Florence is a fantastic base for exploring the surrounding Tuscany and beyond. Its strategic location, excellent transport options, and rich cultural environment make it easy to venture out for a full day. Whether you’re after a private, personalized experience or a lively group adventure, Florence offers options that suit all interests and budgets. We love the PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence for its private luxury and in-depth exploration of Tuscany’s most iconic towns. For those seeking a scenic coast, the Cinque Terre and Pisa Full Day Tour combines seaside charm with historical sites—perfect for a mix of beach and culture.
For a well-rounded day, options like the Full Day Tour to Val d’Orcia and Gladiator’s Fields with Wines offer unforgettable views and wine tastings, while art lovers will appreciate the Private Full-Day Tour with Uffizi and Accademia. Whatever your style, you’ll find a day trip that turns your Florence visit into an unforgettable adventure.
1. PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence
This private tour is ideal for those who want to see Tuscany’s highlights without the hassle of driving. Over 8 to 9 hours, you’ll visit Siena’s Piazza del Campo, with its famous shell shape, and San Gimignano’s medieval towers—all with a private guide and luxury Mercedes minivan. The tour includes an optional private lunch at a Chianti farm or winery, making it perfect for a personalized experience. Reviewing multiple sites in one day, your guide ensures you get ample time at each, plus insights into the towns’ fascinating histories. The private setting means you can tailor the stops to your interests, whether it’s exploring Siena’s cathedral or sampling local wines. Guests consistently praise Alessandro’s friendliness and knowledge, with many calling it “wonderful” and “incredible.” This tour is best suited for couples or small groups craving a flexible, in-depth day in the Tuscan countryside. Bottom line: a luxurious, intimate way to discover Tuscany’s medieval treasures.
2. Full Day Tour to Val d’Orcia and Gladiator’s Fields with Wines
For around $85, this 11.5-hour coach trip takes you through some of Tuscany’s most breathtaking scenery and charming hill towns. You’ll visit Pienza, Montalcino, and Montepulciano—each with its own character—and enjoy cheese and wine tastings at local wineries. The scenic drive through the Orcia Valley showcases rolling vineyards and fields that look like they belong on a postcard. Guests love the towns’ medieval appeal and the opportunity to sample Brunello and Vino Nobile wines. The guide shares interesting facts about the region, making the experience both fun and educational. Reviews highlight the perfect balance of sightseeing and tasting, with travelers saying the wine experiences are “once in a lifetime.” This tour suits those who appreciate authentic rural Tuscany, good wine, and scenic drives. The downside? It’s a long day, so pace yourself.
3. From Florence: Tuscany Highlights Full-Day Tour
Covering Pisa, Siena, and San Gimignano, this 11.5-hour tour is a classic for first-timers. It includes a Tuscan lunch paired with local wines and visits some of the most iconic spots in Tuscany. The guide offers detailed commentary, making the art, architecture, and landscapes come alive. Guests rave about the well-organized schedule, with enough time at each stop to enjoy the sights without feeling rushed. Highlights include Michelangelo’s David at the Accademia, the famous Leaning Tower, and Siena’s medieval streets. At just under $75 per person, it offers great value with full-day logistics handled smoothly. Perfect for those wanting a rundown, this tour is recommended for travelers who want to maximize their time and see multiple highlights in one day.
4. Full-Day Small-Group Truffle Hunting in Tuscany with Lunch
This 7-hour adventure is a treat for food lovers and nature enthusiasts. Traveling in a small group of just eight, you’ll follow a truffle hunter and his dog into the woodland around San Miniato—famous for white truffles. After the hunt, enjoy a 2-course lunch in Chianti, including a truffle pasta dish and wine tastings. Guests consistently mention how fun and authentic this experience is, with reviewers praising the guide’s friendliness and knowledge. The tour combines hands-on truffle hunting with regional delicacies, making it a unique culinary experience. It’s perfect for those wanting something off the beaten path and eager to learn about Italy’s gastronomic treasures. The small-group format ensures a personal touch, but it’s a shorter day, so plan accordingly.
5. Cinque Terre and Pisa Full Day Tour from Florence
This 12-hour trip offers a taste of Italy’s coast and Pisa’s iconic tower. Starting early, you’ll travel to La Spezia, then hop on a train to the colorful villages of Cinque Terre—Manarola and Monterosso—where you can walk through narrow streets, enjoy seaside views, and maybe dip your toes in the water. Afterward, the tour heads to Pisa for the famous Leaning Tower and medieval Piazza. The guide provides tips for exploring each site, and there’s ample free time for photos, swimming, or a quick snack. Travelers love the well-paced schedule and the diversity of sights. Best suited for those who want a scenic coastal experience combined with a classic Italian landmark, but be prepared for a long day and some walking.
6. Full-Day Tuscany Castles Tour with Wine Tasting from Florence
This 6-7 hour tour offers a more relaxed, intimate look at Tuscany’s castle estates and wine production. Starting at Castello del Trebbio, you explore ancient cellars and enjoy five wine tastings. The second stop at Tenuta di Bossi, a renaissance villa, includes a tour and tasting of Chianti and Supertuscan wines, plus Vinsanto. Guests rave about the knowledgeable guide and the quality of the wines and scenery. It’s ideal for wine lovers who want to learn about Tuscany’s winemaking process while enjoying beautiful castle settings. The tour’s shorter length makes it perfect for those who prefer a half-day experience or want to combine wine tasting with other activities. A true taste of Tuscany’s aristocratic past.
7. Florence Private Full-Day Tour with Uffizi and Accademia Gallery
Perfect for art lovers, this private 6-hour guided tour covers Florence’s top museums and landmarks. It includes skip-the-line access to the Uffizi and Accademia, so no wasting time in long queues. You’ll also see the Duomo, Ponte Vecchio, and Dante’s house, with your own guide tailoring the experience to your interests. Many reviewers mention how personalized and flexible the tour is, especially when navigating busy sites. It’s best suited for those short on time but eager to see the most famous Renaissance masterpieces and get to know Florence’s history intimately. For a private, focused visit, this tour offers a perfect blend of art, architecture, and city highlights.
8. The Best of Tuscany: Private Full Day Tour From Florence
This private tour covers Pisa, Siena, and the Chianti region in one day, making it ideal for travelers seeking a rundown. The hotel pickup makes logistics simple, and you’ll enjoy sweeping views over vineyards and olive groves. The flexible itinerary allows for stops at top attractions or hidden corners, depending on your interests. Guests mention the guide’s local knowledge and the convenience of shared transportation. It’s suited for those who want to see the highlights without the stress of planning every detail. The cost reflects a premium experience, but the personalized service and convenience are worth it for many travelers.
9. Full-Day Tuscany Hills Bike Tour With Lunch at Farm
This 7-hour bike tour offers a chance to see Tuscany’s countryside from the saddle. Starting in Florence’s Oltrarno district, you’ll cycle along quiet country roads, enjoying panoramic vistas. The tour includes a visit to a family-run farm for wine and olive oil tastings, and a traditional Tuscan lunch. Reviewers highlight the excellent guide and the scenic variety, with some suggesting an e-bike makes the ride easier. It’s perfect for active travelers who want a more immersive experience and don’t mind a bit of physical activity. The combination of cycling, tasting, and regional scenery makes it a memorable day out.
10. Active Full Day Tuscan Bike Tour With Wine Tasting and Lunch
If you’re after outdoor activity with food and drink, this 7-hour guided bike tour is a winner. Traveling through Chianti’s rolling hills, you’ll enjoy excellent views, stop at a farm for wine and olive oil tasting, and sit down for a multi-course Tuscan lunch. The small group size (just 10 people) ensures personalized attention. Reviewers praise the knowledgeable guides and the scenic route, with some noting the climbs are challenging but rewarding. The tour suits energetic travelers who want a full-sensory experience of Tuscany’s landscapes and flavors. It’s a great choice if you like active days that end with excellent local food.
11. Private Full-Day Walking Tour of Florence Highlights with Uffizi and Accademia
For those who prefer a more intimate, city-focused experience, this private 6-hour walking tour takes you through Florence’s must-see sights. From the Duomo to Dante’s birthplace, your guide customizes the route and provides skip-the-line access to the Uffizi and Accademia. Reviewers note the flexibility and personalized approach make it ideal for families or couples wanting a tailored experience. It’s best suited for travelers with limited time but a strong interest in Florence’s art and architecture. This tour offers a deep dive into the city’s Renaissance treasures without the crowds.
12. Full day private tour to Chianti wine region from Florence
This private, customizable 8-hour tour is perfect for wine enthusiasts who want flexibility and privacy. Your driver will pick you up in Florence and take you to Chianti’s most scenic spots and wineries, with stops based on your preferences. Reviewers highlight the driver’s experience and the ability to personalize the day. It’s ideal for those who want to explore the countryside at their own pace, sample local wines, and enjoy authentic Tuscan villages. The downside is that without a fixed itinerary, you need to have some ideas beforehand. Overall, it’s an excellent choice for private, relaxed exploration.
13. PRIVATE Full-Day Tour of Pisa, San Gimignano and Siena from Florence
This private, all-in-one day trip covers three UNESCO-listed towns. Traveling in a comfortable minivan, you start with Pisa’s Leaning Tower, then move to San Gimignano’s medieval towers, and finish in Siena’s historic streets. The itinerary is flexible, and hotel pickup and drop-off make logistics simple. Reviewers appreciate the smooth itinerary and the chance to explore at your own pace. It’s perfect for families or small groups who want a private, comprehensive day without sharing with strangers. The cost is higher, but the personalized experience and convenience make it worthwhile.
14. PRIVATE Full-Day Wine Experience in Chianti Classico
This exclusive private experience includes visits to two iconic wineries in Chianti. Starting with a tour of ancient cellars and tastings of five wines at Castello del Trebbio, the day continues at Tenuta di Bossi, a renaissance villa producing Chianti and Supertuscan wines. Guests rave about the high-quality wines and the intimate atmosphere, perfect for serious wine lovers. The private setting allows for a relaxed, in-depth look at Tuscany’s wine traditions. You also get a chance to learn about wine production firsthand. It’s best suited for couples or small groups wanting a luxurious, personalized tasting experience—though the price reflects that exclusivity.
15. Best of Tuscany: Full Day Private Tour to Val D’Orcia
For those seeking an ultimate tailored experience, this private tour visits Montalcino, Pienza, and Montepulciano, with private guide and transport. The day includes a winery visit for tastings and lunch (additional expense), plus time to explore these charming towns. Reviewers say the guide’s personalized approach and the scenic beauty make this a memorable trip. It’s suited for travelers who want a flexible, premium experience with the comfort of private transportation. Keep in mind, it’s more expensive but offers a level of customization hard to match.
How to Choose Your Perfect Florence Full-Day Tour
Choosing the right tour depends on your budget, interests, and pace. For a private, luxurious experience exploring Tuscany’s medieval towns, the PRIVATE Full-Day Siena, San Gimignano and Chianti offers unmatched personalization. If you prefer a scenic, outdoor adventure with wine tasting, the Full Day Tour to Val d’Orcia and Gladiator’s Fields is perfect.
For art lovers who want skip-the-line access and a deep dive into Florence itself, the Private Full-Day Florence Highlights provides a comprehensive, private experience. Meanwhile, those on a tighter budget might opt for the Full Day Tour to Pisa and Cinque Terre, which combines coastal scenery with Italy’s most famous leaning tower.
Consider your fitness level as some tours involve walking or cycling, like the Tuscan Hills Bike Tour, or the desire for culinary experiences, as seen in the Truffle Hunting. Booking early is wise, especially during peak season, to secure your preferred date and experience.
Florence offers an incredible variety of full-day excursions, from private art and wine tours to coastal adventures and active rides. Whether your aim is gourmet food, historical sites, or scenic drives, these options cover all bases. For a rich, authentic Tuscany experience, consider your interests and budget carefully—then book early to ensure your spot. After all, these tours are the kind of memories you’ll want to relive long after your trip ends.