Private Tour to Siena and Montalcino from Florence - Montalcino’s Old Town and the Enoteca la Fortezza

Private Tour to Siena and Montalcino from Florence

Discover Tuscany with a private 9-hour tour from Florence to Siena and Montalcino, including luxury transport, optional wine tastings, and personalized insights.

Exploring Tuscany’s medieval charm is effortless with this private tour to Siena and Montalcino from Florence. Priced at $921.92 per group for up to 7 people, this full-day experience offers a luxury minivan, hotel pickup, and English-speaking driver. The tour spans approximately 9 hours, giving ample time to soak in the sights of Siena’s historic streets and Montalcino’s renowned wine scene. The flexibility to include lunch and wine tastings at an extra cost makes this tour ideal for those seeking a personalized, stress-free adventure through Tuscany’s picturesque landscapes.

What sets this tour apart is the customizable experience led by knowledgeable drivers who share insights into Tuscany’s traditions and local secrets. The private setting ensures an intimate atmosphere, perfect for families, friends, or small groups. While the tour offers free Wi-Fi and bottled water, guests should be prepared for optional expenses like lunch and wine tastings, which are not included in the base price. This tour is best suited for those who appreciate comfort, flexibility, and a tailored visit to two of Tuscany’s most charming towns.

Key Points

Private Tour to Siena and Montalcino from Florence - Key Points

  • Private 9-hour tour from Florence with pickup and drop-off included
  • Up to 7 guests pay one price for an exclusive experience
  • Visits to Siena’s historic center and Montalcino’s old town with free admission
  • Optional wine tastings and lunch available at additional cost
  • Luxury minivan equipped with free Wi-Fi and bottled water
  • Guided by an expert, English-speaking driver who offers personalized recommendations

Comfortable and Hassle-Free Transportation from Florence

Private Tour to Siena and Montalcino from Florence - Comfortable and Hassle-Free Transportation from Florence

The tour begins promptly at 9:30 am with hotel pickup in Florence, making the start seamless. The luxury minivan provides a comfortable ride through Tuscany’s scenic countryside, where you’ll pass vineyards, olive groves, and medieval villages. Free Wi-Fi on board keeps the journey connected, while the driver’s local knowledge adds value by sharing stories and tips along the way.

Traveling in a private vehicle means flexibility and intimacy, avoiding crowded group tours or public transport. The small group capacity of up to 7 ensures personalized attention, making it suitable for those who prefer an exclusive experience. The drop-off back in Florence occurs at the end of the day, eliminating the hassle of navigating public transit.

Exploring Siena’s Medieval Architecture and Local Streets

Upon arrival in Siena, you spend 2 hours exploring the city’s famous monuments and lively streets. Siena’s architecture is renowned for its medieval charm, with highlights including the Piazza del Campo, famous for its shell shape and historic significance, and the 13th-century Siena Cathedral, a masterpiece of Gothic design.

The historic streets of Siena are filled with local shops, offering opportunities to taste regional foods or purchase souvenirs. The walkable old town allows for a relaxed pace, ideal for soaking in the sights and atmosphere of this iconic Italian city. Since admission to Siena’s key sites is free, the focus remains on enjoying the stunning architecture and vibrant street life.

Montalcino’s Old Town and the Enoteca la Fortezza

Private Tour to Siena and Montalcino from Florence - Montalcino’s Old Town and the Enoteca la Fortezza

After Siena, the tour visits Montalcino, a UNESCO-listed hilltop town famous for its Brunello di Montalcino wine. The 1-hour free visit to Montalcino’s old town offers sweeping views and picturesque streets to explore at your own pace.

The highlight for wine enthusiasts is a stop at Enoteca la Fortezza di Montalcino, a medieval fortress-turned-wine shop. Here, you’ll find a vast selection of Brunello wines, available for tasting (extra expense). The fortress hosts a well-stocked wine shop, allowing guests to sample various vintages and learn about the region’s iconic wines directly from knowledgeable staff.

Optional Lunch and Brunello Wine Tastings

Private Tour to Siena and Montalcino from Florence - Optional Lunch and Brunello Wine Tastings

Guests can choose to include a lunch and wine tastings in Montalcino at an additional cost. The tour can arrange lunch in a cellar or farm, offering local foods paired with Brunello wines—a highly recommended experience for food and wine lovers.

These tastings provide an insider look into Tuscany’s wine-making traditions and are tailored upon request, ensuring a personalized experience. While not included in the base price, these options significantly enhance the day with authentic regional flavors.

The Charm of Siena’s Cultural Heritage

Private Tour to Siena and Montalcino from Florence - The Charm of Sienas Cultural Heritage

Siena’s medieval architecture and famous Piazza del Campo make it a standout destination. The 13th-century Siena Cathedral offers an awe-inspiring sight with its intricate facade and artistic interior. The city’s historic streets are filled with shops and cafes, perfect for tasting local delicacies or buying souvenirs.

The 2-hour visit balances sightseeing with leisure, allowing plenty of time for photos, shopping, and appreciating the city’s ambiance. Since no admission tickets are required for the main sites, the focus remains on enjoying the visual and cultural richness of Siena.

Montalcino’s Scenic Old Town and Panoramic Views

Private Tour to Siena and Montalcino from Florence - Montalcino’s Scenic Old Town and Panoramic Views

The short one-hour visit to Montalcino’s old town showcases its quaint streets and panoramic vistas. Known for Brunello wine, the town’s medieval fortress hosts a wine shop where tastings are available. The views from Montalcino’s hilltop location are among Tuscany’s most beautiful, with rolling vineyards stretching in every direction.

Guests have time to wander the cobbled streets and take photos of the landscape before heading to the wine shop for tastings or simply enjoying the town’s relaxed charm.

The Unique Experience of a Private, Guided Day

Private Tour to Siena and Montalcino from Florence - The Unique Experience of a Private, Guided Day

The professional, English-speaking driver not only navigates Tuscany’s scenic roads but also shares insights and local knowledge. This personalized guidance makes the experience richer, especially when the driver makes recommendations for places to dine, shop, or visit.

The private tour format guarantees a tailored day, with the flexibility to focus on specific interests or preferences. This setup is especially appealing for those who want a luxury, customized day trip without the stress of planning or navigating.

Practical Details and Booking Considerations

Private Tour to Siena and Montalcino from Florence - Practical Details and Booking Considerations

The tour operates most days, with bookings typically made 36 days in advance. The confirmation is immediate at the time of booking, and free cancellation is available up to 24 hours before the start.

The cost of $921.92 covers the entire group of up to 7 people, offering good value for an exclusive, guided day through Tuscany’s highlights. The meeting point is conveniently near public transportation in Florence, easing your start to the day.

Who Will Appreciate This Tour Most?

This tour is perfect for small groups or families seeking a luxury, personalized experience. It suits those who value comfort, flexibility, and local insights. The option to include wine tastings and lunch makes it especially appealing for food and wine enthusiasts wanting an authentic taste of Tuscany.

While the tour does not include a licensed city guide, the driver’s knowledge and recommendations compensate well, providing a rich cultural and culinary experience.

Ready to Book?

Private Tour to Siena and Montalcino from Florence



5.0

100% 5-star

“Wonderful day exploring Siena & San G-our tour guide Luigi was very knowledgeable & made reservations at a lovely little vineyard for us for lunch”

— DENISE G, Oct 2024

Frequently Asked Questions

Is the tour suitable for children?
Yes, as it involves minimal walking and comfortable transportation, making it suitable for most ages.

Can I customize the stops or itinerary?
The tour is private and flexible; the driver can make recommendations, and optional lunch and wine tastings can be arranged.

What is included in the price?
The luxury minivan, private driver, hotel pickup and drop-off, free Wi-Fi, and bottled water are included. Lunch and wine tastings are optional and cost extra.

How long are the stops at Siena and Montalcino?
You spend about 2 hours in Siena and 1 hour in Montalcino, with additional time for tastings and optional activities.

Is there an option for a guided tour of Siena or Montalcino?
No licensed guides are included, but the driver shares insights throughout the day.

What should I wear or bring?
Comfortable shoes are recommended for walking around Siena and Montalcino. Bring cash or cards for optional tastings and purchases.

How early should I book?
Booking most days 36 days in advance is typical, but early reservations are advised, especially for specific dates.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour’s start time.

Is the tour wheelchair accessible?
No specific information provided; consider mobility needs when booking.

What makes this tour stand out from other Tuscany trips?
The private, customizable experience combined with luxury transportation and the chance to visit both Siena and Montalcino in one day makes it a standout choice for those seeking comfort and tailored insights.