Luxury Custom Travel in Italy
Tour Italy in Luxury
Italy is a country like no other, bursting with art, history, and great food, with much to love and more to discover. Our custom-made luxury journeys of Italy provide countless ways to explore this captivating country through authentic experiences.
From the grand scale of the Colosseum to the breathtaking Amalfi Coast, Italy has so many UNESCO-listed sites that planning a high-end Italian tour might seem daunting. Our luxury guided tours take care of this, helping you discover Italy’s beauty with crafted vacations that perfectly match your planned itinerary.
Roam the ancient streets of Vatican City, taste an impressive selection of prosciutto in the markets of Florence, or uncover the best vineyards in the Tuscan countryside. Stir up romance on a gondola in Venice, and immerse yourself in Italy’s laid-back lifestyle on the Isle of Capri. The possibilities are endless.
Your luxury tour of Italy begins with a personal consultation. Your dedicated trip coordinator will work with you to personalize your entire adventure. Tours include private transport, local English-speaking guides, and curated excursions of the country’s best. You’ll also have 24/7 support to ensure that each day unfolds without complications, allowing you to enjoy the journey!
Review our Sample Itineraries
-
Italy: History, Architecture & Cuisine
From the canals of Venice to the ancient city of Rome, visit the highlights of Italy on this 11 day tour. Explore the islands of Murano and Burano, discover the fabulous museums in Florence and sample the fine wines of Chianti before making your way to picturesque Southern Italy. In the coastal town of Sorrento,…
View More -
Italy: Lakes & Wine
Discover Italy beyond the famous cities of Rome, Florence and Venice. This customizable Italy vacation takes you through the resort town of Stresa, the UNESCO-listed vineyards of Langhe, and the picturesque Gulf of Tigullio.
View More -
Italy & Switzerland Highlights
If you are a nature lover or outdoor enthusiast, this specially curated vacation is for you. Your journey begins in the beautiful waterfront town of Bellagio. Explore the Roman and Baroque architecture of Como, enjoy fabulous views of Lake Como in Varenna, and soak in the atmosphere of Bellagio’s medieval centre. Next, hop over the…
View More -
Italy: Rome, Matera & Apulia
This tour is ideal for those who want to go beyond the usual and see Italy’s hidden gems. Enjoy a walking tour of Rome and admire the glorious Vatican museums before heading off to explore the towns of Matera, Lecce and Fasano. Learn about Matera’s turbulent history on a tour that takes you to an…
View More -
Italy: Sicilian Heritage and Beaches
Delve into the region’s culture and heritage as you make your way through some of Sicily’s loveliest cities and towns. Marvel at the beautiful architecture of Palermo and get a taste of the local cuisine on a guided street food tour. Unwind on a picturesque beach and enjoy a boat tour in Cefalù. During a…
View More -
Highlights of Italy and Greece
Experience the best of Italy and Greece on this superb 12-day tour. Enjoy guided walking tours of Florence, the birthplace of the Renaissance, and Rome, which was the center of the mighty Roman Empire.
View More
What Our Guests Say
What Our Guests Say
“We had an amazing anniversary trip to Italy planned by enchanting travels. Every aspect of the trip was great! We had a stay in Rome, a Tuscan Villa and then the final leg in Florence. All of the hotels were great and the staffs were very friendly. We had private drivers for all of our transportation needs and private or very small group tours for all of our stops. The driver service and guide service the enchanting travels used were amazing. Cherisse Liptzin was our book agent at enchanting travels and she was amazing in planning the perfect trip for us!!”
May 2025 Rating 5/5
“Lauren Bukowski tailored the Italian trip spot on for our small travel group of 4. She listened well to our goals of the trip and was able to provide excellent accommodations in Rome and Florence, with well curated tours of Rome such as the Roman ruins, Vatican and Panthenon.. Florence was equally done very well with trips to Chianti region, Cinque Terre and the museums in Florence. In addition to the delightful trip the travel connections were seamless. This was certainly appreciated. We would definitely use Lauren and Enchanting Travels again. Thanks for the wonderful trip to Italy 🇮🇹 Sheila, Carol, Carolyn and Brent”
September 2025 Rating 5/5
“Enchanting travel took care of everything for our 2 week Italy trip. The tours, drivers and entire experience was amazing. The team provided great customer service as well.”
October 2025 Rating 5/5
“Enchanting Travels delivered!! We wanted a vacation that was an overview of Italy and they delivered. 5+ cities in 12 days. Visited every major landmark, with knowledgeable local guides and drivers. Even trips from the airport/train station to our hotels was a learning experience and tour. The planning process was with engaging trip coordinators, who listened!. The travelling was seamless and they were always on hand checking in to smooth any wrinkles which were all minor thanks to amazing planning. Now we have to use them for all our vacations.”
July 2024 Rating 5/5
“I don’t know how they do it but, the staff at Enchanting Travels somehow seems to top itself with each trip that they create for us! Nurit Hod once again planned the most incredible trip for us to northern Italy. Nurit was able to carefully and elegantly organize the trip of a lifetime for us from Milan to the Dolomites through Switzerland and over to Lake Como. Nurit really got to know us and the types of hotels, excursions, and adventures that we enjoy. Each day was planned perfectly. The excursions were always with particular experts in their field. The guides were consistently extremely knowledgeable and made the trips fun, exciting, and relaxing! With the impeccable and detail-oriented Divya Bist by my side as a trip coordinator, I never felt alone during my travels. Divya made sure that each and every detail before and during the trip was confirmed and scheduled perfectly. It is so nice to know that we have such caring, kind, and expert people working with us as a team on these unbelievable trips- making them endlessly fun, exciting, memorable, and life-changing!”
July 2024 Rating 5/5
“Enchanting Travels hit this out of the park. My wife and I had the most amazing honeymoon. We were able to go wine tasting in Tuscany, had an authentic cooking class in Florence, cruised around the waters of Lake Como and climbed to the top of the Duomo in Milan. Everything went so smoothly and we are so appreciative that Enchanting Travels made our honeymoon so smooth and unforgettable. ”
July 2024 Rating 5/5
The Enchanting Travels Difference
Italy: Uniquely Yours
Our experts completely customize your luxury journey to match your interests and preferences.
Authentic & Extraordinary
Guided tours with local experts for an exclusive Italian experience we thoroughly test.
The Personal Touch
You’ll have a personal and dedicated trip coordinator who has first-hand knowledge of Italy.
Our Insider Tips
Why not go off the beaten path to explore Italy’s hidden gems? An 11-day custom Italy vacation that covers Rome, Matera and Apulia usually costs around $7,000. This is my favorite recommendation for history and culture lovers.
Your Italy Trip Planning with Our Experts
Our destination expertise is unmatched. Our specialists have traveled throughout Italy, and we only employ licensed, award-winning local guides and trusted chauffeurs to escort you during your trip.
Our Italy destination experts have:
100+
trips planned
98%
SATISFIED GUESTS
30+
years experience
- Call 1 888 263 2574 or fill out the inquiry form
- We will call you and discuss your interests and needs
- We will create a unique trip and customize it until you’re satisfied
- Book your trip, we will take care of the rest
Ode to the Centuries: Art and Architecture in Italy
Whether you’re a fan of classical columns and ornate frescoes or more contemporary allures, you’ll be spoilt for choice in Italy. Learn more about Italian art and architecture to plan your cultural vacation.
Read Post
Frequently Asked Questions about Luxury Italy Tours
Enchanting Travels custom Italy tours cost between $5000 and $16000 per person, depending on duration and region. These luxury travel packages typically span 10 to 12 days. Pricing covers premium accommodations, private transportation, and exclusive local excursions tailored specifically to your personal interests.
Your Enchanting Travels custom Italy vacation includes premium lodging, private local transport, and curated daily excursions. Every luxury itinerary secures licensed, English-speaking guides for historical sites. You receive personalized planning with a dedicated trip coordinator and comprehensive 24/7 in-country support to ensure flawless daily execution.
Enchanting Travels designs your custom Italy tour through a personalized planning sequence. We follow this specific approach:
- Consult: Call or submit an inquiry to discuss your exact travel interests.
- Customize: Review and refine the unique draft itinerary with your coordinator.
- Finalize: Book the trip while our experts secure all logistics.
Enchanting Travels secures private, chauffeur-driven transportation throughout your custom Italy vacation. Trusted local drivers handle all airport transfers, intercity transits, and guided excursion travel. This seamless logistical support removes navigational stress, ensuring you arrive at destinations like the Amalfi Coast or Tuscany safely and punctually.
Yes, Enchanting Travels customizes multi-country European itineraries that perfectly pair Italy with neighboring regions. Popular dual-destination packages include combining Northern Italian lakes with Switzerland, or blending Southern Italian heritage sites with ancient Greece. Trip coordinators handle all cross-border logistics, ensuring seamless international transitions.
Enchanting Travels provides 24/7 local support throughout your luxury Italy tour. Your dedicated trip coordinator actively monitors your journey, managing real-time logistics and smoothing out any unexpected complications. This constant oversight ensures immediate resolutions for transport delays, schedule changes, or emergencies during your stay.
Enchanting Travels integrates immersive Italian food experiences directly into your custom itinerary. Travel consultants arrange exclusive activities such as authentic cooking classes in Florence, premium wine tastings in Tuscany, and guided street food tours through Palermo. Local experts lead every culinary excursion to guarantee regional authenticity.
Enchanting Travels recommends Rome, Matera, and Apulia for travelers seeking immersive Italian historical tours. These regions feature ancient ruins, preserved architecture, and UNESCO-listed sites. Expert local guides navigate the Colosseum and Vatican City, providing deep cultural context missing from standard guidebooks.
This page was contributed to by our Italy Destination Experts, Andy Finlay and Kate Mayer.
