Florence is a treasure trove for travelers craving a short but memorable escape. Its compact size makes it ideal for exploring over two days, whether you want to cycle through rolling hills, cruise through art-filled streets, or sip world-renowned wines. Among the options, we love the 2-Day E-Bike Tuscany Tour with Meals, Wineries, and Farmstay for its perfect blend of adventure and relaxation, and the Best of Florence: Half, 1 or 2-Day Private Guided Florence Tour for those seeking a personalized deep dive into the city’s highlights. If tasting Tuscany’s wines while exploring hill towns sounds more your speed, the Two days of Tuscany discovering the Nobile, Brunello, Chianti area offers a wine-focused journey through some of Italy’s most celebrated wine regions.
Quick Overview
Our list of the best 2-day tours in Florence covers a range of interests, from scenic bike rides in Tuscany’s Chianti hills to private city tours tailored to your preferences. Whether you’re keen on seeing Florence’s art and architecture or prefer wine tastings and countryside scenery, there’s a trip here that fits your style. Now, let’s look at each option in detail.
1. 2-Day E-Bike Tuscany Tour with Meals, Wineries, and Farmstay
At number 1, this guided two-day electric bike tour takes you through the stunning Chianti hills, a landscape famous worldwide for its vineyards and charming villages. The tour includes exploring towns like Mercatale and Impruneta, both known for their terracotta craftsmanship. You’ll enjoy riding through rolling vineyards, with plenty of panoramic stops for photos and to soak in the scenery. The tour also offers the chance to stay overnight in a countryside villa with a pool, adding a touch of luxury and tranquility.
Included are breakfast, two lunches, and a dinner, making this a well-rounded experience for food lovers. The small-group setting—limited to a handful of participants—ensures a more intimate adventure, with personalized attention from guides. The tour is perfect for active travelers who enjoy a little adventure but also want to relax at a comfortable farmstay. Reviews emphasize the fun and authenticity of the experience, with one guest noting, “We had an awesome time on this two-day trip… Feddie was our tour guide and Cosimo assisted with the bags, equipment, and both were great.”
Bottom Line: This tour offers a seamless blend of cycling, wine, and rustic comfort, ideal for adventurous spirits who want a taste of Tuscany’s countryside without sacrificing comfort or good food.
2. Best of Florence: Half, 1 or 2-Day Private Guided Florence Tour
At number 2, this personalized private tour lets you customize your Florence experience. Whether you have half a day or two full days, a private guide will craft an itinerary based on your interests. It’s perfect if you want to skip the crowds and focus on specific highlights, such as the Piazza della Repubblica, Palazzo Pitti, or Piazzale Michelangelo, which offers stunning views of the city. You can also include interior visits like the Basilica di Santa Croce or the Dome of Brunelleschi—just keep in mind that entrance fees are not included.
What makes this tour stand out is the flexibility. You can ask your guide to focus on art, history, architecture, or local life, and they’ll handle the planning. The reviews are glowing, praising guides like Isabella and Nikola for their depth of knowledge and ability to tailor the tour to your interests. One traveler shared, “Isabella’s knowledge was extraordinary, and she customized the tour to our needs.”
Bottom Line: Perfect for history and art lovers or anyone wanting a tailored, stress-free Florence experience. It’s also a great choice if you prefer private, undivided attention.
3. Two Days of Tuscany Discovering the Nobile, Brunello, Chianti Area
Rounding out our list is this comprehensive two-day wine tour that explores Montalcino, Montepulciano, Pienza, and Siena—some of Tuscany’s most celebrated hill towns. It includes visits to renowned wineries like Contucci Cantine and Casa Emma, where you’ll taste Nobile, Brunello, and Supertuscan wines. The itinerary also features exploring historic streets and piazzas in towns like Pienza and Montalcino, both UNESCO-listed sites.
This tour is ideal for wine enthusiasts who want to learn about different varietals and wine-making traditions while discovering Tuscany’s iconic landscapes. The presence of a dedicated driver means you won’t need to worry about navigating or parking, allowing you to relax and savor the experience. One guest called it “a memorable two days,” highlighting the guide’s thoughtful customization and the quality of wine tastings.
Bottom Line: If your main interest is Tuscany’s wine culture combined with scenic hill towns, this tour offers a well-organized, premium experience at a higher price point.
$1,070.58 per person
How to Choose the Best 2-Day Tour in Florence
Choosing between these options depends on your interests and travel style. If you love outdoor activity and gourmet food combined with the countryside atmosphere, the E-Bike Tuscany Tour is a fantastic choice. For those who prefer a flexible, private city experience, the Florence private tour offers customized exploration without the crowds. Wine lovers should consider the Tuscany wine discovery for a full immersion into Italy’s famed vino scene, especially if you have two full days to spare.
When booking, consider if you want active outdoor time, cultural landmarks, or wine tasting. Also, think about your budget—these tours range from around $525 for a private city experience to over $1,070 for the full wine and countryside trip. Planning ahead and securing tickets early, especially for popular tours, ensures you get your preferred dates.
Florence’s compact size and surrounding countryside mean you can pack a lot into just two days. Whether you opt for scenic bike rides, private city walks, or wine tastings, these tours offer a well-rounded taste of Tuscany’s beauty and culture. If one catches your eye, don’t delay—these experiences tend to fill up quickly, especially in peak months. Happy planning!