Luxury Italy Tours & Travel Packages 2025/2026

Our 163 most popular Italy Luxury trips. Compare tour itineraries from 72 tour companies. 468 reviews. 4.5/5 avg rating.

163 Trips match your criteria (1 - 22 shown)

Italy Family Holiday
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Amalfi Coast, Naples, Pompeii, Rome, Sorrento

Highlights

  • History class has never been this immersive. Explore the town frozen in time with a day and night in Pompeii, including a short hike to the summit of the volcanic Mt Vesuvius.
  • Italy is the perfect place for a family holiday. The famously laid-back atmosphere of sun-drenched southern coast is the perfect place to relax and spend some quality time together.
  • Learn the art of southern Italian pizza at a family-run agriturismo, then enjoy a glass of wine while the kids explore the farm full of friendly wild-rabbits.
  • Cruise across the Bay of Naples to Capri – a holiday destination favoured by the Roman emperors. With its glistening grottoes and little white houses with flower-filled gardens, it’s easy to see why.
  • Let your expert leader take the hassle out of family travel as they guide you through the history and highlights of Italy, so relax and hand over the responsibility – you deserve it.
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Themes

Family Friendly

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Charming Italian Riviera and Cinque Terre
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By Top Travel Italy
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • History and Food tradition of Genova tour
  • Cooking experience and Tasting in Portofino’s Natural Park'
  • Cinque Terre private boat tour
  • Cinque Terre trekking tour

Themes

Cultural, Culinary & Wine, Photography, Trekking & Expeditions

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

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Escorted Tours Of Tuscany
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most culture rich city in the world. Florence is a city of art and alluring elegance and like no other.
  • Siena The delightful hilltop Renaissance jewel. The perfect place to spend a Tuscan day
  • Maremma Leave the tourists behind and adventure into the wilder side of Tuscany. Serene countryside scattered with stunning ancient hilltop towns and vineyards to be explored.
  • Monte Argentario An island joined to the mainland by 3 sandy spits, enjoy island life without leaving Tuscany and discover the best beaches in Tuscany
  • Lucca Another picture perfect walled Tuscan town crammed with architectural treasures. Also our favorite boutiques to browse in Tuscany.
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Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

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Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
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Italy Experience
Save this trip to your favorites or other list
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, La Spezia, Perugia, Pisa, Rome, Tuscany, Umbria, Vatican City, Venice

Highlights

  • Take a day trip to Perugia’s ancient town – Spello. Walk among the decorated facades, winding laneways and cobbled streets and then sample the local wine and regional delicacies at a local enoteca for lunch.
  • See some iconic sites like the canals of Venice, the Duomo’s gorgeous exterior in Florence and the endless sights in Rome. Find out why these cities are loved by so many and enjoy plenty of free time to make your own discoveries.
  • Eat your way through this foodie’s paradise with a cicchetti (small bites) tour in Venice, a pesto-making class in Cinque Terre and a local leader to point out all the best spots for espresso, gelato, wine and pasta.
  • A series of walking paths connect the pastel villages of Monterosso, Corniglia and Riomaggiore in Cinque Terre. Explore this amazing region on foot with a group hike (and make sure you bring your camera).
  • Support the local community with a farewell dinner in Trastevere – a gorgeous area in Rome popular for its summer dining and aperitif culture – at a local cooperative that employs people living with disabilities and provides hospitality training.
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Themes

Cultural, Local Immersion & Homestays, High Adventure

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Puglia and Matera Walking Magnifica Tour
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4.9/5 Excellent
75 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • One night night stay and a walking tour of Matera where they have just filmed the remake of the colossal Ben Hur movie with Morgan Freeman
  • Captivating clusters of conical trulli structures
  • Discover the whitewashed town of Ostuni and the beaches near the fishing village of Savelletri
  • Spectacular fields of ancient olive trees
  • Savory cuisine: grilled vegetables, handmade pasta and fresh seafood!
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Themes

Cultural, Hiking & Walking, Local Immersion & Homestays

What travelers are saying

"Great routes, guides, hotels and bikes!"

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Ancient and Artistic Italy
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5/5 Excellent
9 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • A relaxed paced tour of Italy
  • Explore the cities as well as the country and lakes
  • Explore Italy’s cities as well as the country
  • Days spent in Rome, where your upgraded accommodations are in the heart of the attractions, shopping & dining.
  • Days spent in Florence to explore all of its cultures.
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Themes

Cultural, Family Friendly, Relaxing Retreats, Accessible & Limited Mobility

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

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Italy, Sicily Grand Tour: See & Experience it ALL in 12 Days, 1st Class Custom Tours
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By Charlie The Traveler
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
Travelers report that traveling with CharlieTheTraveler is a life-changing experience, in the best possible way.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Cooking Class at a Local’s Home
  • Exploring 3 of Southern Italy’s Prettiest Towns
  • Swimming in Clear Water Alongside a White Cliff
  • Boat Rides to Exotic Islands Just Off the Coast of Sicily
  • Hiking Around a Mighty Volcano
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Themes

Culinary & Wine, Local Immersion & Homestays

What travelers are saying

"Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in particular, took such good care of me. It felt like she was supporting me around the clock, and I really appreciate her dedication. I’m already eager to recommend your services to my friends and colleagues. On top of that, I realized how much I love the South Island—I’m hoping to visit Queenstown and Mount Cook National Park next, perhaps while participating in some business-related community events. I’d be thrilled if your company could help me plan that trip as well. Thank you again for everything. I look forward to traveling with you in the future!"

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Northern Italy Family Holiday
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, Pisa, Rome, Venice

Highlights

  • Try your hand at mask-making in Venice at a locally specialised Venetian Atelier, ready to help your family discover this unusual art form for yourselves.
  • Test your family’s fitness with a hike on the renowned paths of the Cinque Terre, then test the kids’ culinary skills with a hands-on pesto-making class in Levanto. Yum!
  • Oh, and did we mention the food? During your family’s adventure-filled days, be sure to try as many Venetian, Tuscan and Roman favourites you can – your group leader will have a heap of suggestions.
  • Head to the World Heritage-listed Leaning Tower of Pisa to take photos with your family, including the classic “here’s me holding up the tower!” shot.
  • Spend a full day exploring Florence – the city of the Renaissance and the capital of Italy’s Tuscany region – and discover the gorgeous Duomo, plenty of pizza places and Michelangelo’s David.
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Themes

Family Friendly

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Additional details

Top Italy Luxury Attractions

Italy offers a myriad of luxurious experiences for travelers seeking an indulgent and memorable journey. From private vineyard tours to exclusive museum access, here are some of the diverse experiences you can enjoy on luxury Italy tours:

  • Enjoying private vineyard tours with exclusive wine tastings in the rolling hills of Tuscany
  • Embarking on luxury yacht cruises along the stunning Amalfi Coast, exploring hidden coves and picturesque villages
  • Savoring gourmet meals at Michelin-starred restaurants, indulging in Italy's finest culinary creations
  • Staying in opulent, historic villas that offer a unique blend of luxury and heritage
  • Gaining exclusive access to iconic museums and art galleries, experiencing Italy's rich cultural treasures without the crowds
  • Participating in truffle hunting excursions in Umbria, guided by experts who share their knowledge and passion
  • Taking helicopter rides over the majestic Dolomites, enjoying breathtaking aerial views of the mountains
  • Indulging in personal shopping experiences in Milan, guided by fashion experts in the heart of the fashion capital
  • Experiencing the magic of opera with private boxes at La Scala, one of the world's most renowned opera houses
  • Learning the secrets of Italian cuisine with cooking classes led by top chefs, creating and savoring authentic dishes
  • Enjoying scenic hot air balloon flights over Tuscany, taking in the stunning landscapes from above
  • Experiencing romantic gondola rides through the enchanting canals of Venice, complete with serenades
  • Rejuvenating at luxury spa retreats, where you can unwind and relax in serene and lavish surroundings

Italy Luxury Reviews & Ratings

4.5/5  Excellent
468  Reviews
See all Italy Luxury tour reviews
Excellent
551
Great
251
Average
46
Disappointing
8
Terrible
6
J

Jennifer

Oct 2015

Written on

Tour leader very active in making trip

Tour leader very active in making trip enjoyable. He worked very hard and successfully to organise requests from participants without making a big deal of it. Very g...

B

Bernie

Oct 2015

Written on

Our trip through Italy was really great

Our trip through Italy was really great - we saw and did things that were of great interest with a really great group of people. Our tour leader, Serena, was outstan...

E

Emer

Sep 2015

Written on

Well organised- despite using public transport it

Well organised- despite using public transport it was a safe, relaxing experience Quality of leader- travelling with a local made the experience better Pace of iti...

M

Michael

Sep 2015

Written on

The tour leader, Mattia Villa was well

The tour leader, Mattia Villa was well organized and professional throughout. The group dynamic was outstanding and the sites covered on the trip were unique and spe...

c

craig

Sep 2015

Written on

It was a great trip an excellent

It was a great trip an excellent tour leader. Every...

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