DISCOVER italy
Our Seasonal Italy vacations are designed around the best months to experience each city and region. Each curated journey combines accommodation, private transportation, tours and experiences, creating a seamless vacaton from beginning to end

Whether wandering through ancient towns, tasting seasonal flavors or admiring landscapes at their most beautiful, each vacation is thoughtfully curated to immerse you in the very best of Italy, at the right time
find your SEASON
Discover our collection of carefully curated vacations designed around the best time to experience each destination. From cities at thier most atmospheric to countryside escapes shaped by the season every journey combines accommodation, private tranportation, tours and local experiences into one seamless itinerary
Experience Each destination at its Best

JANUARY - Winter in Italy's Great Cities
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.

Siena & San Gimignano with a Lunch at a Boutique Winery
Explore Tuscany's rich history in Siena, experience the tradition of il Palio, savor a wine tasting in Chianti Classico, and wander through the medieval town of San Gimignano, all with the comfort of luxury transport.

Florence Sunset Walk with Aperitivo Wine and Craft Cocktails
Discover the tradition of Aperitivo on this sunset tour through Florence's hidden wine bars. Taste Regional wines paired with Tuscan charcuterie, and enjoy mixology at its finest with an Italian Cocktail paired perfectly with a cheese selection

Florence Foodies Gourmet Walk
Linda and her group of expert Local Guides have been taking guests on Food Walks in Florence for almost 20 years! Our Food Tours are just like meeting a friend in a new city who will take you to the best places to eat and teach you all about regional and seasonal cuisine
Activities
These exclusive activities are uniquely available as part of our tailor-made multi-day holidays crafted by Italy Customized. They're seamlessly integrated into personalized itineraries, providing an exceptional touch to each meticulously organized journey.

Ferrari Test Drive
Indulge in the thrill of a Ferrari test drive and factory tour, diving into the world of automotive mastery. Feel the pulse of high-speed engineering as you navigate picturesque roads behind the wheel of a Ferrari, guided by expert direction.
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Hands on Cooking Class
No matter what city we have the perfect hands on experience for you and your family. Meet local chefs, cooks and Pizzaiolo for an unforgettable experience.

Full Day Private Boat Trip to Capri
Enjoy an unforgettable private boat trip from the Amalfi Coast to the enchanting island of Capri
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Cheese Making at an organic Farm
Enjoy full day or half day experience making cheese at a local farm in Tuscany.
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The Growers Market and Leather Artisans
Discover the 'Real - Made in Italy' in Santa Croce and visit the growers markets for a taste of seasonal and regional flavors.
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Pizza & Gelato Making Class
Two of Italy's most loved foods Pizza & Gelato in one class! With hands-on sessions, immerse yourself in the craft of pizza making and delight in the sweetness of freshly churned gelato.
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Florence City Tour with Accademia Gallery Food & Local Artisans
Enjoy a guided walk with VIP skip-the-line tickets to the Accademia Gallery. Meet local artisans at their workshops to learn about the 'real made in Italy'. Taste regional fair with hand made Tagliolini with fresh Truffle paired perfectly with local wine.

Milan Highlights and Artisan Walk
Explore Milan’s world of design, style, and Italian craftsmanship on this private artisan walking tour with your local guide. Begin beside Milan’s iconic Duomo and stroll through the historic Galleria Vittorio Emanuele II, home to the original Prada boutique and the city’s timeless elegance. Discover refined streets, hidden artisan workshops, and authentic Made in Italy craftsmanship, including visits to a master shoemaker’s atelier and independent designers. End in the artistic Brera district, where Milan’s sophisticated charm meets authentic local character.

Ancient Sassi & Aperitivo: Matera Uncovered
Discover the ancient Sassi of Matera. Enjoy a scenic drive from your accommodations in Puglia. Upon arrival, explore the ancient districts, famous for their cave dwellings carved into limestone rock. Wander through narrow alleyways, hidden courtyards, and breathtaking viewpoints. Visit the rock churches of Santa Lucia alle Malve and the traditional Casa Grotta. Conclude your experience with a sunset aperitivo overlooking the spectacular Murgia Park, accompanied by regional wine and local specialties.
Customize Your Vacation With These Tours & Activities
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.
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.
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.
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.



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.
Exclusive experiences are reserved for tailor-made vacations crafted by Italy Customized. These special activities are integrated into our personalized itineraries to enhance the unique and meticulously organized trips we offer, and are not available for booking outside of our comprehensive vacation plans. However, you can check out our Standalone experiences, which can be booked even if your vacation isn't planned by us.
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.
To ensure our tours and activities cater to your needs, we recommend visiting the dedicated information page for each specific tour or activity. There, you'll find detailed information regarding dietary customizations, group size limits, age restrictions, and other pertinent details.
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.
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