Florence may be best known for its Renaissance art and stunning architecture, but its prime location also makes it the perfect starting point for shorter tours that give you a real taste of Italy. Whether you’re after a deep dive into Tuscany’s vineyards, charming hilltop towns, or a city-focused adventure with day trips, Florence offers plenty of options. We especially love tours that combine authentic food, wine tastings, and cultural highlights, giving you a well-rounded experience without the hassle of complicated logistics. For example, the Best of Tuscany in 3 days with a local (see more) immerses travelers in the region’s flavors and villages with expert guidance and local touches.
If you’re wondering which tour suits your style, we’ve put together a list of the best 3-day tours from Florence, showcasing a variety of experiences — from private wine adventures to city-centric explorations. Read on to find your perfect match.
1. Best of Tuscany in 3 days with a local
This tour offers a comprehensive introduction to Tuscany’s most iconic spots over three days, with the added benefit of small-group intimacy and expert local guidance. Starting from Florence, you’ll explore San Gimignano and Siena, two of Tuscany’s most photographed medieval towns, each bursting with history and artisan shops. The tour then takes you to the Chianti region, where you’ll visit small wineries and farms to sample Vernaccia di San Gimignano and other regional delicacies. The highlight for many is relaxing in the hot springs of Val d’Orcia, a perfect way to unwind after days of exploring.
What makes this tour stand out is the combination of guided visits, tastings, and convenient transportation. All logistics are handled, including farmhouse accommodation, so you can focus on enjoying the scenery and flavors. The tour also emphasizes authentic Tuscan experiences with meals at local trattorias and small farms, giving you a taste of true regional cuisine.
The price is $2,102.61 per person, reflecting its all-inclusive nature and personalized approach. With a 5.0/5 rating from four reviews, travelers find this tour well worth the expense for its immersive experience and seamless organization. It’s perfect for those who want a deep, authentic taste of Tuscany without the stress of planning.
Bottom Line: If you want a guided, full-immersion experience with wine tastings, charming villages, and relaxing hot springs, this tour is a top choice.
2. The Best of Tuscany in 3 Days
For around $473.15 per person, this more budget-friendly option offers a lively and varied introduction to Tuscany over three days. It begins with free exploration of Florence, including a chance to visit the Ponte Vecchio or Uffizi (though the latter is not included, can be booked). The second day features a guided walking tour of Florence at night, highlighting major sites like the Duomo and Palazzo Vecchio—a great way to see the city lights and get your bearings.
The tour then ventures out to Pisa, where you’ll visit the Leaning Tower and Piazza dei Miracoli, and to Cinque Terre, where you can stroll through colorful fishing villages and enjoy seaside views. The itinerary balances city sightseeing with coastal charm, perfect for travelers who want to see more than just Tuscany’s inland.
Reviewers appreciate the organized structure and local guides, with some noting the value for the price. However, some mention minimal included activities, so travelers should expect some self-guided time. It’s best suited for those wanting a fast-paced, diverse tour that hits multiple highlights.
Bottom Line: This tour is ideal for budget-conscious travelers eager to see Florence, Pisa, and Cinque Terre in a short span, with plenty of flexibility.
3. 3-Day Private Tuscany Tour from Florence: Wine & Hilltop Towns
If privacy and personalized service are your priorities, this fully private 3-day journey (see details) is hard to beat. Starting with a private driver-guide, you’ll explore San Gimignano, Siena, and Montepulciano, each offering unique medieval atmospheres and breathtaking vistas. The highlight here is exclusive tastings at family-owned wineries, where you can learn about wine-making processes and sample Vino Nobile di Montepulciano.
This tour is especially appealing to food and wine lovers, with visits to renowned wineries and opportunities to enjoy authentic Tuscan cuisine in boutique hotels and local restaurants. The itineraries are flexible, allowing time to explore on your own or enjoy scenic stops. Many travelers love the personalized attention and the chance to avoid large-group tours.
At $2,407.71 per person, this is a premium experience, but the luxury, privacy, and tailored itinerary justify the price for those seeking an intimate, high-quality escape. A recent reviewer called it a “perfect blend of wine, sights, and relaxation,” emphasizing how well the private guides made Tuscany come alive.
Bottom Line: Ideal for travelers craving privacy, exclusive tastings, and flexible schedules — especially couples or small groups willing to splurge for a bespoke experience.
$2,407.71 per person
4. 3-Day Italy Trip: Florence City Break
This tour is designed for those who want to balance Florence’s city highlights with a quick trip to Pisa. It costs $539.74 per person, including two nights’ accommodation in Florence. The itinerary features a guided visit of Florence’s top sights, like the Uffizi and Ponte Vecchio, along with free time to explore independently.
The standout day is the half-day trip to Pisa, where you’ll visit Piazza dei Miracoli and the Leaning Tower. The tour also includes a guided walk of Florence’s art and historical sites, making it suitable for first-timers wanting a comprehensive city experience with a quick coastal excursion.
The reviews point out that the tour offers solid value and enjoyable guided visits, though some mention organizational hiccups, like unclear meeting points. It’s best suited for travelers on a tight schedule who want to see Florence and Pisa without extra planning.
Bottom Line: A practical, city-focused trip with a scenic day trip to Pisa — good for those who want highlights without the expense or complexity of longer Tuscany excursions.
$539.74 per person
How to Choose
When selecting the best 3-day tour from Florence, consider your budget, interests, and travel style. If you crave authentic wine and countryside experiences, the private Tuscany tour (see more) offers unmatched exclusivity. For a balanced city and coastal experience, the three-day Tuscany tour (more info) provides good value with flexible options. If your priority is immersive cultural sightseeing with less focus on wine, the Florence city break combined with Pisa (see details) might be best.
Think about your fitness level—some tours involve a fair amount of walking or exploration on uneven streets—and whether you prefer guided experiences or more independent time. Booking early is especially wise during peak seasons (spring and fall), as many tours fill up fast.
Florence’s strategic location makes it a smart base for exploring Italy’s most iconic sights and secret corners. From immersive wine tastings in private villas to city walks through historic piazzas, these four tours ensure you get a rich, manageable taste of Tuscany and beyond. Whether you’re after a luxury private escape, a value-packed group tour, or a city-focused adventure, there’s a 3-day option suited for you. Start planning now — many of these experiences are popular and fill quickly!