Day Trips from Tuscany to Florence

Avoid spending hours on a tour bus and see Tuscany from behind the wheel on this small-group, self-drive tour from Florence. Choose a vintage Fiat 500 with a manual transmission or an easy-to-drive automatic Fiat Topolino E-car, and stay in touch with your guide via two-way radio as you explore the countryside. Your guide leads the way to a private terrace for a Tuscan lunch before driving back to Florence.

Leave the busy streets of Florence behind and soak up Tuscany's views on this small-group Vespa tour. Hop onto your scooter once you reach the beautiful country roads of Chianti, so you don't have to navigate inner-city traffic. Stop for a traditional Tuscan meal at a farmhouse and taste olive oils and Chianti wines for an authentic taste of Florence's culinary scene. You can also enjoy the journey in a Fiat Topolino e-car.

Soak up sea views and a slice of history on this full-day tour to Cinque Terre and Pisa from Florence. Wander the colorful cliffside villages of Vernazza and Monterosso al Mare, enjoying free time to explore, swim, or stroll through traditional Ligurian streets and sandy beaches. After soaking up the coast, head to Pisa to see the Leaning Tower and medieval monuments, with free time to explore the iconic Piazza dei Miracoli.

Combine medieval history, regional wine, and UNESCO-listed monuments on this full-day tour from Florence. This is an ideal choice for anyone who wants to experience wine tasting without getting behind the wheel afterwards. Visit Monteriggioni's medieval castle, explore Siena's historic architecture, and admire San Gimignano's skyline. End with a tasting of three Chianti wines and an opportunity to savor authentic, local flavors.

Explore the Italian Riviera without having to rent a car on this day trip to the Cinque Terre from Florence. Follow your guide to each fishing village, from the beaches of Monterosso to the charming streets of Riomaggiore. Swim in turquoise waters and soak up all the character of this UNESCO-listed region before heading back to Florence. Upgrade to include a delicious street food lunch or a visit to Pisa.

Spend a day in the beautiful Tuscan countryside sipping wine without needing to rent a car. Visit wineries for tours and generous tastings of world-famous varietals such as Chianti Classico and Super Tuscan. Learn about wine production and flavor profiles, and round out your palate with samplings of high-quality balsamic vinegar and olive and truffle oils. Also, visit the charming medieval village of San Gimignano for free time to explore.

Explore the peaceful hills of Chianti hassle-free with this group wine tour that includes transportation directly from the city center. Take in views over the rolling vineyards during the drive and stop for tastings at two different independent wineries. Connect with the winemakers as you stroll through the estates and sample a number of Tuscany wines paired with local nibbles while relaxing on panoramic terraces.

Enjoy a day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Travel comfortably in a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch, and guided vineyard and cellar tours.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Discover Pisa and Florence on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, where you will get off very close to the famous Leaning Tower. Enjoy 1 hour of free time to explore the UNESCO-listed Square of Miracles and its stunning monuments before transferring to Florence. First stop in Florence will be at Piazzale Michelangelo, a panoramic square on top of a hill where the view of the city will leave you speechless! You will have the chance to take beautiful pictures over Florence. Continue your day visiting the historic centre and its highlights. With our vehicles you can reach the very heart of the city and have more time to discover the beauty of Florence. Get on board and enjoy the tour!

Soak up the flavors of Italy on an olive oil- and wine-tasting tour in Tuscany, all without the hassle of driving. Leave the planning and organization to your guide, as you depart from Florence to the heart of the Chianti Classico region. Enjoy an itinerary that includes visiting two to three wineries, an olive oil mill, and a Tuscan lunch.

Tick off more highlights of Tuscany in less time—and enjoy a more personalized way to travel—on an activity-packed day trip great for first-time visitors. With just your guide (or small group, if option selected) for company, zip between highlights from Siena and Monteriggioni to San Gimignano and the Chianti wine region. Benefit from the included transit and your guide's insider knowledge along the way, and even enjoy a wine tasting and lunch.

Explore the highlights of Tuscany, without the hassle of logistics, on this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Travel in a comfortable minibus and enjoy a guided tour of Siena's medieval streets, plus free time in San Gimignano. Take a break for lunch and wine at a Chianti winery, then admire the Leaning Tower of Pisa.

Leave Florence behind and discover the essence of Tuscany on this half-day Chianti wine tour. Travel in comfort by luxury minivan as vineyards, olive groves, and cypress-lined roads unfold before you. Learn about Chianti’s history and traditions from your escort while enjoying the scenic drive. Visit a family-run boutique winery where cool cellars filled with oak barrels set the stage for your first tasting of Chianti wines, rich with notes of cherry, spice, and Tuscan sunshine. Continue to a medieval village, strolling cobblestone lanes and capturing postcard-perfect views of the rolling hills. At a second winery, savor Tuscan Tuscan Food Tastings prepared with seasonal ingredients: rustic bread with olive oil & cured meats, each dish paired with estate wines. End your afternoon at Piazzale Michelangelo, where Florence greets you with sweeping views glowing in golden or evening light—the perfect ending to your Tuscan escape.

Explore Florence and Pisa at your own pace, this transfer-only tour is the perfect choice! The first stop will be Florence, where you will have about 3 and a half hours of free time to soak up the atmosphere of the cradle of the Renaissance. You can stroll through the heart of the city, admiring architectural masterpieces such as the Duomo, Giotto's Bell Tower, Ponte Vecchio and Piazza della Signoria, or enjoy some shopping or relaxation at the famous Central Market. In the afternoon, the journey will continue to Pisa, where you will have about 75 minutes to explore the striking Piazza dei Miracoli on your own. You can admire the famous Leaning Tower of Pisa, the Baptistery and the Cathedral, take unforgettable photos or simply relax in the shade of these iconic monuments.

Visit San Gimignano and Volterra the easy way from Siena, on an intimate small-grop tour. Head to the hilltop town of Monteriggioni, then stop for a while in UNESCO World Heritage–listed San Gimignano, with its medieval towers and views over the Tuscan countryside. Drop into an alabaster workshop in Volterra, then indulge in a rustic lunch at a Tuscan farm. Learn about local history and culture along the way.

Explore the Tuscan countryside in true Italian style—on a Vespa! Spend the morning zipping along scenic country roads from the seat of your very own two-wheeler. Cap off your ride with a traditional Tuscan lunch before heading back to Florence. Or, opt for the afternoon tour to witness a stunning Tuscan sunset along with a wine tasting and snack.

Sample locals wines at two family-owned vineyards in Tuscany on a gourmet tour from Florence that includes a 3-course lunch of regional dishes. Visiting two different vineyards gives you an expansive introduction to local wines—and with a professional to handle the twists and turns of Tuscany’s narrow roads, you can enjoy all the wine you want without worrying about driving.

Make the most of your day in Tuscany with this all-in-one adventure from Florence. Skip the hassle of planning and enjoy a curated route through Pisa, San Gimignano, Siena, and the Chianti Hills. Get up close to the Leaning Tower, sip wine and tuck into lunch at a rural vineyard and wander quaint medieval towns your own pace. Upgrade to add a guide or tower climb if you want to go all in.

The Tuscan countryside is a gourmet paradise, but few transportation options keep many travelers limited to Florence. Explore Siena, home to a magnificent cathedral and the famous Palio horse race, and the storybook village of San Gimignano (a UNESCO World Heritage Site) during this small-group tour. A seasonal lunch and Chianti wine tasting at a family-run vineyard are included.

Discover two of Tuscany’s most timeless and atmospheric cities—and visit UNESCO World Heritage Sites, artistic marvels, and more—on this private, full-day shore excursion. Meet your guide after disembarking at Livorno or La Spezia, and hop aboard your private vehicle. After a trip to Pisa to see the world-famous Leaning Tower, continue to Florence to discover the masterpieces in the Uffizi Gallery and city highlights like the Duomo and Ponte Vecchio.

Spend a day in Tuscany visiting the most famous tower in the world, the Tower of Pisa and the city of Florence known as "the cradle of the Renaissance". Florence is a real open-air museum, enjoy a walk in the historic center, full of history. With a private English speaking driver, you will enjoy more flexibility in your itinerary with lots of free time.

Venture to the notable wine regions of Tuscany on this private day trip from Florence. Enjoy the scenic drive through the Tuscan countryside and hop out to capture photos along the way. Venture into Siena and San Gimignano to explore must-see medieval landmarks at your own pace and finish your experience in Chianti with an optional wine tasting at a local winery.

This experience pairs wine tastings with a guided tour of San Gimignano, one of Tuscany’s prettiest medieval hill towns. See the town’s main sights with a guide and spend some time exploring at your own pace before heading to a wine cellar for wine and olive oil tastings. Then, enjoy a typical Tuscan light lunch and generous tastings of wines at a winery in the nearby countryside.