
Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 66 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano worth booking?
Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano is a 9-hour experience in Livorno, Italy, from $136 per person. It scores 85 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 5/5 rating across 66 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 85 / 100
- Rating
- 5/5 (66)
- Duration
- 9 hours
- From
- $136 per person
When your cruise ship docks in Livorno and you have only a single day to visit the surrounding Italian towns of Siena and San Gimignano, you’ll need a privately guided shore excursion to see the best of these picturesque
What you get
- Transport by air-conditioned sedan or minivan
- Worry-Free Shore Excursion Guarantee
- Professional English speaking driver
About this experience
When your cruise ship docks in Livorno and you have only a single day to visit the surrounding Italian towns of Siena and San Gimignano, you’ll need a privately guided shore excursion to see the best of these picturesque cities. On this nine-hour day tour, immerse yourself in Italian life, explore the beautiful city of Siena and walk the medieval streets of San Gimignano before returning to your cruise ship in Livorno. Your private driver will pick you up at your ship at Livorno port and take you on a scenic two-hour drive through the Tuscan countryside. You’ll reach Siena, where the beauty and character of this sleepy city will stun you and make you feel like you have stepped back in time.
What's included
Included
- Transport by air-conditioned sedan or minivan
- Worry-Free Shore Excursion Guarantee
- Professional English speaking driver
Not included
- Gratuities
- Food and drinks
- Entrance, unless specified
What you'll see and do
Your private English speaking driver will pick you up directly at your ship docked at Livorno Port
Pass by without stopping
Tuscany
Depart Livorno Port and during the 2 hours ride to Siena admire the famous Tuscan countryside (rolling hills, huge vineyards, olive trees, etc). Your private driver will give you an introduction about your day and you will decide the exact schedule according to your personal needs.
Pass by without stopping
Siena
Visit Siena, one of the most beautiful city of Tuscany, full of narrow streets, medieval towers and delightful squares; admire the famous Piazza del Campo, used twice a year for the famous “Palio” horserace, the most important event in the life of the Senese people; see the most important Gothic cathedral south of the Alps, and have a look at the local shops.
120 minutes here
San Gimignano
On the way to San Gimignano (approx 45 mins), if needed, your driver will suggest the best option to taste a real fresh and genuine Tuscan meal paired with the famous Chianti red wines, or if you prefer, something faster on the way. Once in San Gimignano admire the splendid skyline made up of 13 medieval towers, see the “Duomo” or Collegiata Church, the “Palazzo Nuovo del Podestà” which is now the town hall, and the infamous Museum of Torture. Shopping lovers can stroll around going in and out of the numerous specialty shops (ceramics, leather goods, linens and local products including San Gimignano’s “Vernaccia” white wine.
90 minutes here
Livorno
Your day will end with a relaxing 90 minutes drive through the Tuscan countryside to reach on perfect time, your ship docked at Livorno Port
Pass by without stopping
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Options you can book
Siena,San Gimignano&Cathedral
Florence Shore Excursion: Siena and San Gimignano with private guide for 2 hours and entry to the Cathedral Pickup included
Siena&San Gimignano
Florence Shore Excursion: Siena and San Gimignano with driver only Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Prestige Rent
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- We can accommodate foldable wheelchair only if specified at time of booking
- Baby seats are mandatory for infants, please request at time of booking
- Siena Cathedral: not accessible inside on Sundays morning (due to the Mass) or during celebrations
Photos






Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $136 to $747
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 23
- Verdict
- Exceptional
Why this scores 85
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Livorno.
How much does Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano cost?
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Prices start at $136 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 Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano 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 Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano worth it?
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It holds an Outty Ranking of 85 out of 100, which we label "Exceptional". That score blends traveler sentiment (5/5 across 66 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 Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano?
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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 Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano?
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Around 23 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 Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano 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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