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Discover Italy’s iconic cities through art, seasonal flavors, culture and quieter winter days

Milan Florence and Rome

Imagine visiting three of Italy’s most iconic cities when the streets are quieter, museums feel more intimate and the rhythm of everyday life comes back into focus. January brings crisp days, winter markets, seasonal cooking and the pleasure of experiencing Milan, Florence and Rome without the intensity of the peak travel months.

Discover What's Included

The Details

Arrive in Milan

Discover Milan

Begin in Milan, where fashion, design and culture meet. Explore the city’s landmarks and elegant shopping districts, enjoy warming Milanese dishes such as risotto, and discover the flavors of the season, including prized winter truffles. An evening at Teatro alla Scala can be incorporated according to the performance calendar; La Scala’s January program typically includes opera, ballet or concerts.

Arrive in Florence

Fast Track Train through rolling landscapes

Continue to Florence, where winter lends itself beautifully to walking. Explore Renaissance streets and piazzas, spend time inside the Uffizi Gallery, and visit a local market to discover the vegetables and ingredients of the season. Follow your market visit with a private hands-on cooking experience and lunch in a beautifully designed setting. Leave the city for a day in Tuscany, combining a winery visit and leisurely lunch with time in Siena.

Winter Tuscany

Boutique Wineries & Hilltop Towns

Leave Florence behind for a day in the Tuscan countryside, where January reveals a quieter and more authentic side of the region. Travel through rolling hills and medieval villages, stopping in a historic hilltop town for a leisurely walk through its stone streets and piazzas.

Continue to a small boutique winery for a private cellar visit and tasting, followed by a seasonal Tuscan lunch. Winter brings hearty local dishes, extra virgin olive oil, aged cheeses, handmade pasta and the comforting flavors of the countryside.

With fewer visitors and a slower pace, this is Tuscany at its most intimate.

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Rome in January

Crisp sunny days eating Carbonara

Finish in Rome, discovering its most important sites at a gentler pace. Visit Vatican City and the ancient heart of Rome, including the Roman Forum, Capitoline Hill and Trajan’s Forum. Walk from Trastevere toward the Gianicolo for sweeping views across the city, stopping along the way to enjoy the traditional dishes and seasonal ingredients that define Roman winter cooking.

"We could not have been /happier/ with the service!"

We could not have been happier with the service that Italy customized provided for us while touring Tuscany! Alberto and his staff planned the most perfect day for our family. To this day my boys still say that their favorite place is Tuscany and Alberto is their favorite Italian - we will continue to recommend IC and hope to get back to touring in the future!

-  
Amee, Gary, Van, Mac, Fred & Lee Scott
  -

Availability

Monday to Sunday

2024. 01. 01. - Capodanno - New Year's Day 2024. 01. 06. - Epifania - Epiphany 2024. 03. 31. - Pasqua - Easter Sunday 2024. 04. 01. - Lunedì dell'Angelo - Easter Monday 2024. 04. 25. - Festa della Liberazione - Liberation Day 2024. 05. 01. - Festa del Lavoro - International Workers Day 2024. 06. 02. - Festa della Repubblica - Republic Day 2024. 08. 15. - Ferragosto o Assunzione - Assumption Day 2024. 11. 01. - Tutti i santi - All Saints Day 2024. 12. 08. - Immacolata Concezione - Immaculate Conception 2024. 12. 25. - Natale - Christmas Day 2024. 12. 26. - Santo Stefano - St. Stephen's Day

Starting Time

09.00 am / 10.30 am

Includes

Mercedes V Class, Tour Leader, Extra Virgin Olive Oil Tasting & Cocktail, and Lunch at a Restaurant

Price

8 Days

Pricing

1 Adult
 - 
1675€/person
2 Adults
 - 
835 €/person
3 Adults
 - 
640€/person
4 Adults
 - 
545 €/person
5 Adults
 - 
485 €/person
6 Adults
 - 
445 €/person
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Children

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This exclusive activity is uniquely available as part of our tailor-made multi-day holidays crafted by Italy Customized. They can be seamlessly integrated into your personalized itinerary, providing an exceptional touch to your meticulously organized journey.

What is the group size?

The Chianti Hill Towns tour can accommodate groups of up to 20 participants. We offer tailor-made experiences that are perfect for any group size ranging from 1 to 20 persons, ensuring a personalized and enjoyable tour for everyone.

Is customization available?

Customization lies at the core of our services. We encourage you to share your preferences and details with us, and we'll strive to tailor your tour or activity to your specifications.

Does the cost cover everything?

The tour price includes transportation with a chauffeur-driven Mercedes V-Class, Sprinter, or Mercedes van, services of an expert guide, an olive oil tasting session, free time to explore three charming hill towns in the Chianti region, and lunch at a renowned restaurant in Chianti Classico.

Can I book a standalone experience for my customized vacation?

Absolutely! You can book standalone tours with us, regardless of whether we're planning your entire vacation. If you're entrusting us to craft your whole vacation, simply mention your interest in specific tours or activities on the inquiry form, and we'll ensure they're included in your customized vacation plan.

Can I book a standalone experience if my vacation isn't planned by Italy Customized?

Absulutely! These exceptional tours are available for individual booking. They are NOT exclusively tied to our customized multi-day packages, allowing everyone to indulge in the beauty and culture of these meticulously crafted tours and activities

FAQ

Find answers to frequently asked questions about our itineraries. Gain insights into the details, inclusions, and personalized experiences offered within our tailor-made journeys.

Book Your Own Tour

Stress-free, quality-rich exploration of Italy's culture and beauty.

Customize Your Vacation With These Tours & Activities

01. Inquiry - Share Your Vision

Begin your journey by sharing your desires, preferences, and travel dreams with us through the contact form. Let us know your interests, destinations you wish to explore, and any unique experiences you seek. Your input fuels our customization process to create an Italian adventure crafted exclusively for you.

02. The Call - Dive Into Detail

Following your inquiry, we'll schedule a personalized call or video meeting. This is where we delve deeper into your requirements, refining every detail to mold your dream itinerary. Our expert team uses these conversations to craft a personalized journey that aligns perfectly with your aspirations.

03. Proposal - Tailored Just For You

After our discussion, a meticulously crafted proposal designed exclusively for you will be sent. This detailed plan captures your bespoke itinerary, accommodations, and experiences. Upon confirmation, you'll gain access to our intuitive app to review and confirm your tailored itinerary, securing your journey with a deposit.

04. Vacation - Relax & Enjoy

It's time to embark on your personally curated Italian escape. With everything meticulously arranged, you're set to savor every moment of your bespoke vacation, plus, we are also available during your holiday, serving as your dedicated 24-hour concierge throughout your Italian experience. From iconic sights to hidden gems, immerse yourself in a tailor-made journey created to surpass your expectations.

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