Exploring the Private Pisa & Chianti Day Tour — Is It Worth It?

If you’re dreaming of a day filled with iconic sights, delicious food, and world-class wines in Tuscany, this private tour might catch your eye. It promises a well-rounded experience — visiting Pisa’s famous Leaning Tower, meandering through the scenic Chianti countryside, and enjoying an authentic Tuscan lunch paired with wine and olive oil tastings.
What we really like about this tour is how it combines must-see landmarks with authentic regional flavors, all wrapped into a comfortable, private experience. The convenience of hotel pickup and the focus on small-group or private arrangements usually mean a more relaxed, personalized day. Plus, with a solid 5-star rating from a trusted provider, it sounds like many travelers left satisfied.
That said, it’s worth noting that this isn’t a tour for those seeking an intense, guide-led deep dive into every detail. It’s not a guided tour in the traditional sense — the focus is on transportation, some guided tastings, and enjoying the scenery and food at your own pace. It’s ideal for travelers who want a hassle-free, scenic, and delicious day out. If you’re after a genuinely relaxing experience with plenty of opportunity to take photos and savor Tuscan flavors, this one could suit you well.
Key Points
- Private experience means personalized attention and flexibility
- Includes a scenic drive through the Chianti hills on one of Tuscany’s most beautiful wine roads
- Highlights iconic Pisa sights without the rush, with ample time to explore
- Enjoy an authentic Tuscan lunch with regional wines, olive oils, and balsamic vinegar tastings
- Cost includes transportation, tastings, and a 3-course meal — good value for a full day of activities
- Perfect for those who want a mix of sightseeing, food, and wine in a relaxed, private setting
Prefer personalized experiences? Here are other private options we've covered in Florence
The Experience and Itinerary in Detail
Starting Point: Pisa’s Leaning Tower
The journey kicks off with a convenient pickup from your accommodation, whether it’s a hotel, B&B, or private apartment. No need to worry about navigating — your driver takes care of that as you settle in for a scenic drive through Tuscany’s rolling hills.
The visit to Pisa is designed to give you more than enough time to marvel at what’s arguably Italy’s most recognizable landmark: the Leaning Tower of Pisa. You won’t be rushed here. You can walk around, take photos from different angles, and soak in the atmosphere. The tour also includes visits to the Baptistery and the Cathedral, so you get a comprehensive look at Pisa’s stunning architecture.
While the tour doesn’t include climbing the tower (ticket not included), many reviews highlight that the time allotted was sufficient for appreciation and photos. One traveler even noted, “More than adequate time at Pisa, with wonder,” which suggests you won’t feel hurried.
Scenic Drive through Chianti’s Vineyards
After Pisa, the journey continues on one of Tuscany’s most celebrated routes, the “good wine road of the Florentine hills of Chianti.” Here, you’ll be treated to views of vivid vineyards, olive groves, and cypress trees, characteristic of the Chianti landscape. The drive alone is a highlight — a chance to relax and soak up the scenery that makes Tuscany famous.
The Highlight: Private Visit to a Biodynamic Winery
The core of this experience is the visit to Podere La Marronaia- Le Colonne, a family-run, biodynamic winery and farm. The setting offers an authentic taste of what makes Chianti wines so special — small-scale, organic, committed to tradition. The farm is described as charming, and you’ll get a real sense of being welcomed into a local family’s home.
Here, you’ll enjoy a lunch that includes fresh pasta, cured meats, cheeses, and regional specialties. The menu sounds simple but delicious, featuring bruschettas, homemade pasta, Pecorino cheese, and truffle oil. The meal is paired with five wines, including Chianti Rosso, Chianti Riserva, and White Vernaccia.
According to reviews, the food is authentic and plentiful, making for a relaxed, satisfying meal. One traveler mentioned, “A Tuscan feast of fresh pasta, cured meats, cheeses, and dessert,” which hints at a generous spread.
Along With wine, you’ll get a guided tasting of local olive oils and balsamic vinegar, giving you a well-rounded taste of regional flavors. This adds an educational touch to the experience, helping you understand what makes these products unique.
If wine interests you, we've examined these other wine experiences in Florence
- Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
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- Florence: Pasta Cooking Class with Unlimited Wine
- Small-Group Wine Tasting Experience in the Tuscan Countryside
- Florence Sunset Food & Wine Tour with Eating Europe
- Wine Safaris: Off Road Tuscany Wine Tours and Lunch from Florence
What’s Included?
The tour package offers air-conditioned transportation, bottled water, and local driver expertise. The wine tastings are quite comprehensive, with five different wines to sample, which adds real value for wine lovers. The meal is a three-course lunch, and all of this is included in the set price, making it easier to budget.
What’s Not Included?
Notably, the ticket to climb the Leaning Tower isn’t included, so if you want to go up, plan ahead. Also, the tour doesn’t include a guide — although on request, a guide can be arranged with a small extra fee if booked a week in advance.
Duration and Flexibility
This is an approximate 7-hour tour, with a start time of 9:00 am. It’s a full but relaxed day, with enough time at each stop to enjoy without feeling overwhelmed. The private nature means you can tailor your pace and focus.
Who is This Tour Best For?
If you prefer a personalized, stress-free day exploring Tuscany’s highlights, this tour is a good pick. It suits those who enjoy sightseeing combined with regional food and wine tasting but don’t want to be part of a large, guided group. It’s especially good for travelers with mobility issues, as one review highlighted, with plenty of time at Pisa and a relaxed itinerary.
Real Traveler Insights and Honest Opinions

One review captures the appeal perfectly: “This was the absolute best trip of our vacation! We were given more than adequate time at Pisa, with wonder.” It’s reassuring to know that the pacing is flexible enough to accommodate different interests.
Travelers also appreciate the quality of the wines, with one reviewer noting the “guided tasting of five regional wines,” which enhances the experience beyond just drinking. The delicious, authentic Tuscan lunch also gets high praise, with descriptions of fresh pasta and regional flavors making mouths water.
However, some might find it a bit rushed if they want to explore Pisa in depth or climb the tower. If that’s a priority, consider booking the tower ticket separately. The lack of a dedicated guide might also be a downside if you’re seeking detailed commentary on each site, but the driver’s local knowledge often suffices.
The Sum Up: Is This Tour Right for You?

This private Pisa & Chianti experience offers a well-rounded taste of Tuscany — from the iconic monument in Pisa to the rolling vineyards and delicious regional flavors. It’s a particularly good choice if you value comfort, flexibility, and local authenticity, rather than an overly structured guided tour. The inclusive lunch and tastings add significant value, making it ideal for food and wine lovers wanting to indulge in authentic flavors without the hassle of planning each detail.
It’s best suited for travelers who want a relaxed yet comprehensive day in Tuscany, with an emphasis on enjoying the scenery, savoring regional cuisine, and sampling excellent wines. If you’re traveling with family or seeking a smooth, private experience, this tour could be just the right fit.
For those who prefer a guided deep dive into history or art, or want to climb Pisa’s tower, you might want to consider additional arrangements. But for many, this tour hits a sweet spot of sightseeing, flavor, and comfort in Tuscany.
PRIVATE TOUR: Pisa & Chianti in one day with Lunch and Wine tasting Experience
“This was the absolute best trip of our vacation! My Aunt has mobility issues and we booked this trip as a private tour to hit the two things she wa…”
Frequently Asked Questions

Is this tour suitable for children?
While the tour isn’t specifically marketed as family-friendly, it can suit older children or teenagers, especially those interested in wine and food. The relaxed pace and scenic drives make it manageable, but young kids with mobility issues might find the Pisa visit more challenging without additional support.
What’s included in the price?
The price covers private transportation, five wine tastings, bottled water, a three-course Tuscan lunch, and a guided olive oil and balsamic vinegar tasting. Additional expenses like tower tickets or guides are not included unless specified.
Can I climb the Leaning Tower?
No, the ticket to climb the tower is not included. If you wish to ascend, you’ll need to purchase that separately.
What’s the duration of the entire tour?
The tour lasts approximately 7 hours, starting around 9:00 am, allowing for a leisurely pace with enough time at each stop.
Is this a guided tour?
No, it’s primarily transportation with some guided tastings. If you want a professional guide during sightseeing, you can request one with a small extra fee, booked in advance.
Do I need to book in advance?
Yes, most travelers book about two weeks ahead. The experience is popular, and booking early helps secure your preferred time and any special arrangements.
What about transportation?
Transportation is provided in an air-conditioned vehicle, which makes the day comfortable and stress-free.
Is the tour customizable?
Since it’s private, there’s some flexibility, especially if arranged beforehand. You can discuss your preferences with the driver or tour provider.
What if I need to cancel?
You can cancel free of charge up to 24 hours before the tour for a full refund.
Would I recommend this tour?
Absolutely, especially if you’re after a relaxing, taste-focused day in Tuscany with the convenience of private transport. It’s perfect for those who want to see the sights, enjoy regional flavors, and avoid the crowds or guide overload.
If Tuscany’s on your mind and you’d like a day that balances sightseeing, culture, and culinary delights, this tour offers a charming, low-stress way to experience some of Italy’s best.
More Food & Drink Experiences in Florence
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More Florence experiences we've covered
- From Florence: Chianti Hills Wineries Tour with Tasting
- Florence: Semi-Private Uffizi Gallery Guided Tour
- Florence: Private Full-Day Brunello Wine Tour to Montalcino
- Panoramic Florence private tour on Vespa with personal photographer
- Florence: Statue of David Evening Tour
- Florence: Cheese and Wine Tasting in Local Market
- PRIVATE TOUR: Pisa & Chianti in one day with Lunch and Wine tasting Experience
- Florence: 2-Hour Private Guided Visit to the Uffizi Gallery
- Private WALKING Tour and ACCADEMIA Gallery in Florence Italy
- Florence: Accademia Gallery Entry Ticket with Optional Tour
- Florence Experience Tour for Families: Discovering Leonardo da Vinci
- Tour of the Mysteries and Legends of Florence


