Treasures of Tuscany | Semi-Private Tour

Treasures of Tuscany | Semi-Private Tour

Price

$5175

Duration

9 days

Min Age

10

Reviews

No reviews yet

Overview

Visit one of the most stunning regions of Italy and enjoy the best sunny Tuscany has to offer! Visit the most famous sights of awe-inspiring Florence, admire the sunset in a lovely cafe in Siena, allow yourself the luxury to get lost exploring the charming narrow streets of San Gimignano, and try Chianti wines Italy prides itself on during a wine tour in a small group.

Included/Excluded

  • Private arrival and departure transfers
  • Accommodation in centrally located 4-star hotels
  • Breakfasts in the hotels
  • 2nd class high-speed train tickets: Florence - Siena
  • Private walking tours of Florence, Siena, San Gimignano
  • Private Florence Walking Tour with Wine and Tastings
  • Evening Siena walking tour with wine and tastings
  • Chianti Castles & Wine Tasting Tour in a Small Group
  • Montepulciano and Pienza Day Trip in a Small Group
  • Private Transfer Siena - San Gimignano
  • International Flights
  • Travel Insurance
  • Personal Expenses
  • Meals not mentioned in the itinerary
  • City Tax (shall be paid in a hotel by a client EUR 3-5 depending on the city)
  • Tips

Tour Plan

Day 1: Welcome to Florence!

Welcome to Florence—the city of incredible art, amazing food, and excellent wine! Upon arrival, you have a private transfer to your hotel. The rest of the day is free and is at your disposal.

No meals are included.
Overnight in Florence.

Day 2: Half-Day Florence Walking Tour & Wine and Food

The following day, after breakfast, you meet your guide in the lobby for an exciting tour of awe-inspiring Florence. The birthplace of the Renaissance, this cultural gem is an incredible place that will make you fall in love with its rich history, unique art pieces, and architectural jewels. Your guide will take you to the most famous sights as well as the lesser-known places most tourists miss when exploring the city.

What is more, during your guided tour, you enjoy the local wine from an authentic tiny wine window (buchette del vino), skillfully paired with the local cheese and meat platter.

There is nothing planned after the tour, so you are free to keep exploring the beautiful city on your own.

Breakfast is included.
Overnight in Florence.

Day 3: Private Florence Food Tour

Today after breakfast, you start your day in the heart of Florence to meet your guide for an exciting dive into the delicious world of authentic Florentine cuisine. First, you head to explore a lively local market brimming with Italian staples you can't miss—think aged cheeses, fragrant olives, and artisan balsamic. With fresh ingredients in hand, you then journey by minibus through the rolling Tuscan hills to a charming farmhouse kitchen for a master class in traditional Tuscan cooking.

Together with an experienced chef, you will craft amazing seasonal dishes such as bruschetta and roast pork, all paired with generous pours of famous Chianti wine. Cap it off with a homemade dessert before gathering around the table to savor your four-course feast. Of course, the recipes will be sent to your email so you can recreate them back home, and the memories of joy, lovely company, and hot Italian sun are sure something that you will treasure for a long time to come.

There is nothing planned after the tour, and you are free to keep exploring Florence on your own.

Breakfast and lunch are included.
Overnight in Florence.

Day 4: Train to Siena & Evening Walking Tour

Today after breakfast, you check out and meet your private driver for your transfer to the railway station to take a train to Siena, set 1.5 hours away from this beautiful hill town. Upon arrival, you have a taxi transfer to your downtown hotel.

After some rest, you meet your private guide for the Siena walking tour. Together, you explore the timeless beauty of Siena on a captivating walking tour through its medieval streets and historic landmarks. Discover the stunning Piazza del Campo, one of Europe’s most remarkable squares and home to the world-famous Palio horse race. Admire the striking Siena Cathedral (Duomo) with its intricate Gothic architecture and breathtaking interiors, including works by Michelangelo and Donatello. Stroll along charming cobblestone streets, uncover hidden gems, and hear fascinating stories about Siena’s rich history and traditions. Visit the Palazzo Pubblico, the city's grand town hall, and take in panoramic views from the Torre del Mangia. Immerse yourself in the local culture, learn about the city’s powerful medieval banking heritage, and experience the authentic charm of this UNESCO-listed treasure.

Breakfast is included.
Overnight in Siena.

Day 5: Chianti Castles & Wine Tasting Tour In a Small Group

There is nothing planned this morning, so you are free to enjoy breakfast and keep exploring Siena on your own.

And in the afternoon you embark on a scenic half-day trip to explore the treasures of the Chianti region. Begin your journey in a comfortable, climate-controlled van from a central meeting point, traveling through rolling hills and centuries-old vineyards that are the calling card of the region.

Experience the vibrant colors, captivating sounds, and rich aromas of this timeless land as you explore ancient churches, medieval castles, and quaint villages where tradition remains untouched. Stop in the charming town of Castellina in Chianti before visiting a picturesque wine estate.

There, you will have a chance to savor the deep ruby hues and floral notes characteristic of Chianti wines during a guided tasting. Enjoy a selection of Tuscan delicacies paired with a blend of Sangiovese, Canaiolo, Merlot, and Cabernet Sauvignon grapes.

After that, you continue your journey to another renowned winery in the heart of the Chianti Classico area for a second tasting experience to learn even more about the art of wine production and enjoy another tasting.

Conclude your day of exploration with a relaxing ride back to Siena, carrying with you the flavors and memories of Tuscany’s wine country.

There is nothing planned after the tour and you are free to keep exploring Siena on your own.

Breakfast is included.
Overnight in Siena.

Day 6: Pienza and Montepulciano in Small Group

Today after breakfast, you embark on a breathtaking journey through southern Tuscany, beginning with a scenic drive along one of the region’s most panoramic roads—the Crete Senesi. This surreal landscape of rolling clay hills and winding roads offers a striking “moonscape” view that sets the tone for a day of discovery and indulgence.

Your first stop is the Renaissance gem of Pienza, nestled in the heart of the Val d’Orcia valley. Commissioned by Pope Pius II, this town was one of the first to be entirely planned on paper by leading architects of the time. Stroll through its harmonious streets, admire the elegant cathedral, and soak in views that have inspired poets and painters for centuries. A wholesome lunch awaits at a local farm, served on a beautiful terrace overlooking the countryside—weather permitting. The meal features fresh, seasonal ingredients sourced directly from the land.

In the afternoon, continue to Montepulciano, one of Tuscany’s largest and most storied hill towns. Once under the influence of Siena and later Florence, Montepulciano showcases a blend of medieval and Renaissance architecture. Explore the historic center perched atop a steep hill, visit the grand Piazza Grande, and descend into one of the town’s ancient wine cellars carved into the earth. Here, you’ll taste the celebrated Vino Nobile di Montepulciano, a wine that reflects the richness of the region.

As you wander downhill through the town’s winding streets, imagine the challenge of the Bravìo delle Botti—a local festival where competitors race wine barrels uphill in a thrilling display of strength and tradition. The day ends with time to explore Montepulciano’s noble palaces, charming churches, and artisan shops at your own pace.

Breakfast and lunch are included.
Overnight in Siena.

Day 7: Transfer to San Gimignano & Wine and Food Tasting in a Family Winery

Today after breakfast you meet your private driver, who will bring you to your hotel in San Gimignano.

At noon you immerse yourself in the heart of Tuscany with a guided tour of the Casa Lucii estate, nestled in the rolling countryside of San Gimignano. Your experience begins with a warm Welcome Aperitivo, setting the tone for an afternoon of flavor, tradition, and discovery.

Stroll through the estate’s lush grounds with your guide, exploring the vegetable garden, orchard, vineyard, olive grove, and the historic vinsantaia and cellar. Along the way, admire a curated collection of antique agricultural tools that tell the story of Tuscan farming heritage.

The tour culminates in a tasting of 8 organic wines, each crafted with care and rooted in the land’s unique terroir. These wines are paired with a selection of Tuscan gastronomic specialties: cold cuts and cheeses from local farms, fresh produce from the estate’s garden and orchard, and artisanal pairings that elevate each sip. A highlight of the tasting is the IGT Sangiovese "Arturo", served with tailor-made chocolate pralines, followed by the elegant DOC Vin Santo del Chianti "Curato" accompanied by traditional Tuscan Cantuccini.

This intimate experience lasts approximately three hours, offering a deep dive into the flavors, history, and craftsmanship of Tuscan winemaking

Breakfast is included.
Overnight in San Gimignano.

Day 8: Free Day

Today, there is nothing planned. Enjoy the best the city has to offer, take advantage of its incredible restaurant scene, or hunt for souvenirs to bring back home.

Breakfast is included.
Overnight in San Gimignano.

Day 9: Departure

This is the last day of your vacation! Today, you enjoy breakfast in your hotel, check out, and have a transfer to the airport for your flight back home. We wish you a safe trip home and can't wait to start working on your next vacation!

Breakfast is included.

Please note that you need to leave a deposit to secure a website price. And if you are interested in a tour for a group of 5 or more people, please reach out, and we will be happy to calculate the individual cost.

Ask Us Anything

Feel free to ask any questions. Reach us on WhatsApp or fill out the form below. 

Your Name

Reviews

No reviews yet

Book This Tour

please, select date first

Login