Livorno is a fantastic base for exploring Tuscany’s renowned wine regions without the crowds. Its port makes it easy to join guided tours that combine scenic countryside, historic towns, and excellent wines. We’re especially fond of the Bolgheri wine tasting, which offers a relaxing visit to a family-run estate, and the private Pisa and wine farm tour that blends sightseeing with authentic local flavors. Whether you’re after a quick wine tasting, a full-day exploration, or an immersive culinary experience, Livorno’s wine tours have something for all.
If you want an overview before diving into the details, our list features a variety of options: from a premium winery experience in Bolgheri to a guided tour of multiple Tuscan villages, along with private excursions and cooking classes. Each tour offers a unique way to taste Tuscany’s wines and discover its charming towns. Now, let’s explore what makes each one stand out.
1. Bolgheri: Premium Wine Tasting with Winery Tour

At number 1, the Bolgheri: Premium Wine Tasting with Winery Tour is a top pick for those wanting to explore one of Tuscany’s most prestigious wine areas. This tour centers around Terre del Marchesato, a family-run winery famous for its monovarietal wines like Cabernet Sauvignon, Merlot, and Cabernet Franc. The experience combines a guided tour of the vineyards and cellars with tastings of their finest wines and extra-virgin olive oil.
What makes this tour special is its focus on educating visitors about the production process and the estate’s history. The visit starts with a walk through the vineyards, where you’ll learn how their “mono-varietal” wines are crafted, followed by a behind-the-scenes look at their cellar, often with live grape harvests or bottling. With reviews praising the informative guides and the exceptional wines, it’s clear why this is a highly-rated experience. The tasting includes tasting premium wines and olive oil, giving you a taste of authentic Tuscan flavors for around $63.86 per person.
Bottom line: This tour offers a focused, authentic visit to one of Tuscany’s top wine producers. Perfect for wine lovers wanting to learn and taste in a relaxed setting.
2. Private Guided Tour to Pisa and local Wine Farm from Livorno port

At number 2, the Private Guided Tour to Pisa and local Wine Farm combines sightseeing with a taste of local life. This full-day trip is ideal if you prefer a personalized experience and want to avoid crowds. The tour begins with a quick stop at the Leaning Tower of Pisa, where you’ll have plenty of time for photos. Then, you journey through the lush Tuscan countryside to a family-owned wine farm near Lari, dating back to 1865.
Here, you’ll enjoy a guided visit of the vineyards and learn how the estate produces its wines. The tour includes sampling local wines and regional meals, offering an authentic taste of Tuscany’s countryside. End the day with a visit to the medieval village of Lari for some shopping or a quick stroll. This private tour typically lasts around 8 hours with prices starting at $937.60 for a group of up to 8 people.
Reviews highlight the knowledgeable guides and the exclusive, crowd-free experience, making it perfect for those seeking a relaxed but comprehensive day in Tuscany. The tour’s personal touch makes it a standout, especially for couples or small groups.
Bottom line: Ideal for travelers wanting a private, flexible day combining Pisa’s sights with a wine farm visit, all with personalized attention.
3. Winery tours and tastings in Bolgheri with Wine Guide

Number 3 is the Winery tours and tastings in Bolgheri with Wine Guide, a half-day experience perfect for those who want to explore multiple wineries in one visit. This tour offers a guided journey through Bolgheri’s celebrated vineyards, including visits to two distinguished wineries. The focus is on world-famous Supertuscan wines and native blends, giving you a comprehensive taste of the region’s best.
Led by a certified wine guide, the tour emphasizes the origin of Bordeaux-style blends and the unique terroir of Bolgheri. Guests enjoy full tastings at each estate, discovering the nuances between different wineries. The itinerary includes a walk through the medieval village of Bolgheri, with time for shopping or a gelato, adding a charming local touch. For around $296.71 per person, this tour offers an immersive afternoon experience.
Reviews praise the knowledgeable guide and the opportunity to visit stunning wineries that aren’t always open to the public. The combination of tasting, sightseeing, and cultural insights makes this a top choice for wine enthusiasts.
Bottom line: Best suited for travelers wanting to sample multiple top-tier wines with expert guidance in a shorter, engaging format.
4. Livorno Walking Tour & Traditional Cooking Class with Wine

Number 4 on our list, the Livorno Walking Tour & Traditional Cooking Class with Wine, offers a different take — combining local food and wine with city exploration. This 3-hour experience starts with a guided walk through Livorno’s streets, markets, and artisan shops, revealing the city’s authentic flavors and culinary heritage.
Afterward, you’ll participate in a hands-on cooking class, learning how to prepare a classic Livornese dish from scratch. The meal is then enjoyed with regional wine, making for a cozy, intimate meal. This tour is perfect for food lovers who want to connect with Livorno’s culinary traditions and learn new skills in a friendly setting.
While specific pricing isn’t listed, availability varies, so check ahead for starting times. Reviewers appreciate the local insights and the chance to taste regional specialties in a relaxed atmosphere.
Bottom line: Great for travelers who want a taste of Livorno’s culinary scene, especially those eager to learn cooking skills and enjoy regional wines in town.
5. Tuscan Villages and Chianti Wine from Livorno

Finally, the Tuscan Villages and Chianti Wine tour offers a full-day exploration of Tuscany’s countryside. Starting from Livorno, this 8-hour trip takes you through historic villages like Volterra and San Gimignano. You’ll stroll medieval streets, admire the famous towers, and enjoy the scenic beauty of rolling hills.
The tour includes a visit to a hidden winery for a wine tasting of regional and Chianti wines. It also features a traditional lunch, giving you a taste of local cuisine. The tour wraps up with a panoramic walk through the countryside, capturing some of Tuscany’s best views and photo ops.
Priced based on availability, this is a comprehensive way to experience Tuscany’s charm and wine culture in one day, ideal for those who love history and scenery alongside their wine.
Reviews note the fantastic stops and rich experience, making it a favorite for those wanting a broader taste of Tuscany beyond Livorno.
Bottom line: Perfect for travelers interested in combining scenic village visits with wine tasting and cultural sightseeing.
How to Choose Your Livorno Wine Tour
Picking the right tour depends on your interests and schedule. If you’re a serious wine lover wanting a focused visit, the Bolgheri Premium Winery Tour offers an authentic, in-depth experience. For a more personalized day, the private Pisa and wine farm tour blends sightseeing and wine tasting with exclusivity. Budget travelers might prefer the Bolgheri wine tour or the Bolgheri guided experience for their great balance of quality and price.
If you’re short on time but want to sample several top wines, the Bolgheri wine guide offers a curated tasting experience. For foodies, the Livorno cooking class provides a fulfilling way to connect with local flavors. And if you want to combine cultural sightseeing with wine, the Tuscany villages and Chianti tour is hard to beat.
Remember to book in advance, especially for popular tours, and consider the season — spring and early fall typically offer the best weather for outdoor vineyard visits.
Final Thoughts
Livorno’s proximity to Tuscany’s wine country offers a variety of ways to indulge your palate. Whether you’re after a premium tasting, a private day trip, or a culinary experience, there’s a tour suited to your style. The Bolgheri winery experience stands out for its quality and focus, while the Pisa and wine farm tour is great for those seeking a private, leisurely day. For those wanting to explore multiple wineries or combine food and culture, options abound.
To make the most of your trip, plan ahead and book early — Tuscany’s wine tours fill up quickly, especially in peak seasons. No matter which tour you choose, you’re bound to enjoy a memorable taste of Italy’s best wines and scenic charm.
Happy tasting and exploring in Livorno!