This private Livorno Shore Excursion takes care of all the details, from port pickup to drop-off, so you can relax and enjoy Tuscany’s treasures. Discover the medieval charm of San Gimignano, drive through the scenic Chianti Hills, and indulge in a farmhouse lunch with local delicacies and plenty of wine to taste. Experience the best of Tuscany’s food, wine, and breathtaking scenery, all stress-free and perfectly tailored to your day.
Port pick-up and drop-off
Luxury transportation
Free time in San Gimignano
Lunch at Chianti farmhouse
Olive-oil tasting
Winery tour
Wine tasting
Private tour
Guide gratuity
Wheelchair accessible
Door-to-Door Transportation
Your driver will pick you up from the port of Livorno in a climate controlled vehicle right from your ship. Begin your journey as you work your way to through the heart of Tuscany.
The Drive
While driving from Livorno port to San Gimignano, enjoy views of the awe-inspiring Tuscan countryside.
More Vino
It's time to visit the second vineyard on our itinerary where you'll taste a completely different type of Tuscan wine.
San Gimignano
Known as the "Town of Fine Towers", San Gimignano is one of the most iconic places in all of Tuscany!
Medieval Skyline
The city has managed to preserve 14 of it's towers, maintaining it's spectacular medieval skyline.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 7 days in advance!
Tue, 17 Feb 2026
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Eloise F.
Verified Review
January 22, 2026
Amazing Full Day Trip During Our Cruise
Tanish B.
Verified Review
January 22, 2026
This was a top cruise day trip! Our private driver made it easy to get from cruise port to the Tuscan gems. The San Gimignano towers were stunning, the farm to table lunch was delicious, and the wines was poured freely. All the details were covered perfectly. We definitely felt pampered and full by the end when we were brought back to our ship. Thank you Flavia and The Tour Guy!
Lovely Streets
Zachary P.
Verified Review
January 10, 2026
Walking through the streets of San Gimignano was lovely. We saw famous places and also quiet areas. It felt real and not rushed like some tours can be.
Matheo D.
Verified Review
January 09, 2026
Farm Wine Fiesta
Luisa B.
Verified Review
December 29, 2025
From ship to Chianti farms with San Gimignano the stop everything was great.! Wandered the towers and shopped a bit. Lunch and tastings were mouthwatering. Relaxed return to port. Ideal for couples or families, highly recommend.
Archer K.
Verified Review
December 28, 2025
Family Friendly
Aurora A.
Verified Review
December 17, 2025
We did this with our family and everyone enjoyed it. The kids stayed interested and the adults felt relaxed. It was a nice mix of learning and just enjoying the countryside of Chianti.
Ridhi E.
Verified Review
December 16, 2025
Chianti Charm Burst
Dev B.
Verified Review
December 06, 2025
Fantastic private shore day. Seamless from Livorno port through hills to San Gimignano. Towers and streets perfect for exploring. Farmhouse wines olive oil and lunch hit all right notes.
Imogen K.
Verified Review
November 25, 2025
Gimi Towers Glory
Arthur K.
Verified Review
November 24, 2025
Loved the whole flow of this excursion. Port to Tuscany in luxury ride. San Gimignano charmed with its history. Wine tour lunch combo at the farm was delicious beyond words.
Sweet Memory
Sara M.
Verified Review
November 12, 2025
This experience gave us sweet memories of Tuscan. We talked about it even after getting back to the ship. It was a lovely part of our trip.
Nice Balance
Stella B.
Verified Review
November 01, 2025
There was a nice balance between walking listening and free time. We never felt bored or overwhelmed.
Comfort All Day
Aliyah S.
Verified Review
November 01, 2025
Luxury transport made the tour super comfortable. Our driver took care of every detail. We just enjoyed the ride and the beautiful scenery.
Aliyah J.
Verified Review
November 01, 2025
Wine Country Wow
Philipp A.
Verified Review
October 20, 2025
This tour exceeded hopes. Driver got us from the ship quick then headed to San Gimignano's towers. Free time there was great for pics. Chianti farm offered tasty lunch and plenty of wine sips. Private and wheelchair friendly too. What a gem.
Christian W.
Verified Review
October 18, 2025
Tasty Olive Oil
Aarav W.
Verified Review
October 17, 2025
Tried the best olive oil I’ve ever had in my life! Learned how it’s made and enjoyed dipping fresh bread. A tasty and fun moment.
Aarav H.
Verified Review
October 16, 2025
Wonderful Lunch
Avani S.
Verified Review
October 13, 2025
Lunch under the trees felt dreamy. Everything on the table was made with love.
Avani Z.
Verified Review
October 10, 2025
True Tuscan Adventure
Felix L.
Verified Review
October 09, 2025
Every stop was fascinating. The medieval towers, stunning countryside, and delicious wines made it a real adventure. So glad we joined this group!
Gentle Day
Fletcher S.
Verified Review
October 08, 2025
This felt like a gentle day out instead of a busy tour. Perfect for older travelers and families who want to enjoy without rushing.
Excellent Plan
James M.
Verified Review
October 05, 2025
The tour had the right balance of rest and exploration. Never felt rushed.
