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- Gold Operator
- Flag Travel Holidays
- In-depth Cultural
- Immerse yourself in rich history and local traditions
- Private Tour
- Travel exclusively with your friends and family
- Self-guided
- Independent exploration, backed by expert advice and support
- Guided in English
- Age range 2 to 99
Places You’ll See

Highlights
- Explore Florence with an expert local guide
- Visit Michelangelo's David at the Accademia
- Stroll through medieval Siena's historic sites
- Taste Vino Nobile on a Tuscan vineyard tour
- Learn to make pici pasta in Montepulciano
Itinerary
- Introduction
- Day 1 Arrival in Florence
- Day 2 Best of Florence with David
- Day 3 Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano
- Day 4 Florence to Montepulciano
- Day 5 Montepulciano Gourmet Tour & Pasta Making (Optional)
- Day 6 Private Val d'Orcia
- Day 7 Departure
What's Included
- Accommodation
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.
What's Not Included
- Flights
- Insurance
- Optional
- Additional Services
Where You'll Stay
Executive, Cellai or similar
HotelDays 1, 2, 3Dimora dell’erbe or similar
HotelDays 4, 5, 6
Customer Photos

Operated by
Flag Travel Holidays
Number of tours
21
Age Range
10 to 99 years old
Response time
within 3 days
Response rate
71%
Flag Travel Holidays is US Tour Operator. Flag Travel Holidays offers...
Read moreCustomer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- DSDan· May 8th, 2025Communication and timeliness with team (Aurora) was outstanding! Options were implemented such as small group tours and private transportation--perfect. Tour stops selected by team met our requests, even when a last minute change made to be made. Glad the team arranged for perfect weather!!! Lodging was very nice in Florence and Montepulciano, though showers in each room were very small. Breakfasts provided were very nice. Overall, great job with selections and organization of tour. Thank you.Show moreTrip date: April 2025
- AGilbert· January 16th, 2024The Tuscany Absolute Tour Package was an absolute delight! From the charming vineyards to the picturesque landscapes, every moment was a postcard come to life. The knowledgeable guides added depth to the experience, making history and culture engaging. However, a minor hiccup arose with the transportation arrangements on the fourth day, causing a brief delay. Despite this, the overall journey was unforgettable. I highly recommend this tour for anyone seeking an immersive and breathtaking Tuscan adventure!Show moreTrip date: October 2023Review collected by Flag Travel Holidays
- AStephen· January 16th, 2024The Tuscany Absolute Tour offered an immersive exploration of the region's rich culinary heritage. From enchanting vineyard visits to tastings of exquisite wines, every moment celebrated Tuscan flavors. Exceptional guides and a well-balanced itinerary blending culture and indulgence made it an unforgettable exploration of Tuscany's wine delights, showcasing the area's oenological richness.Show moreTrip date: May 2023Review collected by Flag Travel Holidays
- AMarina· January 16th, 2024The Tuscan Absolute tour was a feast for the senses! The cooking experience in Florence was beyond fabulous, offering hands-on immersion into authentic Tuscan cuisine. The wine tasting was exquisite, introducing us to the region's finest flavors, perfectly complemented by a delightful lunch amid Val D'Orcia's breathtaking scenery. This tour flawlessly blended culinary indulgence with picturesque landscapes, leaving me enchanted by Tuscany's beauty and its delectable offerings. An unforgettable journey that tantalizes both the palate and soul!Show moreTrip date: January 2022Review collected by Flag Travel Holidays
- ABorna· January 16th, 2024The Tuscany Absolute tour package exceeded my expectations! The hotels were great, especially the picturesque Montepulciano one nestled in the countryside—a true Tuscany gem. The excursions were expertly organized, and the transportation service was seamless. It's the perfect way to embrace Tuscany's soul in comfort and style.Show moreTrip date: August 2022Review collected by Flag Travel Holidays
- AAllisyn· January 16th, 2024The Tuscany tour package was an absolute delight! Everything was well-organized, and what truly stood out was the perfect blend of wine, delectable food, and rich history and culture. The gastronomic experiences were sublime, complemented beautifully by the captivating insights into Tuscany's heritage. Each moment felt like an immersive journey through time and flavor. It was an enriching, delightful escape that left me thoroughly impressed and fulfilled. Highly recommended for anyone seeking an enchanting and well-rounded Tuscan experience.Show moreTrip date: April 2022Review collected by Flag Travel Holidays
- ASteve· January 16th, 2024The Tuscany Absolute Tour provided a fantastic experience with comfortable hotels and engaging excursions. The hotel in Montepulciano, though set amidst picturesque countryside, necessitated foresight for dinner plans due to its distance from the city center. This aspect added a touch of anticipation and encouraged exploration, enhancing our overall journey.Show moreTrip date: January 2021Review collected by Flag Travel Holidays
- MKMarina· April 9th, 2022Overall it was nice experience, everything was very well organized, hotel had great location, tour guides were wonderful. Cooking class was great experience and our chief David was amazing. My trips to Sienna and wine tasting was interesting too. One complain that trip to Montepulciano was too long and it was extra difficulty to get back to Florence. People at villa were very nice, food was great but nothing to do for 1,5 days. It doesn’t worth to spend almost 2 days there. Then I had to take taxi and train to get back, so it is another day had to spend traveling. Would be nice to have trips back to Florence.Show moreTrip date: April 2022
- Ray· October 24th, 2021My group of 4 couples had a wonderful time with the tour that was arranged for us. 4 days in Florence, 2 nights in Sienna and 2 nights in Montepulciano! We loved the cooking classes, wine tours, city tours - all of it. Hotels were outstanding also. Great time - loved it.Show moreFlag Travel Holidays commented on this reviewDear Ray Thank you so much for finding time to write this beautiful review. It is the best reward for our work. Hope to see you again soon for another beautiful journey. Have a lovely day JosephineTrip date: October 2021
- ASAmy· January 30th, 2020Florence is a daydream, Siena and San Gimignano are unique in the world. It is hard not to fall in love with Italy and its incredible beauty. Perfectly organized tour.Show moreFlag Travel Holidays commented on this reviewHello Amy, thanks a million for your great review! Every time we hear from our customer satisfaction, we appreciate every single moment and effort spent to make your experience unique. Tuscany really is a wonderful area to explore... Art, food and... Show moreTrip date: November 2019
Dates & Availability
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- From Thursday19 Jun, 2025To Wednesday25 Jun, 2025This departure date is not available or sold outSold outFrom:$5,640
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- 90 Other Unavailable Departures
No departure dates available
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What our customers ask about this tour
The content in our FAQ section is subject to change.- V
Viktoria
Asked on March 8th, 2025Are there any group size limits for this tour?
- Flag Travel HolidaysOperator•Written March 2025
This tour operates independently, so you will not join a traditional group.
- J
Joaquín
Asked on December 9th, 2024What activities can I arrange during my free day?
- Flag Travel HolidaysOperator•Written December 2024
You have the flexibility to choose optional activities or explore on your own during your free day.
- C
Corina
Asked on October 5th, 2024Is lunch included during the private tour?
- Flag Travel HolidaysOperator•Written October 2024
Yes, lunch is included during the private tour.
- R
Richard
Asked on May 2nd, 2024How do I arrange transportation after the tour?
- Flag Travel HolidaysOperator•Written May 2024
We can organize transportation back to Florence from Montepulciano. The cost depends on various factors.
- F
Fatima
Asked on April 18th, 2024Is there a single supplement fee for solo travelers?
- Flag Travel HolidaysOperator•Written April 2024
Yes, a single supplement will apply if you prefer a private room.
- L
Lucia
Asked on March 27th, 2024When will I receive the travel documents?
- Flag Travel HolidaysOperator•Written March 2024
Travel documents will be sent out a few weeks before your departure.
- I
Isabelle
Asked on January 13th, 2024How can I check the availability for additional nights?
- Flag Travel HolidaysOperator•Written January 2024
Post-tour accommodation can be booked depending on the availability at the designated hotel.
- E
Elke
Asked on January 8th, 2024How can I customize my tour experience?
- Flag Travel HolidaysOperator•Written January 2024
You can customize your experience by adding optional extras to the tour itinerary.
- A
Andre
Asked on November 15th, 2023What is the wait time for booking confirmation?
- Flag Travel HolidaysOperator•Written November 2023
Confirmation wait times may vary, but you will be notified as soon as possible.
- B
Bridie
Asked on October 20th, 2023What are the options for pre or post accommodation?
- Flag Travel HolidaysOperator•Written October 2023
Pre and post accommodations can be arranged based on your travel schedule with additional costs.
Good to Know
Tour ID: 174751
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