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San Gimignano Romance & special occasions

Our most recommended San Gimignano Romance & special occasions

San Gimignano: Truffle Hunting with Lunch & Wine Tasting

1. San Gimignano: Truffle Hunting with Lunch & Wine Tasting

Participate in a unique local Tuscan tradition with this guided truffle hunt followed by lunch and a wine and olive oil tasting. Follow the powerful noses of hunting dogs and learn how to discover precious truffles. Tour the Tenuta Torciano Winery before settling in for a tasting of local wines. Start with a tour of the Tenuta Torciano Winery before getting a brief lesson on truffle hunting. Follow the trained dogs through the forest where precious black and white truffles are found. Learn to identify the different species of trees and the ideal habitat for truffle growth. Take a break in one of the winery’s tasting rooms for lunch and a tasting of local wine and olive oil. For lunch, dig into Tuscan cheeses and cold cuts, bruschetta, tagliolini with truffle and truffle lasagna, roasted meat with a vegetable side dish, and cantuccini cookies for dessert. Taste renowned local wines like Vernaccia di San Gimignano, Chianti Classico, Brunello di Montalcino, and more. Learn about the wines and local industry from the local sommelier.

Half-Day Horseback Riding in Tuscany and Lunch in Winery

2. Half-Day Horseback Riding in Tuscany and Lunch in Winery

On horseback is an excellent way to explore the trails and byways of Tuscany, taking in vineyards and olive groves at a relaxed pace against a backdrop of rolling green hills and landscapes. Once arrived, our guide will match you with a horse that fits your level and needs. The horses are very reliable and also persons without riding experience can partecipate on this tour. We ride through lush vineyards, native woods, olive groves and rolling hills to offer you a collection of breathtaking and unforgettable views. Find the right rhythm and get in harmony with your horse, immerse yourself in the fresh and clean air of the countryside and walk along the newly cultivated fields among patches of sunflowers. After the ride, we will stop in Tenuta Torciano winery to enjoy an authentic Tuscan lunch with typical appetizers (bruschetta, pecorino cheese, cold cuts), lasagna with meat ragù, roasted meat and cantuccini biscuits as dessert. All this will be nicely combined to a great wine tasting class in which you will have the pleasure to taste wines of local production: Vernaccia di San Gimignano, Chianti, Chianti Classico and many other Super Tuscans. You will have the chance to take amazing pictures of the magnificent landscape offered by the Chianti region. And after the tasting if you like you will have the opportunity to buy or ship home. Lunch includes: • Appetizers: Tuscan cheeses and cold cuts, bruschetta • First course: lasagna with meat ragù or ribollita Tuscan soup • Second course: roasted meat with vegetable side dish • Dessert: cantuccini biscuits with dessert wine

From San Gimignano: Horseback Riding in Tuscany

3. From San Gimignano: Horseback Riding in Tuscany

Soak-up the atmosphere of the old riding school situated in a tranquil and peaceful area nestled between the rolling hills of the Tuscan countryside. The horses will be there waiting for you. Don’t worry if you haven’t ridden a horse before, the experienced school staff will make sure you feel confident before the ride commences. They will help you to become familiar with the horse, showing you all the necessary techniques to ride. You will ride through lush vineyards, native woods, olive groves and rolling hills for a collection of breathtaking and unforgettable views.

from Florence: All inclusive Tuscany Vespa Tour in Chianti

4. from Florence: All inclusive Tuscany Vespa Tour in Chianti

The day starts with pickup from central Florence (see meeting point section) where the group will be taken in an air-conditioned van/coach to the Chianti region. Upon arrival, a local English-speaking guide will share some information on the region before giving a brief safety demonstration and assigning the Vespas.   Start the Vespa ride on the quiet and scenic roads through the rolling hills of the Chianti region where some of the most famous Tuscan wines are produced and fall in love with the fields of vines, cypresses, and Tuscan rural houses. Admirea the skylines of the incredible Medieval villages like Sna Gimignano and listen to the legendary stories that these places hold from your local guide When hunger strikes, the group gathers back together at a local winery to share an authentic Tuscan meal combined with a light wine and olive oil tasting.   After a day full of sightseeing, the group returns to Florence at approximately 5:00 PM.

Wine and Oil Tasting with Tuscan Appetizers

5. Wine and Oil Tasting with Tuscan Appetizers

Tenuta Torciano winery is a family-owned winery located in a gorgeous spot from where you will enjoy a panoramic view of the Tuscan countryside and wine country. After a brief visit of the vineyards and the cellar, a full wine and oil tasting experience will follow, accompanied by our typical Tuscan appetizer, with pecorino cheese, cold cuts and tomato bruschetta. You will taste different types of wine including the famous Chianti Classico, Brunello of Montalcino, Super Tuscan wines, a 30-year-old balsamic vinegar and the delicious extra virgin olive oil. Here you will learn how to recognize the different flavors and develop your taste buds with our passionate wine expert. This moment is perfect to discover the most revered local wines, learn the characteristics of each blend and hear the winemakers’ secrets! Our professionalism, the beautiful landscape and the high quality of our wines and products will make this experience unique.

San Gimignano: Romantic Vineyard Dinner

6. San Gimignano: Romantic Vineyard Dinner

Relax while enjoying dinner at a vineyard. Activate your senses, soaking up the air, colors, flavors, and smells of the countryside. Join a unique experience designed to give you the best of what the Chianti region has to offer. Discover its history, landscapes, wine, and culinary traditions. Enjoy dinner in a cozy atmosphere surrounded by nature. Taste Tuscan cold cuts and cheeses, lasagna with meat ragù or ribollita soup, roasted meat with fresh seasonal vegetables from the garden, and cantuccini biscuits with dessert wine. Taste the famous Vernaccia white wine, Chianti Classico, Brunello di Montalcino, and many other renowned Tuscan wines along with some extra virgin olive oil. The vineyard's wine expert will guide you through the tasting and share the secrets of the wine and oil production with you.

From Florence: Outdoor Wine Dining in San Gimignano Winery

7. From Florence: Outdoor Wine Dining in San Gimignano Winery

Savor a traditional 4-course Tuscan meal complete with a wine-tasting and wine pairing class. Learn how to enjoy various wines and discover wine-tasting techniques with the local partner's expert staff. Upon arrival at the winery, take a short walking tour of the historic property with a member of staff and be introduced to wines from San Gimignano, Montalcino, Montepulciano, and more. Then, depending on the season, settle down for your meal in a relaxing outdoor dining area on a warm Italian summer's night, or cozy up inside by a fireplace during winter. Begin your meal with the most common wines, paired with an appetizer of salami, cheeses, bruschetta, and fresh salads. Following your appetizer, delight in more prestigious wines and taste them alongside a lasagna with meat sauce and truffle oil or Tuscan Ribollita soup for your first course. The main course of roasted meat with roast potatoes and vegetables follows, before a dessert of Cantuccini (biscotti) with dessert wine. A range of Tuscan products are used in the meal, including: • Extra Virgin Olive Oil • Truffle Olive Oil • Pepper Hot Olive Oil • Balsamic Vinegar Selected Wine List: • Brunello di Montalcino D.O.C.G. • Rosso di Montalcino D.O.C. • Cabernet Bartolomeo Riserva I.G.T. • Merlot Baldassarre Riserva I.G.T. • Syrah Cavaliere Riserva I.G.T. • Vernaccia of San Gimignano D.O.C.G. • Chianti D.O.C.G. • Chianti Classico D.O.C.G. • Chianti Classico Riserva D.O.C.G. • Red of Montepulciano D.O.C. • VinBeato - Dessert Wine

From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

8. From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

Start your experience in the morning and explore the scenic hills of the Chianti region where some of the most famous Tuscan wines are produced. Ride through the beautiful fields of vines, cypresses, and Tuscan rural houses. Enjoy plenty of stops for beautiful photo opportunities throughout your experience.  Stop at a local winery where the kind owners will escort you around their property before serving an authentic Tuscan meal, followed by wine and olive oil tasting. Hop on your scooter once again and follow your guide through the final part of the scenic ride, arriving back at the meeting point in the early afternoon.

Tuscan Lunch/Dinner and Wine Tasting in San Gimignano Winery

9. Tuscan Lunch/Dinner and Wine Tasting in San Gimignano Winery

Located in a strategic position between Florence and Siena, Tenuta Torciano is just a few minutes away from the medieval village of San Gimignano, among vineyards, woods and olive groves. You are in the heart of the Chianti region area where the scenery is breath taking and untouched as it was ages ago. The experience starts with a fascinating walk in the vineyards of Tenuta Torciano to get to know the family wine history. It then continues in the barrel room, where our wine expert will immerse you in the world of the wine. You then move to one of our beautiful tasting rooms and a typical lunch or dinner will be served along with local wine and olive oil tasting. You will taste all the most renowned wines - Vernaccia di San Gimignano, Chianti, Chianti Classico, Brunello di Montalcino and many more - pairing them with excellent food: local cheeses and cold cuts, bruschetta, lasagna, roasted meat and cantuccini biscuits. Our expert local sommelier will guide you on a tour of Tuscany’s diverse wine producing regions, showcasing wines from prestigious vineyards. Expect to leave with a deeper understanding of Italian wines and an educated palate!

From Florence: San Gimignano Private Helicopter Wine Tour

10. From Florence: San Gimignano Private Helicopter Wine Tour

Enjoy a sky-high bird's eye view of the Chianti region with its vineyards and colorful medieval towns such as San Gimignano and Florence. Embark on a helicopter ride that reveals one of the most beautiful and breath-taking views in existence.  Once aboard the aeroplane, depart from Florence and fly over the Arno River, giving you a 360° view of the beautiful city as you admire its most famous monuments. Then, reach San Gimignana where you will cross all of the beautiful hills of Chianti and its medieval villages. Then, enjoy lunch in the Tenuta Torciano winery in San Gimignano, where the owner Pierluigi Giachi will await for you with a bottle of Champagne as a welcome. It is a perfect experience for couples, families, romantic outings and special occasions.

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What people are saying about San Gimignano

My husband and I were on our honeymoon and we booked this tour a day before due to us not being sure of the weather. Our day was absolutely perfect, and our guide was amazing! Once we met our guide Vincenzo, we tested out Vespa drivers - and although I wanted to drive my own, we decided my hubby was the main man for the job. It was really romantic being able to hug and talk to each other throughout the trip. What really surprised us was the wine tasting and lunch at a local family own winery. This was clutch and the quality of the wines and food were great. Our guide, Vincenzo, was very engaging, knowledgeable and personable. Safety came first for him, which out our crew at ease. Loved this tour and it was really a highlight of our Tuscany trip!

We had a fantastic day with Vincenzo as our guide! He was funny, helpful, taught us a lot about the local wines, olive oil, and history of the local area. We spent a lot of time at the vineyards, olive tree orchard, and had delicious 4 course lunch with wine tasting at a local winery. We highly recommend this tour!

Our tour guide did an awesome job in getting everyone ready for the ride and ensure all safety measures are in place before we headed out for the trip. He is very friendly, attentive and knowledgeable about all things about this wonderful wine country. I will strongly recommend this tour to my friends!

we had a very nice Vespa tour with Vincenzo, it was excellent, full of fun and very safe.

Awesome experience. A must if you travel to Tuscany region. Loved everything!