Montecatini Terme isn’t just about relaxing spas and thermal waters; it’s also a hub for unique and authentic experiences that showcase Tuscany’s rich flavors and charming towns. Whether you’re a foodie eager to learn about local olive oil, a wine lover craving vineyard visits, or someone who wants to explore Italy’s stunning coast, Montecatini offers options for all interests. We especially love the Olive Oil tour with Tuscan dinner for its blend of hands-on learning, delicious food, and warm family atmosphere, and the Siena, San Gimignano, and Chianti wine tour for a full day of history, picturesque towns, and wine tasting.
If you’re after a quick taste of Cinque Terre, the semi-private day trip provides a stress-free way to see the colorful villages without the hassle of logistics. For more casual evenings, local aperitivo tastings with wine and oil in Montecatini give a taste of authentic Tuscan hospitality. Each experience on our list offers a different way to enjoy Tuscany’s charms, whether you’re deep into wine, fascinated by olive oil, or just want to wander historic streets.
Quick Overview of Tours & Experiences in Montecatini Terme
Our list covers culinary tours, day trips to Tuscany’s iconic towns, and scenic coastal excursions. Highlights include the Olive Oil tour with Tuscan dinner, which combines learning and eating in a family-run farmhouse, and the guided olive grove tour, perfect for those wanting to understand the craft of high-quality EVO oil. For those seeking a broader Tuscan experience, the Siena, San Gimignano, and Chianti wine tour offers a full day exploring medieval towns plus wine tasting. Meanwhile, the Cinque Terre trips—both semi-private and larger group options—provide stunning sea views and colorful villages. And for a relaxed evening, the local wine and oil tasting in Montecatini offers a laid-back way to taste genuine Tuscan products.
1. Olive Oil tour with Tuscan dinner

At number 1, this immersive 3.5-hour experience gives you a true taste of Tuscany’s olive oil traditions. The tour starts with a visit to a family-managed stone farmhouse from 1861, where certified guides explain how Extra Virgin Olive Oil (EVOO) is produced. You’ll walk through the olive groves on the scenic Tuscan hills, learning how to identify high-quality oils, just like a sommelier. What sets this apart is the hands-on tasting — they teach you how to distinguish different flavors and look for the best qualities.
After the educational part, you’ll settle in for a Tuscan dinner served in the cozy farmhouse. Each dish is prepared with different kinds of EVOO, adding a special local touch. The dinner isn’t just delicious but also an emotional experience that ties taste with tradition. Visitors consistently praise Davide and his wife for their warmth and humor, making the experience both informative and fun. With a perfect 5.0 rating based on 67 reviews, it’s clear this experience delivers both education and authentic cuisine.
Bottom Line: Best suited for foodies and those wanting to learn olive oil secrets in an intimate setting. It’s a wonderful way to connect with local culture through taste and storytelling.
2. Guided tours of the olive grove with oil tasting
Ranking second on our list, this 2-hour guided tour provides an in-depth look into the world of extra virgin olive oil produced sustainably by family-run Podere Cavozzoli. The tour begins with a walk through the farm’s fields, equipment, and wine cellar, emphasizing their organic, environmentally friendly practices. This behind-the-scenes look helps you understand every step from cultivation to harvest.
The highlight is the oil tasting, where you’ll sample multiple oils and learn how to recognize their nuances. The guide, Niccolò, is known for his engaging humor and deep knowledge, making complex topics accessible. This tour is perfect for those who want a more personal experience and to become more aware consumers. Visitors rave about the spectacular views and the detailed explanation of the production process. One review notes, “Niccolò was fantastic and went above and beyond to accommodate us.”
The tour ends back at the starting point, leaving you with a new appreciation for high-quality EVOO. It offers excellent value at under $55, especially for such a personalized experience.
Bottom Line: Ideal for foodies, conservation-minded travelers, or anyone curious about sustainable farming and olive oil craftsmanship.
3. Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme
At number 3, this 10-hour small-group tour offers a comprehensive taste of Tuscany’s most famous towns. Starting from Montecatini, the trip visits San Gimignano, Siena, and a renowned Chianti winery. It’s a good option for those wanting a full-day cultural and culinary immersion without the hassle of planning transport.
The day begins with San Gimignano’s iconic medieval towers, and you’ll have time to walk among the shops, sample gelato, and even visit a small museum. Then, the tour moves to Siena, where you’ll explore the Piazza del Campo with a local guide (additional cost), and learn about the Palio horse race. The highlight is the visit to a Chianti estate, where you can taste local wines and pecorino cheese. The reviews mention the guide’s knowledge and the careful organization, making for a memorable day.
Priced at around $185 per person, the trip offers a good balance of sightseeing and tasting, with plenty of free time built into the schedule. It’s best for travelers who want an engaging, guided experience of Tuscany’s top towns in one day.
Bottom Line: Perfect for history and wine lovers eager for an overview of Tuscany’s cultural gems.
4. Chianti, SuperTuscan & San Gimignano – 2 wineries and light lunch

Number 4 on our list, this private tour is a luxurious way to explore Tuscany’s wine country in depth. Over approximately 7 hours, you’ll visit two different wineries in San Gimignano, touring their cellars and vineyards, and learning how wines are crafted. The hosts are local vignerons, and the experience emphasizes personalized hospitality.
The tour includes a tasting of local wines—including SuperTuscan varieties—and a light lunch. Guests appreciate the expert guides like Simona, who share insider stories and tasting tips. The tours offer stunning views of the vineyards and rolling hills, making it more than just a tasting event. The experience is pricier at nearly $460 per person, but the intimacy and quality of visits justify the cost.
Good for serious wine enthusiasts who want behind-the-scenes access, and those seeking an exclusive experience. Reviewers mention feeling like old friends visiting the wineries, which enhances the authenticity.
Bottom Line: Best suited for couples or small groups who want a tailored, high-end wine experience.
5. Cinque Terre Semi-Private Day Tour from Montecatini Terme

As number 5, this all-day tour offers a stress-free way to see Cinque Terre’s five villages. With a small-group setting, your guide handles train and boat tickets, making logistics much easier. The tour includes visits to Riomaggiore, Manarola, Vernazza, Monterosso, and a cruise past Corniglia, giving you plenty of photo ops and free time.
The trip begins with a 1.5-hour transfer from Montecatini, then the guide leads you through the villages, sharing local insights along the way. Travelers love the personalized attention and the fact that you’re not just dumped in a bus or free to wander aimlessly. The tour costs about $148, and reviews highlight the beautiful scenery and well-organized itinerary, though some mention the extensive walking involved.
Ideal for those wanting to see Cinque Terre comfortably without stressing about train schedules or navigation.
Bottom Line: Great for travelers who want a guided, relaxed day exploring Italy’s most photogenic coastal villages.
6. Cinque Terre Day Trip with Transport from Montecatini

Number 6 offers a slightly less personalized but still efficient option, focusing on transport and self-guided exploration. For about $70, you’ll join a group that departs early and visits the main villages by train. The tour includes train tickets and a guide to help with timing, but you’re free to explore on your own.
The key advantage is the ease of getting to Cinque Terre and the flexibility in choosing where to spend your time. Reviews note the smooth logistics and stunning scenery, though some say it’s a long day with a lot of walking. This option suits travelers comfortable navigating public transport but wanting a guided hand in planning their day.
Perfect if you’re on a tighter budget or prefer a more independent experience with logistical support.
Bottom Line: Best for flexible travelers who want to see Cinque Terre without a full guided tour.
7. Montecatini Terme: Aperitifs with local wine and oil tasting

Rounding out the list, this 2-hour tasting session offers an authentic, relaxed introduction to Tuscan wines and extra virgin olive oils. Held in a family-run shop with over 30 years of history, this experience combines taste, storytelling, and a warm atmosphere. You’ll sample high-quality wines alongside local products, guided by passionate hosts and occasionally hosted by sommeliers and producers.
Starting at Via Aldo Moro, the tasting is casual yet informative, perfect for those who want to experience local flavors without the formality of large tours. Reviewers love the family ambiance and the chance to gain a deeper understanding of Tuscan wine and oil traditions. It’s a great way to wind down your day after sightseeing or to start an evening.
Affordable and intimate, it’s suitable for couples, small groups, or anyone interested in discovering local products in a friendly setting.
Bottom Line: Ideal for relaxed evenings, wine aficionados, or those wanting a taste of authentic Tuscan hospitality.
How to Choose the Right Tour in Montecatini Terme
When selecting a tour, consider your interests and travel style. If you love learning through hands-on experiences, the Olive Oil tour with Tuscan dinner offers in-depth education plus a memorable meal. For wine lovers, the Chianti and San Gimignano wine tour provides a comprehensive taste of Tuscany’s best. If time is limited or you prefer a more flexible approach, the Cinque Terre trips—especially the semi-private tour—offer stunning scenery with minimal hassle.
Budget-conscious travelers might lean toward the guided olive grove tour or Cinque Terre transport tour, both offering great value. For a more luxurious, personalized experience, the private winery visits stand out. And if you want to cap off your day with a relaxed tasting, the local wine and oil tasting in Montecatini is perfect.
Remember to book early, especially for popular experiences like the small-group Tuscany tours, and check seasonal availability. Matching your interests, budget, and physical activity level will help you find the best fit.
Final Thoughts
Montecatini Terme offers a surprising variety of tours and experiences that show off Tuscany’s culinary traditions, stunning towns, and scenic coastlines. Whether you want an educational olive oil experience, a full-day cultural tour, or a relaxing wine tasting, there’s something here for every traveler. The most popular options include the Olive Oil tour with Tuscan dinner for its authentic, immersive approach, and the Siena, San Gimignano, and Chianti tour for a classic Tuscan day trip.
If you’re planning ahead, booking these tours early will ensure you don’t miss out on the most sought-after experiences. With so many options, you’re bound to find at least one that perfectly matches your interests and pace. Enjoy your time in Tuscany — and buon viaggio!