
From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting
Traveler rating
4.7/5
Based on 15 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting worth booking?
From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting is a 14-hour experience in Florence, Italy, from $285 per person. It scores 65 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.7/5 rating across 15 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 65 / 100
- Rating
- 4.7/5 (15)
- Duration
- 14 hours
- From
- $285 per person
Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, and tour through the luscious Chianti wine region for a wine tasting session. This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time.
What you get
About this experience
Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, and tour through the luscious Chianti wine region for a wine tasting session. This tour has been designed to showcase the very best of Tuscany in just one-day and is perfect for travelers who only have a short amount of time.
What's included
Included
- 2-hour visit in Siena + Orientation walk with tour leader
- English-speaking tour leader
- Quick visit to Monteriggioni
- Lunch
- Round-trip train tickets between Rome and Florence
- Wine tasting in a local winery + Extra virgin olive oil tasting
- 1.5-hour visit in San Gimignano
- Transport by minivan from Florence to Tuscany - Small group experience
Not included
- Gratuities
- Hotel pick up and drop off
What you'll see and do
Stazione Roma Termini
The day begins with departure from Rome at 6:45am with a 1.5-hour journey by high-speed train to Florence.
90 minutes here · Admission included
Porta Romana
Once in Florence, proceed directly to the meeting point, a 25-minute walk from the train station. Meet your guide and embark on your Tuscany adventure by departing from Florence at 8:45 AM on a 1-hour minivan ride to your first stop.
25 minutes here
Monteriggioni
the first stop will be Monteriggioni, the most well preserved medieval village in Tuscany. This fortress city is also where “The Gladiator” was filmed, and is one of the locations for “Assassin’s Creed”. Along the journey get ready to immerse yourself in the Italian vibes and learn from your tour leader interesting facts about Tuscany & its famous cuisine.
40 minutes here
Siena
your second stop, the dreamy town of Siena. During the orientation walk you will discover its unique architecture passing by the numerous artisan shops and finally stop at one of the most remarkable Piazzas of Italy, Piazza del Campo, site of the famous Palio race every July and August. Get some downtime to relax and explore the city at your leisure; do not miss a visit of the impressive Cathedral.
120 minutes here
San Gimignano
Your next destination is San Gimignano. On the way to the village, the guide will provide each traveller with tips for the best places in town. Take a stroll through the cobblestone pathways, piazzas and palaces of this other UNESCO World Heritage Site known as the ‘Manhattan of Tuscany’ and explore this magical and timeless town in complete freedom.
60 minutes here
Strada Statale 222 Chiantigiana
The tour will definitely pass through the Chianti Region, the heaven of Tuscan wine. A local winery will be visited and you will have a chance to merge with the Tuscan goodness: 7 different wines, extra virgin olive oils and balsamic vinegar will make your taste buds happy together with an amazing traditional Tuscan meal.
60 minutes here · Admission included
Stazione Roma Termini
At the end of a truly unforgettable day, head back to Rome, arriving at approximately 8 PM.
90 minutes here · Admission included
Where it starts and ends
Meeting point
Florence
Reach Florence from Rome Termini independently using the included high-speed train tickets. Once you arrive, meet your tour leader and the rest of the group at the designated meeting point to begin your experience.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Reach Florence from Rome Termini independently using the included high-speed train tickets. Once you arrive, meet your tour leader and the rest of the group at the designated meeting point to begin your experience.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Mon, Tue, Thu, Sat
- Group size
- Up to 8 travelers per booking
- Operated by
- Italy on a Budget tours
Know before you go
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Minimum age allowed on the tour is 18 years old
- Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 14 traveler reviews. Written by us, not quoted from reviewers.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
Organization
3 mentionsPickup, timing, and logistics are described as running smoothly.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
14 verified traveler reviews for From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
Absolutely what we we're looking for in a tour.
Ned was great! He is very punctual and descriptive! We had a spectacular lunch with wine!
Response from the operator: Thank you so much for your kind review! We’re delighted to hear that you had such a great experience with our tour leader Nedas, his punctuality and attention to detail truly make a difference. And we couldn’t agree more, a spectacular lunch paired with wine is always a highlight! We hope to welcome you again soon for another memorable experience in Tuscany!
via Tripadvisor
Great tour / amazing value
Our guide Valentina was so knowledgeable about the area and history. She shared great stories and made the entire day enjoyable and fun. She made sure we knew all the best spots at each stop from gelato recommendations to places to snap the best pics. We chose this tour for the small group size and it turned out to just be our family which made it even more special and intimate. This tour definitely delivers on value - you visit three walled cities and experience a wonderful wine tasting and authentic Italian lunch in a beautiful setting. I highly recommend this tour.
Response from the operator: Thank you so much for your wonderful review! We’re delighted that Valentina made your day both fun and memorable, and that having a private family tour made it even more special. It’s great to hear you enjoyed the wine tasting, authentic lunch, and all the beautiful spots along the way. Thanks for recommending the tour, we’d love to welcome you back to Tuscany!
via Tripadvisor
Winery and Sorrento
The wine tasting trip was great my wife and I both enjoyed visiting Sorrento and our tour guide Valentina. Thank you for the experience
via Tripadvisor
Tuscany and wine tour
Lorenzo was a great guide. Saw so much of Tuscany region! Tenuta Torciano winery was spectacular!! Sienna also a must visit!
via Tripadvisor
Great way to see small towns in Tuscany
Fantastic tour Guide/Driver Great itinerary Fabulous food at Winery Wine tasting was average - less education and food pairing of wines than expected
via Tripadvisor
Good to know
- Duration
- 14 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Mon, Tue, Thu, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 5
- Verdict
- Solid Choice
Who runs this experience
Operated by Italy on a Budget tours, who run 18 experiences we rank across 4 cities, with an average Outty Ranking of 71.0 and 1 in the 90+ Club.
See everything Italy on a Budget tours runsWhy this scores 65
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting cost?
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Prices start at $285 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting take?
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Plan for about 14 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 Florence is not rushed.
Is From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting worth it?
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It holds an Outty Ranking of 65 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.7/5 across 15 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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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 From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 14-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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Around 5 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 Florence 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 Florence and add a light layer if any part of the 14-hour experience runs outdoors or after sunset.
Where does From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting 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 Florence 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 Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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 Florence?
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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 Florence?
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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.
What is included in From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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Included: 2-hour visit in Siena + Orientation walk with tour leader; English-speaking tour leader; Quick visit to Monteriggioni; Lunch; and Round-trip train tickets between Rome and Florence. Not included: Gratuities; and Hotel pick up and drop off. Always check the voucher for the final list before you travel.
Where is the meeting point for From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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Reach Florence from Rome Termini independently using the included high-speed train tickets. Once you arrive, meet your tour leader and the rest of the group at the designated meeting point to begin your experience. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.
What languages is From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting offered in?
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It is offered in English and Italian. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
What happens to From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
What do travelers say about From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting?
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Across 15 reviews averaging 4.7 out of 5, recurring themes include the guide, food and drink, organization. Travelers single out the guide as the reason the experience works.
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