Wine Tasting & Tuscany Countryside, San Gimignano & Volterra - What to Expect at Each Site

Our 8 Favorite Tuscany Tours & Experiences

Discover the top 8 tours in Tuscany, from adrenaline river rafting to wine tastings and private boat trips—perfect options for every type of traveler.

Tuscany isn’t just about Renaissance art and rolling hills; it’s a region bursting with unique experiences that bring its landscape and culture to life. Whether you’re craving an adrenaline rush, a sip of local wine, or a peaceful boat ride along its coast, Tuscany offers something for all. One of our favorites is the Water Trekking Classic, which lets you explore the wild side of the region in a safe and fun way, especially if you enjoy outdoor adventure with a touch of adrenaline. We also love the wine tasting and countryside tour, which combines history, stunning scenery, and local flavors—perfect for those who want to escape the crowds and experience authentic Tuscany.

If you’re seeking a mix of relaxation and exclusivity, the private boat excursion to the Calette di Scarlino offers a personalized day on the water with stops at beautiful beaches and snorkeling spots. For added cultural flavor, don’t miss the Sanctuary of La Verna day tour, a spiritual journey through one of Tuscany’s most revered sites. And if you’re into food, the artisan chocolate factory tour reveals how Tuscany’s sweet side is crafted with care. Whatever your interests, this list covers a wide spectrum of memorable adventures in Tuscany.

1. Water Trekking Classic

Water Trekking Classic

At number one, the Water Trekking Classic offers a thrilling way to experience Tuscany’s natural beauty. This three-hour river rafting adventure takes you through the pristine Lima River gorge, just north of Lucca. You’ll be supplied with wetsuits, helmets, and water shoes, making it easy to enjoy without fuss. Your guide will lead you on a journey that involves swimming, foot exploration, bodysurfing, and cliff-jumping — all safe and supervised for maximum fun. The small group setting of eight participants ensures plenty of personal attention, making it suitable for families or groups seeking an active challenge.

What makes this tour stand out is the combination of adventure and scenic beauty. The natural landscape is stunning, and the water is refreshingly cool, especially on hot days. Reviewers mention the professionalism of guides like Fred, who challenges kids with jumps and shows adults the easier routes, making it appealing to all ages. Safety is clearly taken seriously, and the experience is described as an excellent escape from tourist crowds. The tour costs around $56.57 per person, making it an affordable highlight for outdoor enthusiasts.

Bottom Line: This is an energetic, fun-filled outing that combines nature with adventure. Ideal for active families or anyone wanting to experience Tuscany’s wild side.

2. Wine Tasting & Tuscany Countryside, San Gimignano & Volterra

Wine Tasting & Tuscany Countryside, San Gimignano & Volterra

For around $197.38, the Wine Tasting & Tuscany Countryside tour offers an immersive day exploring Tuscany’s lesser-known towns and vineyards. The full-day journey begins with comfortable, air-conditioned transportation into the rolling hills, where you visit Volterra, famous for its Etruscan ruins, Roman relics, and artistic heritage. Then, it’s on to a local winery where you will enjoy a wine tasting paired with snacks, sampling several varieties of local wines—an experience that’s both educational and delicious.

Later, you’ll visit San Gimignano, a UNESCO World Heritage site renowned for its medieval towers and historic charm. Guests rave about how this tour offers an authentic look at Tuscany outside the typical tourist spots. The guide’s insights and the opportunity to sample high-quality wines make this a memorable experience. Reviewers highlight the “great time at Tunata Winery” and the informative nature of the guide, making it perfect for lovers of wine, history, and scenery.

This tour suits those with about nine hours free who want to combine cultural sightseeing with wine tasting. It’s a luxurious way to see Tuscany’s countryside and sample its best produce without the hassle of planning.

Bottom Line: A well-rounded, relaxing day for wine lovers and history enthusiasts wanting a taste of Tuscany’s real countryside.

3. Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

At number three, the Private Boat Excursion to the Calette di Scarlino is a personalized coastal day with options for lunch or sunset aperitivos. Costing around $106.81 per person, this private trip aboard a classic Tuscan gozzo boat offers the flexibility to tailor your day — whether it’s swimming at beach coves, snorkeling, or simply relaxing on deck. The itinerary includes stops at Cala Violina, Cala Martina, and Cala Civette, some of Tuscany’s most beautiful beaches with crystal-clear waters and lush surroundings.

The adventure is perfect for those seeking exclusivity and comfort. The boat captain is known for being friendly and engaging, making the experience both fun and relaxed. Reviewers mention the snorkeling, the scenic coastline, and the enjoyable company. The program varies depending on sea conditions and your preferences, which means you get a truly custom experience.

This tour is suitable for families, couples, or small groups wanting a private, scenic day on the water. It’s a great way to see the coast without the crowds, with the added bonus of swimming and enjoying the salt air.

Bottom Line: An ideal choice for travelers who want a luxurious, flexible day on the sea with personalized service.

4. In a carriage among the vineyards, visit of the cellar, tasting of organic wines

In a carriage among the vineyards, visit of the cellar, tasting of organic wines.

Number four on our list is the In a carriage among the vineyards experience, offering a peaceful, elegant way to explore the Tuscan countryside. For approximately $89.01, you’ll ride in a charming open-sided carriage through the estate of Casadei in Suvereto. This experience combines a scenic ride with visits to the organic winery, where you’ll tour the cellar, barrel room, and amphorae, concluding with a tasting of three wines paired with local artisanal products.

This tour is especially appealing for those interested in sustainable agriculture and organic wine production. Reviewers praise the professionalism of the staff and the quality of the wines, describing it as “an experience to reconnect with nature.” The experience is brief, lasting from two to thirty minutes, but offers a deep dive into Tuscany’s approach to biodynamic farming.

Best suited for wine lovers seeking a relaxed, authentic experience, the tour offers excellent value given the gorgeous setting and intimate atmosphere.

Bottom Line: Perfect for couples or small groups wanting a tranquil, educational wine experience amidst Tuscany’s scenic vineyards.

5. 3-Hour Adrenaline Rafting on the Lima River in Bagni di Lucca

3-Hour Adrenaline Rafting on the Lima River in Bagni di Lucca

Number five, the 3-Hour Adrenaline Rafting on the Lima River, provides a lively taste of Tuscany’s river adventure. Costing about $65.28, this guided trip is suitable for anyone over six, making it an excellent family outing. You’ll descend the rapids of the Lima stream, navigating class-2 waves in a scenic gorge that’s both exciting and safe.

The guide, Pietro, is praised for his expertise and ability to create a fun, but safe environment. The trip includes opportunities for swimming, and reviewers highlight the fun of the waves and the stunning surroundings. Some mention the lack of nearby facilities, such as restrooms, so plan accordingly.

This adventure is ideal if you’re after high-energy fun with a splash of nature. It’s not overly technical, so even first-timers can enjoy it without worries.

Bottom Line: A perfect pick for families or small groups looking for an active, scenic escapade that balances thrill with safety.

6. Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

Number six, the Sanctuary of La Verna Day Tour, offers a spiritual and cultural journey through Tuscany’s religious heritage. This private tour lasts about five hours and takes you from your hotel or agriturismo to one of the most significant sites associated with St. Francis of Assisi. You’ll visit the monastic complex and the Birthplace Museum of Michelangelo, gaining insight into Tuscany’s artistic and spiritual history.

The private nature of this tour allows for tailored experiences and relaxed exploration. The guide provides a peaceful atmosphere, highlighting the significance of La Verna’s forested surroundings and its role in Franciscan spirituality. Reviewers appreciate the generous time spent exploring and the personalized service.

This trip is best suited for those interested in religious history, art, or simply seeking a peaceful retreat amid Tuscany’s natural beauty. It’s a good option if you want a meaningful, less hectic day.

Bottom Line: A contemplative and culturally enriching experience for history and spirituality lovers.

7. Guided tour of the Artisan Chocolate Factory in Tuscany

Guided tour of the Artisan Chocolate Factory in Tuscany

Number seven, the Artisan Chocolate Factory Tour, is a delicious peek into Tuscany’s sweet craftsmanship. For just $100, you’ll spend about 90 minutes learning how chocolate is made from bean to bar at a small, family-run factory in the Val di Nievole. The guide, Gianluca, shares detailed insights into the process, from importing cocoa from Nicaragua to creating finished products. The tasting session allows you to sample chocolates at various stages, making it a sensory delight.

Guests find this tour engaging and educational, with many appreciating the personal interaction with the chocolatier and the opportunity to purchase high-quality artisan chocolates. It’s especially appealing for families or couples with a sweet tooth. The small size of the factory means a more intimate experience, and reviews mention the owner’s passion and the high quality of the chocolates.

Ideal for those interested in food, craftsmanship, or looking for a fun, relaxing activity.

Bottom Line: A standout for chocolate lovers seeking an authentic, behind-the-scenes look at Tuscany’s artisanal craft.

8. Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride

Number eight, the Horse Riding in Tuscany tour, allows experienced riders to explore Tuscany’s scenic countryside on horseback. Lasting five hours, this trail ride is suited for those comfortable with walk, trot, canter, and light saddle work. It’s a full-day adventure that promises an immersive outdoor experience, with a knowledgeable guide leading the way through vineyards, forests, and rolling hills.

This activity is best for confident riders who want a physically engaging way to see Tuscany’s natural beauty. The logistics are straightforward, but the focus is on outdoor riding rather than sightseeing stops. Reviews highlight the professionalism of the guides and the stunning rural landscapes encountered during the ride.

The experience is more physically demanding than other tours but offers a deep connection with Tuscany’s landscapes.

Bottom Line: Ideal for seasoned equestrians eager to ride through Tuscany’s countryside for an authentic, full-day outdoor adventure.

How to Choose the Perfect Tuscany Tour

When selecting a tour, consider your budget, interests, and fitness level. For adrenaline junkies, the Water Trekking Classic is hard to beat, offering excitement and scenic splashes. History buffs and wine lovers will appreciate the Sanctuary of La Verna or the Wine & Countryside Tour, which combine culture with culinary delights. Families or groups seeking exclusivity might prefer the private boat excursion, while foodies will love the artisan chocolate factory.

Book early, especially during peak season, to ensure availability. Think about the time you have—if you only have a day, the full-day tours like the wine tasting or sanctuary visit make sense. For a quick but memorable adventure, the water trekking or rafting are fantastic options to add a lively twist to your trip.

Final Thoughts

Tuscany offers a wide array of experiences that suit different travel styles—from active water adventures to serene wine tastings and cultural explorations. If you’re after a high-energy adventure, the Water Trekking Classic or Rafting will satisfy your craving for outdoor action. For those seeking a relaxing yet rich cultural experience, the wine tour or artisan chocolate factory visit provide authentic insights and flavors. And, if you’re into cultural or spiritual moments, the Sanctuary of La Verna offers a peaceful retreat.

No matter what you choose, these tours promise a chance to see Tuscany from a different perspective. Booking ahead helps secure your spot, especially in peak months. Take your pick based on your interests, and get ready for a memorable journey through Tuscany’s diverse landscapes and traditions.