A day in Tuscany & Medieval Towns

Explore Tuscany’s Authentic Charm with a Private Guided Day Trip

A full-day private tour of Tuscany offers an intimate journey through Italy’s countryside, departing from Florence for about 8 to 9 hours. Priced at $1,021.75 per group (up to 8 people), this experience is perfect for those seeking a flexible, personalized look at Tuscany’s less touristy sides. The tour features private transportation, on-board commentary, and pickup from your chosen accommodation in Florence, making logistics effortless.

A standout feature is the local guide’s expertise, leading you through hidden medieval villages and scenic spots that most visitors miss. The tour includes lunch at a traditional restaurant, organized by the driver-guide, allowing you to relax and enjoy authentic Tuscan cuisine—all at your own expense. With many reviews rating it a perfect 5.0, this tour combines comfort, cultural insight, and the chance to discover Tuscany’s genuine atmosphere.

Key Points

• Private, customizable tour of Tuscany’s medieval towns and countryside
• 8 to 9 hours of relaxed exploration from Florence
• Hassle-free pickup from your accommodation included
• Visit off-the-beaten-path locations popular with locals
• Lunch at a traditional restaurant, chosen by your driver-guide
• Expert local guides provide commentary and personalized recommendations

Starting in Florence: Convenient Pickup and Comfortable Transport

This tour begins with pickup from your preferred location in Florence. Once onboard, you’ll enjoy air-conditioned private transportation, which ensures a comfortable and relaxed journey throughout the day. The group size is limited to up to 8 people, making for a cozy and personalized experience.

Most travelers book this tour about 42 days in advance, highlighting its popularity among those wishing to explore Tuscany in depth with minimal hassle. The guide’s on-board commentary enriches your understanding of the region’s history and culture during the drive, setting the tone for a day of discovery.

Discovering Tuscany’s Hidden Gems

The core of this experience is visiting lesser-known spots where Italians spend their time away from travelers. The guide leads you through medieval towns that most travelers overlook, offering a more authentic perspective of Tuscany. Since the tour is private, the stops are tailored to your interests, with the guide available to recommend local wineries or scenic viewpoints.

The entire day is dedicated to exploring these off-the-beaten-track locations, giving you the chance to see beautiful medieval architecture, charming streets, and peaceful countryside, all without the crowds typical of more popular destinations.

Visiting Medieval Towns and Scenic Countryside

Stops include medieval villages, which showcase picturesque streets, ancient walls, and local life. The guide often recommends hidden spots where you can soak in authentic Tuscan ambiance. These towns are perfect for walking, photography, and absorbing local culture.

The tour ensures you experience scenic vistas of the Tuscan coast and countryside, making it ideal for photographers or anyone craving peaceful, beautiful landscapes. The focus on less touristy locations guarantees a more genuine and tranquil experience.

The Lunch Experience: Regional Flavors Organized for You

The guide arranges lunch at a traditional Tuscan restaurant—a highlight for many. While lunch is at your own expense, the driver’s recommendation ensures an authentic meal, often at a family-run hotel. Many reviews mention fabulous dining experiences, with delicious regional dishes and wine options available nearby.

The lunch reservation is organized in advance, so all you need to do is relax and enjoy a taste of local cuisine in a cozy setting. This thoughtful planning enhances the overall quality of the day.

Expert Guides Known for Personal Touch and Local Knowledge

Multiple reviews highlight guides like Gianmaria, Alberto, Claudio, and Francesco as knowledgeable, friendly, and professional. Their ability to balance informative commentary with free time for exploration makes the day both enriching and relaxing.

Guide personalities shine through their warmth and attentiveness, with many guests noting how guides share interesting stories about the towns and offer wine and restaurant recommendations. Their flexibility allows for personalized experiences, adapting stops based on passenger interests.

The Comfort of Private Transportation and Flexibility

The private vehicle used for this tour is air-conditioned, ensuring comfort in Italy’s warm climate. The customizable nature of the tour—with pickup from your hotel or Airbnb—means you avoid large group schedules and enjoy a more intimate experience.

This setup is especially valuable for those who prefer flexibility, want to avoid crowded tours, or simply wish to enjoy the scenery at their own pace. The driver-guide’s local knowledge adds an extra layer of value, turning a scenic drive into a cultural journey.

Unique Aspects That Set This Tour Apart

What truly makes this tour stand out is its focus on hidden locations favored by locals. Unlike large group excursions that stick to main sights, this experience dives into small towns and countryside often missed by travelers. The personalized itinerary designed by your guide helps you discover scenic spots, medieval architecture, and regional wineries.

Plus, reviews consistently praise the guides’ professionalism and friendliness, making the day both informative and enjoyable. The customizable stops and authentic lunch arrangements create a tailored experience that reflects your personal interests.

Practical Details and Booking Insights

This full-day tour is priced at $1,021.75 per group, making it an accessible option for families or small groups. Since most bookings are made 42 days in advance, it’s advisable to reserve early, especially during peak travel seasons.

Cancellation is free up to 24 hours before the scheduled start, offering peace of mind. The mobile ticket and pickup service simplify logistics, making it easy to focus on enjoying Tuscany.

Who Would Enjoy This Tour Most?

This tour appeals to those seeking a personalized and relaxed exploration of Tuscany, especially if interested in medieval towns, scenic landscapes, and authentic regional food. It is particularly suited for small groups or families who prefer private, flexible arrangements and want to avoid large tourist crowds.

Travelers looking for expert guidance from passionate locals will find this experience rewarding. However, those expecting a fast-paced, packed sightseeing schedule might find this tour more leisurely than some other options.

Tuscany’s Best-kept Secrets, With a Personal Touch

This private Tuscany day trip offers a rare opportunity to see the region through the eyes of a local guide, focusing on less touristy spots and authentic cultural experiences. The expert guides and customizable itinerary make it ideal for those who value personalized service and relaxing exploration.

While lunch is not included in the price, the driver’s restaurant recommendations guarantee a delicious regional meal. The comfort of private transport and the flexibility to choose your stops create a memorable day that balances scenic beauty, history, and local life.

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 8 to 9 hours, providing a full day of exploration.

What is included in the price?
The private transportation, air-conditioned vehicle, on-board commentary, and all fees and taxes are included. Lunch is not included and is at your own expense.

Can I cancel or reschedule?
Yes, free cancellation is available up to 24 hours in advance. Last-minute changes are not accepted, so early planning is recommended.

Is pickup included?
Yes, the tour offers pickup from your selected location in Florence.

How many people can join?
This is a private tour for up to 8 people, ensuring a personalized experience.

Are guides experienced and knowledgeable?
Absolutely, guides like Gianmaria, Alberto, Claudio, and Francesco have excellent reviews for their warmth, professionalism, and local insight.

What kind of towns will I visit?
You will visit medieval towns that are off the typical tourist path, offering authentic architecture and local atmosphere.

What makes this tour different from others?
Its focus on hidden spots, personalized planning, and local guide expertise distinguishes it from more conventional group excursions.

Is this tour suitable for all physical levels?
Yes, since there’s no mention of strenuous activity, it suits most travelers who are comfortable walking in small towns and countryside.

Will I get good food and wine recommendations?
Guides are known for suggesting excellent regional wines and restaurants, enhancing your overall experience.

How far in advance should I book?
Booking about 42 days ahead is common, especially for peak seasons.

Can I customize the stops?
This is a private tour, so the guide can adapt the itinerary to your interests, making each trip unique.