A gentle breeze...
caresses your skin while you sip a glass of wine. In the distance, you can hear the light clang of Rhondonella’s cowbell, mingling with a calming buzz of English and Italian.
Everyone is recounting the breathtaking views you all just enjoyed on a relaxing walk around this serene hilltop farm.
A joyful peace comes over you as you realize that was only the beginning of this beautiful evening adventure.
Gianni, still dusty from working the farm, and his family have welcomed you into their home.
They speak Italian at what seems like lightspeed, and a smile crosses your face because although you don’t understand a word before it’s translated, you know you are embraced as one of the family.
A quiet falls over the group as the family brings out their freshly prepared food, each dish made from the land and animals around you.
From the wine and limoncello to the flour handmade for the mouthwatering lasagna, every taste is directly from the farm to the table.Â
As the sun begins to set beyond the hills, three handsome Italian men pick up their three acoustic guitars and fill the air with perfect melodies.
You breathe in the moment, memorizing it with all your senses.
This could be your perfect day in Italy!
An Extraordinary Italian Experience: What You Will Walk Away With
Imagine embarking on a journey where your dream trip to Italy goes beyond the ordinary, leaving you satisfied and deeply fulfilled. Here's what you can expect when you work with us to craft your perfect Italian escape:
→ A Break from the Ordinary: No more disappointment or disillusionment from mass-market, cookie-cutter tours. Instead, picture yourself stepping into a world of authentic, meaningful experiences that go far beyond the surface.
→ Tranquil, Authentic Immersion: What if your trip took you far from the noise and crowds into a peaceful, picturesque Italy few travelers ever discover? Experience the country as it was meant to be – quiet, intimate, and deeply immersive.
→ Cultural Richness Beyond Expectation: Imagine returning home with more than just photographs but a profound understanding of Italy’s diverse culture. From intimate farm visits to private encounters with local artisans, each experience adds a layer of depth to your knowledge of the world.
→ Unforgettable and Exclusive Moments: Picture yourself enjoying remarkable, one-of-a-kind experiences that will leave your friends envious. You’ll have stories that captivate and intrigue, moments that others dream of but never experience.
Is This the Trip You've Been Dreaming Of?
Absolutely, yes!
When you journey with us, you’ll dive deep into the heart of Italy’s rich culture, food, and music. You’ll connect with locals, discover traditional farms, and take part in extraordinary activities that reveal the soul of this beautiful country.
Our exclusive insider connections grant you access to Italy’s hidden gems, far from the typical tourist path. You’ll savor the flavors and traditions that make Italy truly special, from authentic farm-to-table meals to soulful musical experiences. Guided by experts who share their passion for Italy’s rich history, you’ll gain a new appreciation for this timeless country that will stay with you long after you return home.
Each day will unfold a new layer of Italy’s charm—places rarely seen by the average traveler. And when you return, it won’t just be with fond memories but with vibrant stories and experiences that bring Italy to life for everyone around you.
This is more than a vacation. It’s a transformative journey that will stay with you forever.
What Sets Our Custom Tours Apart:
Our custom tours are not like the standard, off-the-shelf itineraries. We specialize in creating personalized journeys that allow you to experience Italy in a way most travelers never will. Each itinerary is crafted with your unique interests in mind, giving you exclusive access to the hidden gems and authentic experiences that make Italy so unforgettable. We don’t just take you to the popular sights—we immerse you in Italy’s rich culture, local traditions, and unmatched beauty, offering you a deeper, more meaningful connection with the places and people you visit.
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Tailored Itineraries
Every itinerary is designed specifically for you. We plan each detail based on your preferences, ensuring that your journey is personalized from start to finish. Whether it’s focusing on the countryside, culinary experiences, or historical landmarks, your tour will reflect your unique vision of Italy.
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Private Access to Exclusive Experiences
Enjoy behind-the-scenes experiences that most travelers never get. From intimate farm-to-table dinners with local families to private music performances in hidden venues, you’ll have access to the heart of Italian culture. These curated moments allow you to dive deep into Italy’s traditions and lifestyle. -
Handpicked Accommodations and Transportation
We select only the best accommodations and transportation options that align with your needs and preferences. Whether you’re staying in a luxurious villa or a charming countryside retreat, you’ll travel in style and comfort, with every logistical detail taken care of for you. -
Personalized Service Every Step of the Way
You’ll have a personal guide with you throughout the entire journey. From the moment you arrive until the end of your trip, we ensure that everything runs smoothly, allowing you to relax and fully enjoy the experience without any stress.
Each of these features combines to create a one-of-a-kind Italian adventure that leaves you with more than just memories—it leaves you with stories and experiences that will last a lifetime.
Why Hire Me to Plan Your Tour?
With years of experience curating exclusive, handcrafted tours across Italy, I’ve built deep relationships with locals, allowing me to offer a truly authentic and luxurious Italian experience. My passion for Italy goes far beyond its iconic landmarks—I’m deeply connected to its rich culture, hidden landscapes, and the warm, welcoming people that make this country so special. When you work with me, you’re not just booking a trip; you’re immersing yourself in the real Italy, with all the insider access and personal touches that make your journey unforgettable.
Key Reasons to Hire Ultimate Italy Tours:
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I Handle Every Detail, So You Don’t Have To
From the moment you contact me until the last day of your tour, I’m there to take care of every aspect of your journey. You won’t have to worry about logistics or planning—I’ll guide you through a seamless, stress-free experience where all you need to do is relax and enjoy the beauty of Italy. -
Access to Hidden Gems
Through my personal connections, I’ll take you to off-the-beaten-path locations that most tourists never get to see. Whether it’s a private wine tasting at a family-owned vineyard or a visit to a remote village untouched by mass tourism, you’ll experience the Italy that locals know and love. -
Luxury and Ease, Every Step of the Way
My tours are designed with comfort and luxury in mind. I take pride in ensuring that your accommodations, transportation, and experiences are all top-tier. You’ll enjoy the finest in Italian hospitality without the hassle of planning or organizing. Simply arrive and immerse yourself in the journey. -
Real-Time Flexibility
Travel doesn’t always go according to plan, but with me by your side, you’ll have the flexibility to adapt your itinerary on the spot. Whether you want to linger a little longer at a favorite spot or take advantage of a last-minute opportunity, I ensure that your experience is perfectly tailored to your preferences as we go.
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Let’s Begin Your Italian Adventure
Click below to start planning your dream trip to Italy and let’s begin crafting a journey you’ll remember for a lifetime.
Custom Tour Packages: Your Dream Italian Journey Starts Here
At the heart of every tour I design is your vision. Whether you’re dreaming of exploring Italy’s rolling countryside, savoring the finest local cuisine, or immersing yourself in the country’s rich history and culture, I’m here to bring that dream to life. My custom tours offer a fully personalized experience where every detail is thoughtfully planned and flawlessly executed. Starting at $8,000 per person, these tours are designed for travelers who value luxury, authenticity, and an off-the-beaten-path Italian adventure.
How the Process Works:
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Start Planning Your Custom Italian Tour
To get started, simply fill out this form with your travel preferences, interests, and must-see destinations. This helps me understand exactly what you're looking for, and it’s the first step toward your complimentary consultation.
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Complimentary Consultation
We begin with a personal consultation to get to know your travel preferences, interests, and must-see destinations. This is your opportunity to share your dream trip ideas with me, so I can design an experience tailored just for you. -
Tailored Itinerary Creation and Approval
After learning about your preferences, I’ll craft a bespoke itinerary that reflects your ideal Italian journey. Once it’s ready, I’ll walk you through the plan and make any adjustments necessary to ensure it perfectly fits your vision. -
Logistics and Booking
With your itinerary approved, I handle all of the logistics—accommodation bookings, transportation, reservations, and more. Every detail is taken care of, from securing exclusive experiences to arranging seamless travel, so you don’t have to lift a finger. -
Guided Italian Adventure
Once you arrive in Italy, I’ll personally guide you through every part of your trip, ensuring a stress-free experience from start to finish. Whether it's adjusting plans on the go or providing real-time recommendations, I’m there to ensure your journey is nothing short of perfect.Â
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Example Custom Tour Packages:
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10 Days Exploring Tuscany’s Hidden Villages and Culinary Delights
Escape to Tuscany's less-traveled corners, where you’ll enjoy hands-on culinary experiences, meet local artisans, and explore charming villages. Taste authentic farm-to-table dishes and immerse yourself in the region’s rich cultural history. -
14 Days Through Umbria and Tuscany: Music, Culture, and Authentic Italian Life
This tour takes you deep into the heart of Umbria and Tuscany, where you’ll enjoy private music performances, exclusive wine tastings, and interactions with local chefs and musicians. Experience a side of Italy that tourists rarely see, rich in culture and tradition.
Pricing Transparency
Our custom tours start at $8,000 per person, offering a luxurious and authentic experience that’s worth every penny. These exclusive journeys are designed for travelers who seek to connect deeply with Italy’s culture, food, and history—without the stress of planning or navigating on their own.
Ready to Start Planning?
Let’s begin crafting your dream Italian adventure. Click "Start Planning Your Custom Tour!" and take the first step toward an unforgettable, custom-tailored journey.
The Stress-Free Italian Journey: How You’ll Feel on Your Dream Vacation
We all know that international travel can be overwhelming—not just the planning, but the challenge of navigating a foreign country. So, what can you expect to feel when you join our tour?
→ Imagine the Relief: Can you picture the weight lifting off your shoulders, knowing you’re not responsible for organizing every detail of the trip for your family and friends? Instead of juggling plans, you’ll simply enjoy the experience with them.
→ Stress-Free and Relaxed: How incredible would it feel to truly let go on vacation? No more managing schedules, navigating logistics, or being “in charge.” You’ll travel with ease, letting go of stress and embracing the joy of the moment.
→ Discover Hidden Gems with Ease: Think about how comforting it would be to skip the frantic research trying to find the best, authentic experiences. No more wondering if you’ve missed something special—you’ll be taken straight to the heart of Italy’s family-run farms and hidden treasures, effortlessly.
Does This Sound Like the Trip You’ve Been Waiting For?
Yes—it already feels like a relief!
On this tour, all the planning and preparation are taken care of for you. Every experience has been carefully handpicked through our deep, personal connections with locals. You won’t have to worry about a single detail—all you need to do is show up and immerse yourself in the beauty of Italy.
You’ll feel completely at ease, free to fully engage in each extraordinary moment without the burden of logistics. With every detail meticulously handled, you’ll have the freedom to enjoy each day stress-free, savoring every sight, sound, and taste Italy has to offer.
When you return home, you’ll feel rejuvenated and revitalized, knowing that your time was well spent on meaningful experiences that forged lasting memories. You’ll come away with not just a vacation but a lifetime of cherished moments that will fill you with joy long after you’ve returned.
What's Included
What's Included With Every Tour:
- Airport Transfers (** See "Flights" for details)
- All group transportation
- All Nights of luxurious accommodations, double occupancy
- All guides and drivers
- All group activities - including classes, entrance tickets, tastings, spa entrance
- All meals during group activitiesÂ
- All tips and gratuities
- Full-time tour director
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What's Not Included:
- Your round-trip airfare from home
- Meals during free time
- Activities during free time
- Other non-included items include souvenir shopping, personal phone calls, additional spa services, taxis, and laundry.
- Personal, medical, or trip cancellation insurance
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Flights:
For every custom tour, we will suggest which airports to fly into and out of.Â
** You have the option to choose any airport, however your airport transfer will only be included for the suggested airports.
** If you want to come earlier or stay later for some exploring, that's absolutely fine. Just note that your transfers will not be included.
 In photo: These are a few of our friends that you'll meet in Italy!
Meet Your Host
Kerri Wood - Tour Director
Over 15 years ago, I experienced a defining moment while standing on a rooftop terrace in Rome. Gazing over the eternal city, surrounded by ancient history and vibrant life, I felt an undeniable sense of belonging.
This profound connection inspired me to return to the U.S. with a vision: to start a company that would enable others to explore the country’s wonders without the pitfalls I encountered, including doing too much, waiting in line for hours, and wasting time and money on boring sights.
My mission became to ensure that my clients could fully enjoy, relax, and immerse themselves in the extraordinary Italian culture.
With meticulous attention to detail, I personally craft each tour to fulfill my clients' dreams, ensuring an unforgettable journey for every traveler.
I select guides and team members based on a harmonious blend of passion and their unique perspectives, enriching the tours with depth, insight, and a spirit of adventure.
This thoughtful approach guarantees an authentic, engaging, and seamlessly enjoyable Italian escape.
Frequently Asked Questions
Planning a custom tour can bring up many questions. Here, we’ve answered some of the most common questions to help clarify what you can expect when you book a custom Italian tour with us.