Livorno is often just a gateway to Tuscany’s famous cities like Florence or Pisa, but it hides some exceptional wine experiences right in its vicinity. If you’re a wine enthusiast eager to explore Italy’s legendary vineyards without the crowds, Livorno offers rich options. You might enjoy the Bolgheri: Premium Wine Tasting with Winery Tour for its exclusive access to a family-owned estate or the Bolgheri: Sensorial Wine Tasting that combines tasting with sensory exploration. These tours stand out for their intimate settings and focus on high-quality wines, including Bordeaux blends and monovarietals like Cabernet Sauvignon and Merlot. Whether you’re a casual sipper or a dedicated connoisseur, Livorno’s wine scene delivers authentic, memorable experiences.
Quick Overview
Our list includes premium winery tours, classic tastings with guided visits, private excursions to famous towns like Pisa, Florence, and San Gimignano, and full-day adventures that combine sightseeing with wine tasting. From small boutique cellars to guided trips through the Chianti hills, each offers something unique. If you want a deep dive into Tuscany’s wine culture, check out the Wine Tour Experience at Agricola Tamburini. For those looking for a more relaxed, scenic drive with tastings, the Private tour from Livorno port to Chianti Wine Region is ideal.
1. Bolgheri: Premium Wine Tasting with Winery Tour
At number 1, this tour offers a luxurious tasting experience at Terre del Marchesato, a family-run winery famous for its monovarietal wines. The 1 hour 15 minute tour includes a walk through the vineyards and cellars, learning about the winemaking process firsthand. You get to sample Cabernet Sauvignon, Cabernet Franc, and Merlot, alongside extra-virgin olive oil from Tuscany. The highlight is the chance to visit a prestigious cellar and learn about the land’s influence on the wines. The reviews consistently praise the informative guide and quality wines, with one calling it “a truly amazing experience.” The price of around $63.86 makes it an excellent value for those seeking an in-depth, authentic taste of Bolgheri. Ideal for wine lovers interested in premium, family-owned wineries.
Bottom Line: This is perfect if you want a high-end, intimate experience with expert insights into Tuscan winemaking.
2. Bolgheri: Classic Wine Tasting with Winery Tour
Coming in at number 2, this tour focuses on a more casual, accessible experience at Terre del Marchesato. For around $28.96, you visit the same charming estate but enjoy a tutored tasting of several wines plus light snacks. The tour lasts about 1 hour 15 minutes and includes walking through the vineyards and cellars, providing a good overview of how Tuscan wines are made. Multiple reviews highlight the knowledgeable guides and delicious wine and nibbles. Some travelers note logistical hiccups—like late arrivals—but the venue’s understanding staff make it worthwhile. This tour suits those wanting a relaxed, informative visit with a taste of Tuscany’s countryside.
Bottom Line: If you’re after an affordable, friendly introduction to Bolgheri wines, this is a solid choice.
3. Bolgheri: Sensorial Wine Tasting with Winery Tour
Number 3 combines wine tasting with sensory education at Terre del Marchesato. For $45.03, you sit down for a guided tasting that uses printed cards and an aroma kit, enhancing your understanding of the color, bouquet, and flavor profiles. The tour lasts about 1 hour 15 minutes and includes a walking tour of the vineyards. Guests love Serena’s warm, passionate approach and the exceptional quality of the wines, which include Vermentino, Cabernet Sauvignon, and Merlot. The experience is praised for its personalized touch and the chance to sample estate-produced extra-virgin olive oil. It’s perfect for those wanting a deeper, more interactive tasting.
Bottom Line: Ideal for wine aficionados eager to learn about wine through the senses in a boutique setting.
4. Wine Tour Experience at Agricola Tamburini
Number 4 is a private, family-owned vineyard tour that offers a personalized experience for around $53.36 per person. Visitors are welcomed into a modern yet tradition-driven estate, where they can taste prestigious Tuscan wines and organic extra virgin olive oil. The tour includes a discussion with the winemakers about production methods, making it ideal for those who want to connect directly with the producers. Guests rave about the private nature of this experience, often with home-made local food accompanying the wines. It’s suited for travelers seeking an authentic, intimate visit where they can ask questions and enjoy a relaxed tasting.
Bottom Line: Perfect for travelers wanting a private, behind-the-scenes look at Tuscan winemaking.
5. Private Guided Tour to Pisa and local Wine Farm from Livorno port
This full-day private tour ranks at number 5. For about $937.60 per group, it combines a visit to the Leaning Tower of Pisa with a trip to a medieval hilltop village and a family-run farm. The farm visit includes a guided vineyard tour and wine tasting, plus local meals—a great way to combine sightseeing with regional food and wine. It’s tailored for small groups who want a personalized experience and the flexibility to explore at their own pace. Multiple reviews highlight the attentiveness of the guide and the beautiful scenery. While the tour is pricier, it offers comprehensive access for those eager to combine iconic sites with authentic wines.
Bottom Line: Best suited for travelers wanting an all-in-one day of sightseeing, history, and wine.
6. Winery tours and tastings in Bolgheri with Wine Guide
Number 6 features a guided tour of Bolgheri’s wineries lasting around 4-5 hours. At approximately $296.71 per person, it offers visits to two wineries with full tastings led by a certified wine guide. The tour begins with a walk through the Borgo Medievale and includes shopping and gelato stops. Guests love the personalized guided experience and the chance to taste world-famous Super Tuscan wines. It’s a good option for those wanting a comprehensive tour with a knowledgeable guide who can explain the region’s winemaking history.
Bottom Line: A good pick for wine enthusiasts interested in expert-led, in-depth visits to Bolgheri’s top wineries.
7. Pisa and Florence Private Tour with Wine Tasting
Number 7 offers a luxury full-day experience for around $1,299.46 per group. It covers Pisa’s Square of Miracles, Florence’s highlights, and ends with a private wine tasting in Chianti. The tour includes hotel or port pickup, making it very convenient. Guests appreciate the personalized attention and the careful planning that allows for sightseeing and tasting without rushing. The guide shares insightful info on the landmarks, and the wine tasting provides a relaxing finish to the day.
Bottom Line: Suitable for travelers who want a luxury, all-inclusive day combining city tours and wine.
8. Florence and Wine Tasting Private Tour from Livorno
Number 8 is a private day trip with round-trip transport to Florence plus a tasting lunch in the Tuscan hills. For about $1,018, you get flexible sightseeing in Florence and a visit to a local winery. The guide emphasizes customized experiences and allows you to explore Florence at your own pace. Guests mention the comfortable transport and the delicious wine and food. It’s perfect for those who want to blend city exploration with a relaxed winery visit.
Bottom Line: An excellent choice for travelers wanting a personalized, flexible day combining art, history, and wine.
9. Florence and Pisa with Wine Experience Private Tour
This comprehensive 9-hour tour costs about $842.16 per person and includes guided visits to Florence and Pisa, topped with a wine tasting in the Tuscan countryside. The tour includes stops at the Piazza del Duomo and Piazza della Signoria, plus a wine experience with Chianti wines and local cuisine. The focus on personal service and detailed explanations makes it a favorite among travelers craving an immersive experience.
Bottom Line: Great for those who want an all-in-one, guided cultural and wine adventure.
10. Private tour from Livorno port to Chianti Wine Region
Number 10 is perfect for wine lovers wanting to explore Chianti’s famous vineyards. For about $578.41, it includes port pickup, a scenic drive, and free time in San Gimignano. You can opt for a winery stop for lunch or tasting, making it flexible. Guests love the personal driver and customizable itinerary. The tour is suited for those seeking a luxury, hassle-free day in Tuscany’s most renowned wine country.
Bottom Line: Ideal for travelers wanting a private, tailored experience with maximum flexibility.
11. PRIVATE EXCURSION: Volterra & San Gimignano + wine tastings
Number 11 combines historic towns with Chianti wine tastings. For $312.34 per person, you visit Volterra’s Etruscan ruins and San Gimignano’s medieval towers. A Tuscan farm visit with wine tasting and lunch is included, making it a full day of culture, scenery, and wine. The tour’s strength is the personalized service and flexibility, appealing to history and wine lovers alike.
Bottom Line: Best for those wanting a comprehensive, private exploration of Tuscany’s towns and wines.
12. Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting
This private, 8-9 hour tour offers a chance to see two of Tuscany’s best medieval villages, Volterra and San Gimignano. For $387.53, you get guided visits, free time to explore, and an optional winery visit with tasting. Guests mention the helpful, flexible guide and beautiful scenery, making it a reliable choice for those who want a relaxed, private day.
Bottom Line: Great for travelers wanting scenic towns and wine without a large group.
13. Exclusive Pisa and Wine Tour
Number 13 offers an exclusive private experience at around $667.94 for groups up to 3. It includes a visit to Pisa’s Leaning Tower, a private wine cellar tour, and Tuscan cuisine. The highlight is the personalized attention and the chance to enjoy delicious wines in a cozy setting. Perfect if you prioritize luxury and exclusivity.
Bottom Line: Recommended for small groups seeking a private, intimate visit.
14. Livorno Shore Excursion: Pisa, Lucca and wine experience
This 8-hour private tour for about $416.74 per person combines Pisa’s landmarks, Lucca’s charming streets, and a winery visit. It’s praised for efficient itinerary planning and personalized service. The tour is ideal for travelers wanting a full day of sightseeing with a wine tasting included.
Bottom Line: Perfect for those wanting to maximize shore time with a flexible, private experience.
15. Private San Gimignano Wine Tour from Livorno Port
Last on our list, this 9-hour private tour for groups up to 7 costs about $1,000.66. It features a guided walk of San Gimignano’s towers, a visit to Volterra, and optional wine or cheese tastings. The luxury vehicle and personal guide ensure a comfortable, tailored experience.
Bottom Line: Ideal for groups seeking a luxurious, personalized day exploring Tuscany’s medieval highlights and wines.
How to Choose the Best Wine Tour in Livorno
When selecting your ideal experience, consider your budget, how much time you want to spend, and what interests you most—whether it’s premium tastings, historic towns, or private, customized routes. For example, if you prefer a small, intimate winery visit, the Agricola Tamburini offers an authentic connection with the winemakers. On the other hand, if you’re after a luxury full-day tour with city sightseeing, the Florence and Wine Tasting Private Tour is hard to beat.
Booking early is wise, especially for popular tours like those in Bolgheri or private excursions, to secure your spot and avoid disappointment. Tailor your choice based on whether you’re a wine novice, a culinary connoisseur, or a history lover—each experience offers a different slice of Tuscany’s wine and cultural heritage.
To sum it up, Livorno’s wine scene is surprisingly diverse, offering everything from prestige tastings to private explorations of historic towns. For a luxury experience, try the Premium Wine Tasting at Terre del Marchesato, while those interested in guided regional insight will appreciate the Guided Bolgheri Tours with Wine Guide. For fully customizable days, private tours of Tuscany’s towns combined with wine tasting are unmatched. Whichever route you choose, booking ahead guarantees a memorable and stress-free immersion into Tuscany’s famous wine country.