
PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings worth booking?
PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings is a 9-hour experience in Livorno, Italy, from $100 per person. It scores 61 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 61 / 100
- Rating
- 5/5 (1)
- Duration
- 9 hours
- From
- $100 per person
A Full-Day Journey Through the Iconic Chianti Hills Discover the beauty of Tuscany as you journey through the Chianti hills, explore medieval towns, and taste the finest wines of the region. • 8:00 AM – Meet Your Driver
What you get
- Private transportation
- Bottled water
- In-vehicle air conditioning
- Local expert Driver
- Alcoholic beverages
- Lunch
About this experience
A Full-Day Journey Through the Iconic Chianti Hills Discover the beauty of Tuscany as you journey through the Chianti hills, explore medieval towns, and taste the finest wines of the region. • 8:00 AM – Meet Your Driver Your adventure begins with a warm welcome at your cruise ship. • Drive to Siena Enjoy a scenic ride to Siena, a city known for its stunning Piazza del Campo. Siena’s UNESCO-listed historic center is a treasure trove of medieval architecture, with narrow streets and ancient buildings that transport you back in time. The town is also famous for the Palio, a thrilling horse race that takes place twice a year • Lunch & Wine Tasting at a Tuscan Farm Relish a traditional lunch with handmade pasta and 5 wine tastings at a charming Tuscan farm. • Explore San Gimignano Wander through the medieval streets, known for its soaring towers and well-preserved historic center. • 5:30 PM – Return to Livorno Port End your day with a relaxing drive back to your cruise ship.
What's included
Included
- Private transportation
- Bottled water
- In-vehicle air conditioning
- Local expert Driver
- Alcoholic beverages
- Lunch
Not included
- Everything not found under the heading inclusions is excluded
- Pro guide not included, possible on request one week in advance, with supplement
What you'll see and do
Strada Statale 222 Chiantigiana
Let our expert driver whisk you away directly from your cruise ship for an unforgettable journey through the enchanting hills of Tuscany. Prepare to be captivated as we meander along one of the most picturesque wine roads in the region, weaving through the heart of the Chianti countryside. Immerse yourself in a landscape of rolling hills adorned with olive groves, majestic cypress trees, and endless vineyards—a true feast for the senses. This is more than a drive; it’s a taste of Tuscany’s soul.
Pass by without stopping
Siena
Our first stop will be Siena, a true gem of Tuscany and a city rich in history and charm. Here, you’ll have free time to explore at your own pace and enjoy a self-guided tour of this enchanting destination. Before you set off, our expert driver will provide you with basic tips and directions to help you navigate Siena with ease and make the most of your visit. Discover the city’s stunning architecture and its famous main square, Piazza del Campo, one of the most beautiful in Italy. Wander through the UNESCO-listed historic center, where every corner tells a story. And don’t forget, Siena is home to the legendary Palio—a thrilling horse race held twice a year that captivates visitors from all over the world. This is your time to experience Siena exactly as you wish, with a little guidance to get you started!
90 minutes here
Podere La Marronaia- Le Colonne Biodynamic Winery & Farm
After Siena, we’ll head to a charming Tuscan farm for an unforgettable lunch and Chianti wine tasting. Nestled on a panoramic hilltop, this stunning farm shares the rich traditions of Italian wine and cuisine with the world. This is not just a meal; it’s an authentic experience, where you’ll discover the perfect harmony between fine wine and exquisite food. “Wine Tasting and Lunch at the Farm” includes: • Tuscan Lunch: A feast of traditional delicacies: bruschettas, handmade pasta, cold cuts, Pecorino cheese, and more. • Wine Tastings: Sample exceptional Tuscan wines: Chianti, Chianti Riserva, Sangiovese, Vernaccia, and Super Tuscan. • Extra Tastings: Artisanal flavors: extra virgin olive oil, pepper-infused olive oil, truffle oil, and aged balsamic vinegar. This stop celebrates Tuscany’s culinary heritage—a feast for your senses amid breathtaking rolling hills.
90 minutes here · Admission included
San Gimignano
In the early afternoon, we’ll visit San Gimignano (self-guided tour of about 1 hour). San Gimignano, a charming walled medieval hill town near Siena, is famously called the “Town of Fine Towers”. Once home to over 70 towers during the Middle Ages, it now feels like an open-air museum, transporting visitors back in time. The town is also celebrated for its saffron, the Golden Ham, and the renowned Vernaccia di San Gimignano—a white wine made from ancient Vernaccia grapes grown on the area's sandstone hills. While in the main square, don’t miss the chance to try the “world’s best gelato” at Gelateria Dondoli. Strolling through the streets, you’ll also marvel at the exceptional craftsmanship of local artisans. At the end of the visit, we’ll return to Livorno Port by 5:30 PM.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Pek Tuscany in Limo
Know before you go
- Specialized infant seats are available
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Wheelchair accessible
Photos






Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- 1+
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $100 to $300
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Solid Choice
Why this scores 61
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Livorno.
How much does PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings cost?
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Prices start at $100 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Livorno usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings take?
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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Livorno is not rushed.
Is PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings worth it?
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It holds an Outty Ranking of 61 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Livorno, and how flexible the cancellation terms are.
Can I cancel or reschedule PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings suitable for kids and families?
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The operator sets a minimum age of 1. Older children generally do well here, and families should factor in the 9-hour running time when deciding.
How far in advance should I book PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Livorno can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Livorno and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does PRIVATE EXCURSION: Visit Siena & Chianti with lunch and tastings start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Livorno within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Livorno?
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On Outty we rank every Livorno experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Full day shore excursion to Florence and Pisa from Livorno with tasting, Full day Shore Excursion to Florence from Livorno with tasting, Bolgheri: Classic Wine Tasting with Winery Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Livorno?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Livorno?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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