenic roads for a great experience - No pressure on buy wines

See more of Tuscany and travel from Florence to Pisa (and the surrounding area) on a hassle-free day trip with travel logistics planned for you. Pose for pictures in front of the Leaning Tower of Pisa and visit the town of Vinci (home of Leonardo da Vinci). Then, visit a winery and indulge in tastings while you learn all about winemaking in this region of Italy.

Avoid the hassle of trying to navigate your way around the Tuscan countryside and visit two top wineries in a single day with this small-group Chianti wine tour. Leave the driving to a professional and sip worry-free as you stop to sample local reds and whites at traditional cellars in the hills of Tuscany. Learn more about the area's wine-producing history and culture, plus enjoy tasty snacks while taking in views over the Chianti countryside.

Forgo the crowded coach tours and navigate the Chianti countryside by Vespa on this small-group excursion from Florence. A short lesson in a private lot comes first, so beginners can set off with confidence, then zip past vineyards, olive groves, and picturesque villages. The ride ends in San Gimignano, with free time in the medieval center before a lunch and wine tasting overlooking the Tuscan hills.

Make your journey just as exciting as your destination on a private 3-hour Tuscany tour in a vintage Fiat 500. You'll indulge in wine tasting at a family-run vineyard in Chianti without having to worry about driving afterward—your private guide takes the wheel to allow you to soak up the scenery.

The Chianti region is known for its world-class wines, so discovering the area and tasting some local produce is a must for any wine-lover. Escape the city and venture to the rolling hills of Tuscany's countryside, and learn about wine and olive oil production with guided tours of two vineyards. Plus, taste a selection of wines and local food specialties for the full Chianti experience—then, enjoy dinner amongst the vines.

Immerse yourself in Italian wines on this small-group tour and experience the best of Florence and Chianti from a sidecar. Meet winemakers and visit a working winery to explore its production processes. Then, enjoy wine tastings and even a Tuscan lunch complete with local products. As you explore the vineyards on this sidecar adventure, snap great photos and videos of timeless countryside views.

Florence sits just north of the Chianti wine region, but exploring this rural area on your own can be tricky. On this wine tour, leave the navigating to a professional and focus on the views as you drive from Florence through the Chianti hills. Stop for tours and tastings at three traditional, family-owned wineries to learn about their history and production and sample prestigious reds and whites. You'll also enjoy a full Tuscany lunch and plenty of time to snap photos along the way.

Enjoy a full day small-group tour from Florence dedicated to discovering authentic Italian cuisine and tasting the region’s finest wines. Visit a winery producing the prestigious Brunello di Montalcino, learning about local winemaking traditions. Then, join a hands-on Pasta Class with a seasoned professional in a relaxed, respectful environment, uncovering the secrets of Tuscan culinary traditions. Prepare three different kinds of homemade pasta and, afterward, enjoy your creations for lunch or dinner, paired with tastings of unique handcrafted products including wines, truffle oils, and balsamic vinegar. The chef will guide you through every step so you can recreate these recipes at home. This immersive experience combines cooking, tasting, and the rich flavors of Tuscany for a truly unforgettable culinary journey.

We begin our experience the Italian way — by eating together first! A slice of warm Tuscan focaccia glass of Wine, drizzled with extra virgin olive oil and balsamic vinegar, opens the day with smiles, aromas, and that feeling of being home. In the heart of Florence, our family of chefs welcomes you with love and joy. We are professional chefs, but above all, we teach with patience, care, and play, helping every child and parent feel safe, happy, and inspired. After our first bites, we roll up our sleeves and make fresh handmade pasta — silky pappardelle and sweet ricotta and pear ravioli, shaped for little hands and big hearts. We’ll also prepare a soft, creamy tiramisu, layered with love and laughter. Finally, we gather again around the table — wine for parents, fresh juice for children, and stories shared like family. For the little ones, this will be an unforgettable childhood memory; for parents, a reminder that joy, love, and simplicity are the true flavors of life.

Make the most of your time in Tuscany with a private day trip to Pisa and the Chianti countryside. Start in Pisa, where you’ll visit the legendary Leaning Tower, the impressive Baptistery, and the grand Cathedral. Then, journey through rolling vineyards, cypress-lined roads, and olive groves to a family-run biodynamic winery. Savor an authentic Tuscan lunch paired with five exceptional wines, plus a guided tasting of local olive oils and balsamic vinegar.

Explore the Tuscan countryside on this full-day outing to the Italian countryside from Florence to discover the region's wine-making culture. Visit the medieval hill town of Montalcino for a stroll through its streets. Then, continue to Montepulciano—which is famous for the variety of grapes that bear its name—for a wine tasting and a visit to the underground city. On the return journey, drive through the UNESCO-listed Val d’Orcia and make a couple of panoramic stops.

Discover the enchanting Chianti region with visits to two picturesque wineries. Enjoy tastings of world-renowned Chianti wines paired with local delicacies, olive oil, and balsamic vinegar. Relax on a scenic drive through rolling Tuscan hills, guided by an expert escort. This unforgettable journey offers a perfect blend of wine, culture, and breathtaking landscapes, making it an essential Tuscan experience.

Taste the famous flavors of Tuscany's wines and olive oils on this private tour from Florence. Travel through the Chianti region in a luxury tour vehicle, taking in the sights of the rolling hillsides covered with groves of olives and grapes. Take tours of several vineyards and learn about their production through guided commentary. Enjoy tastings of Chianti varietals and tuck into a tasty 3-course lunch with more wine.

Combine sightseeing in Florence with a wine-tasting excursion to a winery in the Chianti countryside on this private tour. Enjoy a scenic drive through the city with your driver before heading to Chianti. Stop at a Tuscan winery to visit the vineyard, barrel room, and other production areas, then relax over a tasting featuring five wines, pecorino cheese, extra-virgin olive oil, truffle-flavored olive oil, and balsamic vinegar.

Taste your way through Florence on a walking food tour led by a private gourmet guide. Visit the city’s best markets, delis, gelaterias and cafés to sample traditional Tuscan products like extra virgin olive oil, aged balsamic vinegar, wine, truffles and ice cream. With all tastings included, it’s a delicious way to explore the city and learn to eat like a local. Price is per group, based on a maximum of six people.

Get off the beaten track and see the best Tuscany has to offer—without the hassle of renting a car— on this full-day private tour from Florence. Step inside Siena’s famous striped cathedral, wander the lanes of hilltop San Gimignano, and pay a visit to historic Monteriggioni Castle. Even better, luxury tours include a gourmet Tuscan lunch and a guided wine tasting.

Experience two of Tuscany’s most iconic hill towns—Siena and San Gimignano—on this private day tour, complete with a visit to a carefully selected winery for wine tasting and a traditional Tuscan lunch. Travel in comfort aboard a private Mercedes A/C minivan or similar vehicle, accompanied by an expert English-speaking driver-guide with in-depth knowledge of the region’s history and art.

Swap the crowds of Florence for the tranquility of San Gimignano on a wine-tasting and horseback riding tour through vineyards and olive groves. In an intimate small group limited to 15 people, you’ll feast on the bounty of Tuscany and sample wines grown in the vicinity.

The UNESCO World Heritage–listed Val d’Orcia is home to some remarkable wines, among them Brunello, but the only way to cover ground is with your own vehicle. Avoid the division of appointing a designated driver and benefit from the insights of a specialist wine guide on this private tour, which includes a local lunch, tastings of both Brunello and Montepulciano, and free time in beautiful Pienza.