All Florence Wine tasting Trips
20 Wine tasting Trips in Florence with 389 Reviews
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Italian Intermezzo
4.6
This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!
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Private Gourmet Wine Tour in Tuscany
4.5
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills
Tuscany Walking and Wine
4.9
We had an amazing time, the hotels were very good, out guide A.J was amazing and made the exprience what it was!
San Gimignano, Siena & Chianti from Florence
Step Into the Soul of Tuscany: A Full-Day Wine & Culture Journey
Leave the bustle of Florence behind and set off on an unforgettable day trip deep into the heart of Tuscany, where time seems to slow down and every hilltop town tells a story. This carefully curated experience takes you through the rolling vineyards of Chianti, the medieval magic of Siena, and the timeless charm of San Gimignano.
Wander Through Siena’s Storied Streets
Your adventure begins in the enchanting town of Siena, a place where history whispers from every stone. Meander through its labyrinth of narrow alleys, soak in the atmosphere of the famous Piazza del Campo—home to the legendary Palio horse race—and stand in awe before the majestic Cathedral of Santa Maria Assunta, a Gothic masterpiece brimming with centuries of artistry and devotion.
Taste Tuscany: Wine, Food, and Tradition
From Siena, we journey into the sun-drenched hills of Chianti, the beating heart of Tuscan wine country. Here, amid vineyards that stretch to the horizon, you'll be welcomed to a traditional estate for a relaxing lunch and exclusive wine tasting. Savor the flavors of authentic Tuscan cuisine paired with world-class wines like Chianti Classico. Tour the wine cellars, learn the secrets of the winemaking process, and enjoy the warm hospitality of the countryside.
Discover the Towers of San Gimignano
Our final destination is San Gimignano, the “Medieval Manhattan” of Tuscany, famous for its skyline of ancient towers. A UNESCO World Heritage site, this hilltop village invites you to step back in time as you explore its cobbled lanes, artisan boutiques, and postcard-perfect piazzas. And yes—make time to indulge in what many say is the best gelato in all of Italy.
Getting There
Your journey begins in Florence at Duomo Square, by the Colonna San Zanobi near the Baptistery of San Giovanni. Our friendly team will greet you before boarding a comfortable coach for a scenic ride through the Chianti countryside, complete with fascinating commentary along the way.
Small Group, Big Experience
With a maximum of 30 travelers, this intimate group tour offers a more personal connection to the land, its people, and its stories. By the end of the day, you’ll return to where it all began—back at Duomo Square in Florence—but you’ll carry the spirit of Tuscany with you long after the journey ends.
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Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast
5
Great adventure, great guide in Shallal, we'd love to have her on our next adventure! Can say nothing but good things, except perhaps to schedule during a cooler time of year but that is not anything you can change!. We did notice the group dynamic changed when 4 people ended their first week with our group and 4 new people joined our group for the 2nd week. We were more of a team with the first group we had and that was really nice and a good selling point for small group tours like yours. For our next tour we'll be looking only at small group tours.
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Grand Italy & Sicily
4.7
It covers so many areas in Italy
We got exposed to so much history and culture
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Italian Escapade
4.7
It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!
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Ultimate Italy
5
It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.
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Milan to Cinque Terre & Rome - 6 days
SMALL GROUP TOUR: Embark on a captivating 6-day small group tour through north and central Italy. Discover stunning Cinque Terre, a UNESCO-listed string of picturesque coastal villages along the Italian Riviera. Explore the art, architecture and culture of Florence, and immerse yourself in the flavours of Tuscany. Experience the perfect blend of breathtaking landscapes, historical treasures, and culinary delights, creating unforgettable memories in one of Europe's most captivating regions.
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European Dream
5
It’s very busy but I could not have imagined learning so much and connecting with so many wonderful people.
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Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks
5
The "Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks" tour really lived up to its name and my expectations. In one short week we travelled to all these places to experience its beauty, nature, food and culture. We indeed had unforgettable walks with everyone, our incredible CEO Francesco and amazing fellow tour members. I highly recommend this tour!
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Best of Italy
4.8
Our guide was very professional and knowledgeable which helped a great deal. It got us to places we never would have gone to by ourselves .
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Road to Rome
4.5
Wonderful trip! I strongly recommend several of the Optional Experiences to make the most of your time, including the sunset boat trip in Paris (you see the Eiffel Tower aglow!), walking tour of Hidden Venice, and walking tour of the Colosseum in Rome.
Be prepared to walk a lot (I hit 10-14k steps most days!) Be prepared for early mornings.
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Mediterranean Journey
Marvel at Gaudi’s masterpieces in Barcelona, spot locals sipping pastis in Nice and admire Florence the home of Michelangelo and the Renaissance, as you circle the azure waters of the Mediterranean. Embrace the city of Pisa with a stop at the famous leaning tower, where Italian astronomer Galileo was said to have pioneered his theories of gravity. In France, work up an appetite in the medieval streets. In Spain, dine with the locals in Basque tradition with an evening of San Sebastian pintxos tastings, snack-sized tapas, while sipping on a refreshing glass of local Txakoli wine. In Rome, taste the seasonal flavours and of course, handmade pasta.