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Discover the charm of Tuscany with this 3-day wine tour from Florence, featuring expert guides, scenic drives, and tastings in iconic villages like San Gimignano and Montepulciano.
Tuscany is a must-visit destination for lovers of wine, scenic landscapes, and authentic Italian culture. This 3-day tour, offered by Tuscany Untouched, promises a relaxed yet immersive experience for first-time visitors eager to soak up the region’s legendary vineyards and charming villages without the fuss of planning every detail themselves. With a small-group setting, expert guides, and all logistics handled—from accommodations to meals—this experience is designed to give you a taste of Tuscany’s finest.
What really caught our eye is the way this tour combines comfort and authenticity. You’ll be driven by a knowledgeable local driver, leaving you free to enjoy the rolling hills and picturesque towns without the stress of navigating. Plus, the inclusion of winery visits and tastings in iconic spots like Chianti, San Gimignano, and Montepulciano adds real value for wine lovers. A possible consideration is the price—at over $2,400 per person, it’s an investment, but one that many would agree offers exceptional convenience and curated experiences.
This tour is best suited for those who want to explore Tuscany’s celebrated wine regions effortlessly, enjoy expertly guided tastings, and savor the region’s scenic beauty in a small group. If you’re new to Tuscany or prefer your travels hassle-free, this package offers a well-rounded introduction to the area’s beauty and flavors.


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Your adventure kicks off from Florence’s Santa Maria Novella station around 10 am, where you’re greeted by your friendly, knowledgeable local driver. The first stop is a scenic drive through Tuscany’s legendary Chianti region, known for its rolling hills and vineyards. With the driver handling all navigation, we had plenty of time to relax, take photos, and soak in the landscape.
The highlight here is the wine tasting at local wineries, where you’ll sample some of Italy’s most famous reds. Our guide shared insights into Chianti’s history and production, making the tasting more than just a sip-and-see. The fact that admission to the wineries is included means you can indulge without worrying about extra costs—though the quality of the wine and food was noted as particularly good, according to a reviewer who praised the excellent wine and tapas.
The second day takes you into the heart of the Vernaccia wine region, centered around San Gimignano, a hilltop town famed for its medieval towers and lively atmosphere. The drive through Castelvecchio National Park offers breathtaking views, and you’ll have ample time to explore San Gimignano’s narrow streets and historic sites.
The focus here is on white wine tasting, specifically Vernaccia di San Gimignano, which is celebrated for its crisp, refreshing qualities. The tour includes a visit to local wineries where you can learn about the production process and enjoy tastings. The description notes that this day is dedicated to Tuscany’s white wine, providing a delightful contrast to the reds of Day 1. Visitors might find that the farm-to-table snacks and local delicacies served during tastings enhance the experience even further.
The final day explores the stunning Val D’Orcia area, with a stop in Montepulciano, a medieval hill town known for its Vino Nobile. The winding streets, ancient walls, and panoramic views of rolling hills make this a visual feast. Here, you’ll visit renowned vineyards and enjoy tastings of montepulciano wines paired with regional specialties.
According to reviewer comments, guides are well-organized, sharing insights into the history and culture of each location. The visit to Montepulciano is particularly praised for its picturesque streets and the chance to experience Tuscany’s wine festivals and fairs, which are often held in the summer. The day wraps up with more tastings and, presumably, a sense of having truly experienced Tuscany’s signature wines and scenery.
The tour departs at 9:00 am from Florence’s main station and finishes back at the same location, making it easy for travelers to plan their arrival and departure logistics. The group size is capped at 8 travelers, fostering a cozy and personalized atmosphere. The inclusion of hotel pickup and drop-off in Rome is a major convenience, especially if you’re staying in the city prior or after the tour.
Pricing at $2,417.84 per person reflects the all-inclusive nature—covering transportation, tastings, meals, and accommodations—though it’s an investment. Many travelers feel the comfort and expert guidance justify the cost, especially considering the hassle-free experience and curated stops in top wine regions.
The tour is suitable for most travelers aged 18 and over, with vegetarian meal options available upon request. The tour’s flexibility in offering multi-lingual guides and the small group size ensures a more intimate experience, ideal for those who prefer a personal touch.
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One reviewer shared that their guide, Paolo, was very organized and knowledgeable, which made the entire experience smooth and enjoyable. They particularly appreciated the excellent tours of wineries combined with great food and wine, noting the overall trip as “absolutely perfect.” Their emphasis on the guides’ insights and the quality of tastings highlights how important knowledgeable guides and curated tastings are to the overall value.
Another traveler mentioned the scenic drives and the delicious local tapas served during tastings, which helped create a true sense of Tuscany’s culinary culture. The small group size seemed to make the experience more engaging and flexible, allowing for more personalized interactions.

This 3-day Tuscany wine tour offers an impressive combination of scenic beauty, expert-guided tastings, and hassle-free logistics. It’s an ideal choice for first-time visitors who want to get a comprehensive introduction to Tuscany’s wine regions without the stress of planning individual visits. The inclusion of iconic towns like San Gimignano and Montepulciano, plus the small-group intimacy, makes it a memorable and authentic experience.
While the price tag may seem steep, the value delivered through curated experiences, expert guides, and the convenience of all arrangements makes it worthwhile for lovers of wine, scenery, and Italian culture. It’s especially suited for travelers who prefer comfort, expert insights, and small-group settings over self-guided adventures.
This tour will leave you with beautiful photos, a good understanding of Tuscany’s wine traditions, and perhaps a new appreciation for the region’s cultural richness. If you’re looking for a luxurious, educational, and scenic escape, this trip hits all those marks.

Is transportation provided during the tour?
Yes, transportation between stops is included, with a driver handling all logistics, allowing you to relax and enjoy the scenery.
What is the maximum group size?
The tour is limited to 8 travelers, ensuring a more intimate experience and personalized attention from guides.
Are meals included?
Yes, meals are part of the package, with local food and tapas paired with wine during tastings. Vegetarian options are available if requested at booking.
Can I cancel if my plans change?
You can cancel up to 6 days in advance for a full refund. Cancellations less than that are subject to different refund policies.
What is the age requirement?
Participants must be at least 18 years old, suitable for adult wine enthusiasts.
Is this tour suitable for beginners?
Absolutely. It’s designed as a relaxed introduction to Tuscany’s wine regions, with knowledgeable guides and tastings suitable for all levels.
What should I wear?
Comfortable clothing and shoes suitable for walking are recommended, especially as you’ll explore towns and vineyard areas.