
Tuscany High Speed Train Winery Wine Tasting and San Gimignano
Pick your date
Highlighted days have spots open. Grey days are sold out or not running.
September 2026
Loading live availability
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
Not yet rated
No traveler reviews have been published for this experience yet.
Quick answer
Is Tuscany High Speed Train Winery Wine Tasting and San Gimignano worth booking?
Tuscany High Speed Train Winery Wine Tasting and San Gimignano is a 10.3-hour experience in Rome, Italy, from $50 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- Not yet rated
- Duration
- 10.3 hours
- From
- $50 per person
Enjoy a high-speed train scenic journey from Rome to Florence Meet your driver who will take you into the heart of the Tuscan countryside. stunning landscapes, rolling vineyards, and charming villages arrive to a local w
What you get
- Public transportation (bus, subway, cable car, etc.)
- Lunch
- In-vehicle air conditioning
- Alcoholic beverages
About this experience
Enjoy a high-speed train scenic journey from Rome to Florence Meet your driver who will take you into the heart of the Tuscan countryside. stunning landscapes, rolling vineyards, and charming villages arrive to a local winery for an authentic Tuscan experience Visit a traditional winery and enjoy a guided wine tastingand a delicious light lunch featuring local specialties. After the winery experience, continue to the beautiful medieval town of San Gimignano, famous for its impressive towers, picturesque streets, and breathtaking views. At the end of the tour, return to Florence train station and board your high-speed train back to Rome
What's included
Included
- Public transportation (bus, subway, cable car, etc.)
- Lunch
- In-vehicle air conditioning
- Alcoholic beverages
Not included
- Gratuities
What you'll see and do
Stazione Roma Termini
Depart from Roma Termini Station aboard a modern high-speed train. Relax in your air-conditioned carriage as your journey to Tuscany begins.
120 minutes here
Santa Maria Novella
Upon arrival at Florence Santa Maria Novella Station, meet your professional driver and board your comfortable, air-conditioned vehicle. From here, your unforgettable Tuscan adventure begins.
10 minutes here
Strada in Chianti
Travel along the panoramic roads of the Chianti region, surrounded by vineyards, olive groves, and picturesque landscapes. Enjoy a traditional Tuscan lunch at a local winery, accompanied by a guided wine tasting of regional wines for an authentic countryside experience.
240 minutes here
San Gimignano
Discover the medieval charm of San Gimignano as you wander through its historic streets, admire its famous towers, and enjoy free time to explore local shops, cafés, and breathtaking views over the Tuscan countryside.
60 minutes here
Strada in Chianti
After an unforgettable day in Tuscany, return to Florence Santa Maria Novella Station with your driver and board your comfortable high-speed train back to Rome
60 minutes here
Firenze Santa Maria Novella railway station
Arrive at Florence Santa Maria Novella Station and board your high-speed train back to Rome. Sit back, relax, and enjoy a comfortable journey in an air-conditioned carriage.
120 minutes here · Admission included
Stazione Roma Termini
Arrive back at Roma Termini Station. Your Tuscany day trip ends here. Thank you for traveling with us!
10 minutes here · Admission included
Where it starts and ends
Meeting point
Rome
Meeting Point: Roma Termini Railway Station, in front of Victoria's Secret, where the central train departure boards are clearly visible. Please arrive 30 minutes before your scheduled departure time.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Meeting Point: Roma Termini Railway Station, in front of Victoria's Secret, where the central train departure boards are clearly visible. Please arrive 30 minutes before your scheduled departure time.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- My Way
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
Photos






Good to know
- Duration
- 10.3 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $50 to $340
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany High Speed Train Winery Wine Tasting and San Gimignano: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does Tuscany High Speed Train Winery Wine Tasting and San Gimignano cost?
+
Prices start at $50 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Tuscany High Speed Train Winery Wine Tasting and San Gimignano take?
+
Plan for about 10.3 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 Rome is not rushed.
Is Tuscany High Speed Train Winery Wine Tasting and San Gimignano worth it?
+
It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule Tuscany High Speed Train Winery Wine Tasting and San Gimignano?
+
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 Tuscany High Speed Train Winery Wine Tasting and San Gimignano suitable for kids and families?
+
Yes, all ages are welcome. Families should still weigh the 10.3-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscany High Speed Train Winery Wine Tasting and San Gimignano?
+
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 Rome 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?
+
Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Rome and add a light layer if any part of the 10.3-hour experience runs outdoors or after sunset.
Where does Tuscany High Speed Train Winery Wine Tasting and San Gimignano start and how do I get there?
+
The exact meeting point and directions are on your voucher once you book, and they sit in central Rome 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 Rome?
+
Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. 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 Rome?
+
April, May, September and October. August is hot and half the city is shut. 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 Rome?
+
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?
+
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.
Ready to lock in your spot?
Pick a date, choose your group, and see the exact price for Tuscany High Speed Train Winery Wine Tasting and San Gimignano.
Pick your date




