Dive into Tuscany’s Olive Harvest, San Gimignano & Wine Experience

This 8-hour private tour offers an authentic taste of Tuscany, combining the seasonal olive harvest, a visit to the historic San Gimignano, and a delicious wine tasting with lunch. Starting from Florence, this tour is perfect for those eager to explore Tuscany’s culinary traditions, medieval architecture, and stunning landscapes with a knowledgeable guide.

You’ll meet local farmers to learn the art of olive harvesting during the harvest season in October and November, visit a scenic winery for an authentic Tuscan lunch and wine tasting, and enjoy breathtaking views of Florence from Michelangelo Square. The tour balances hands-on experiences with cultural sightseeing, making it ideal for travelers seeking a comprehensive day in Tuscany.

While the tour is wheelchair accessible and offers flexible booking options with free cancellation, it’s important to note that the olive harvest is only available during the fall months. This tour delivers a well-rounded look at Tuscany’s wine, olive oil, and medieval history, with plenty of opportunities to relax and enjoy the scenery.

You can check availability for your dates here:

Key Points

Seasonal Olive Harvest: Learn traditional olive harvesting methods with local farmers during October and November.
San Gimignano Exploration: Climb the Great Tower for stunning views of the medieval skyline.
Wine Tasting & Lunch: Savor local wines including Vernaccia, Chianti, and Super Tuscan, paired with a hearty lunch at a scenic winery.
Scenic Drive: Enjoy a private guide leading a drive through Chianti’s picturesque vineyards and rolling hills.
Panoramic Florence Views: End the day at Michelangelo Square, with panoramic vistas of Florence and its iconic skyline.

If wine interests you, we've examined these other wine experiences in Florence

Starting from Florence: Convenient Pickup and Private Transport

The tour begins with a pickup at your hotel in Florence, simplifying logistics and ensuring a comfortable start. A driver-guide remains with your group throughout, providing insights into Tuscany’s landscape and history. This private transportation allows for a relaxed pace and personalized experience, with the flexibility to enjoy the scenery en route to each stop.

The entire experience lasts around eight hours, making it a full but manageable day trip. This is an excellent choice for visitors who prefer an organized, guided day that covers multiple highlights without the hassle of separate bookings.

Olives and the Art of Harvesting in the Chianti Region

This tour’s standout feature is the hands-on olive harvesting experience. In the Chianti wine region, local farmers demonstrate the traditional methods used during the October and November harvest. You’ll see how olives are picked and learn about the importance of olive oil in Tuscan cuisine.

This activity offers a genuine look at Tuscan agricultural practices and the chance to participate in a seasonal tradition. It’s particularly appealing for those interested in local food production and rural life. The visit to the olive grove and talking with the farmers provides a personal connection to Tuscany’s agricultural heritage.

Wine Tasting and Italian Lunch at a Scenic Winery

After the olive harvest activity, the tour moves to a scenic winery for a lunch and wine tasting. The lunch features local specialties paired with an impressive selection of Tuscan wines including Vernaccia, Pinot Noir, Chianti, Chianti Classico, Chianti Riserva, and Super Tuscan.

The wine tasting is an opportunity to appreciate the distinct flavors of Tuscany’s renowned wines, complemented by the Limoncello served at the end of the meal. The setting offers picturesque views of the countryside, enhancing the overall experience.

More Great Tours Nearby

Exploring San Gimignano’s Medieval Skyline and Great Tower

Next, the tour visits the medieval town of San Gimignano, famous for its towers and well-preserved historic center. The highlight is climbing the Great Tower, which provides panoramic views of the town and surrounding countryside.

San Gimignano also offers a chance to sample gelato from the Gelato World Champion, adding a sweet touch to the day. The town’s narrow streets and medieval architecture provide excellent photo opportunities and a glimpse into Tuscany’s rich history.

While you're exploring Florence, here are other experiences we've looked into

Scenic Drive Through Chianti’s Vineyards and Hills

Throughout the tour, a private guide leads a scenic drive through the Chianti wine region, characterized by vineyards, olive groves, and rolling hills. This drive showcases the timeless beauty of Tuscany’s landscape and offers numerous photo stops.

The guide shares insights into the region’s history, winemaking traditions, and local culture, enriching the visual experience with stories and context. This aspect of the tour emphasizes the connection between Tuscany’s landscape and its culinary traditions.

Breathtaking Views from Michelangelo Square

The tour concludes at Michelangelo Square, where stunning views of Florence’s skyline unfold. From this vantage point, visitors enjoy a panoramic vista of the city’s rooftops, domes, and iconic landmarks.

Spending time at Michelangelo Square allows for a moment of reflection and appreciation of Florence’s beauty, making for a memorable end to a day filled with history, flavors, and scenic scenery.

Practical Details and Accessibility

The tour includes hotel pickup from Florence, making it easy to start the day without logistical concerns. It is wheelchair accessible, accommodating travelers with mobility needs. The live guides speak English, Italian, and Spanish, ensuring clear communication and a personalized experience.

With the option to reserve now and pay later, travelers benefit from flexibility, with free cancellation up to 24 hours before the experience. The tour’s 8-hour duration allows for a full immersion into Tuscany’s highlights without feeling rushed.

Final Thoughts on the Tuscany Olive Harvest & Wine Tour

This tour offers a well-rounded taste of Tuscany’s agriculture, medieval heritage, and wine culture. The hands-on olive harvesting in October and November brings an authentic rural experience, complemented by wine tastings and historic sightseeing.

It’s best suited for those who appreciate local traditions, scenic drives, and culinary experiences in a private, guided setting. The combination of cultural insight and stunning views provides a memorable day in Tuscany.

While it’s focused on the fall olive harvest, the scenic and cultural elements make it a versatile option throughout the year, with the caveat that the olive harvest is seasonal.

Ready to Book?

Tuscany: Olive Harvest, San Gimignano & Wine Tour

Frequently Asked Questions

Is the olive harvest available year-round?
No, the olive harvest takes place only in October and November.

What wines are included in the tasting?
You’ll sample Vernaccia, Pinot Noir, Chianti, Chianti Classico, Chianti Riserva, and Super Tuscan, along with Limoncello.

How long is the tour?
The experience lasts approximately eight hours.

Is the tour suitable for wheelchair users?
Yes, the tour is wheelchair accessible.

Does the tour include lunch?
Yes, a lunch paired with wine tasting is included at a scenic winery.

Can I cancel this tour?
Yes, free cancellation is available up to 24 hours before the scheduled start.

What should I bring?
Comfortable, closed-toe shoes are recommended for walking and activities.

How do I get picked up?
The tour includes hotel pickup in Florence; you’ll be collected at your accommodation.