Florence isn’t just about Renaissance art and architecture; it’s also a fantastic starting point for Hiking and Trekking Tours that immerse you in Italy’s stunning landscapes. Whether it’s wandering through Tuscan vineyards, scaling hilltop viewpoints, or strolling along olive groves, these guided adventures offer authentic, low-impact ways to see Italy’s countryside. We especially love tours that combine nature and local food, like the Florence: Hiking Tuscany & Chianti wine 3 wineries and lunch — a full day of walking, wine tasting, and supporting local organic producers. It’s ideal for those who want a small-group experience with an emphasis on sustainable tourism.
For travelers seeking a shorter, more active taste of Tuscany, the Hike & Wine Tour offers a compelling 3-hour trek through vineyard-studded landscapes, perfect if time is tight but you still crave local flavor and exercise. And if you prefer a private experience with a deeper exploration of Florence’s hills, the Private Hiking Florence Tour with Wine and Lunch combines panoramic views with personalized service. Read on for a detailed look at each option to find your ideal Tuscany hiking adventure.
1. Florence: Hiking Tuscany & Chianti wine 3 wineries and lunch
This 8-hour tour takes you through the heart of Tuscany’s Chianti Classico region on foot, with stops at three organic and biodynamic wineries. You’ll wander among vineyards, olive groves, and rolling hills, getting off the beaten path away from tourist crowds. What makes this tour stand out is its focus on sustainable tourism—you’ll meet local producers who truly care about their land and craft.
The itinerary includes a visit to Panzano for a delicious farm-to-table lunch, guided tours, and wine tastings at each winery. The tour’s small group size—up to 7 people—means plenty of personal attention and chances to ask questions. Notably, some tours include hiking in the Chianti region, but weather can affect plans—rain might shift the pace or route, as a recent visitor noted. Still, Lorenzo’s passion and knowledge about the region and its wines make this a memorable day.
Highlights include walking through vineyards, tasting local wines and olive oils, and supporting small, sustainable producers. Guests rave about Lorenzo’s flexibility and storytelling, turning a simple wine trip into a full cultural experience. This tour is ideal if you want a full-day immersion in Tuscany’s rural life with plenty of tasting opportunities and scenic walks.
Bottom Line: Perfect for wine lovers who enjoy walking, local food, and small-group tours. The combination of vineyard visits, rustic lunch, and scenic countryside make it a top choice for a comprehensive Tuscan experience.
2. Hike & Wine Tour
For around $137 per person, the Hike & Wine Tour offers a 3-hour guided trek just outside Florence, in the Mugello area. This tour emphasizes nature and authentic local flavors, combining a scenic hike through vineyards and olive groves with visits to a family-run organic farm.
The hike can be somewhat strenuous, but the payoff is well worth it: tastings of Chianti wines, extra-virgin olive oils, and a light Tuscan lunch. Led by a licensed Tuscany guide, this tour is a great way to get a taste of rural Italy in a relatively short time, making it suitable for active travelers who want a balance of exercise and food.
Guests frequently mention the warmth of the guide Simone, as well as the quality of the food and wine. One reviewer highlighted how the “olive oil was incredible,” and appreciated the personal stories shared about the farm’s history. The tour’s small size and focus on local producers offer an intimate look at Tuscany’s agricultural traditions.
Highlights include tasting local wines and oils, and walking through grapevines and scenic countryside. The tour’s shorter duration makes it accessible for those with limited time or who prefer a less extensive outing.
Bottom Line: Best suited for active travelers wanting a quick, authentic, and delicious introduction to Tuscany’s rural specialties. It balances a good workout with top-notch tastings.
3. Private Hiking Florence Tour with Wine and Lunch or semi-pri
If you prefer a more personalized experience, this 5-hour private tour offers an intimate way to explore Florence’s hills, combined with wine, lunch, and panoramic views. Starting with a convenient pickup, your guide will take you through the Magnificent Florence hills, including stops at Pietraserena quarries and other scenic spots.
The tour includes a stop at a small local farm, where you’ll enjoy wine tastings and a delicious farm-to-table lunch. The route is designed to highlight panoramic views of Florence, and the walking is moderate—perfect if you want a scenic, less strenuous experience with plenty of time to ask questions and enjoy personalized service.
Guests have praised the guide Stephano for making the experience informative and fun, adding touches like fresh pastries at the start. The trip also covers conquering the Leonardo Da Vinci square, offering cultural insights amidst the natural beauty.
Highlights include visiting a farm settled in a panoramic location, tasting local wines and food, and experiencing green sustainable outdoor activity. The private setup means flexibility in timing and topics, ideal for couples or small groups wanting a tailored adventure.
Bottom Line: Excellent for travelers seeking a flexible, private, and scenic hike with personalized service and a focus on local food and wine.
How to Choose
When selecting a hiking tour near Florence, consider your budget, fitness level, and interests. For a full-day deep dive into Chianti wine country, the Florence: Hiking Tuscany & Chianti wine 3 wineries and lunch is unbeatable, especially if you love small groups and sustainable practices. If you’re pressed for time but still want an authentic experience, the Hike & Wine Tour offers a quicker, active taste of Tuscany’s countryside. For a customized, intimate outing, the Private Hiking Florence Tour is your best bet.
Think about your fitness level—the shorter tours are less strenuous but still rewarding. Also, check the weather forecast—some hikes may be more enjoyable in dry conditions. Booking early is advisable, especially in high season (spring and fall), when these tours tend to fill up.
Florence’s surrounding hills and vineyards provide a variety of scenic routes and authentic tasting experiences. Whether you’re after a full-day, small-group adventure, a short but active outing, or a personalized private tour, there’s an option suited to your style. For a truly memorable experience, select a tour that matches your interests and pace—these tours deliver more than just sightseeing; they offer a taste of Tuscany’s land and life. Book early to secure your spot and get ready for a rewarding outdoor journey in Italy’s most beautiful countryside.