Top Italy Luxury Culture Custom Private Tours & Packages 2025/2026

Our 76 most popular Italy Luxury Culture Custom Private Tours & Packages trips. Compare tour itineraries from 19 tour companies. 51 reviews.

76 Trips match your criteria (23 - 44 shown)

Rome, Matera and Puglia
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Rome
  • Visit Monopoli
  • Enjoy a fun cooking class in a local Masseria
  • Discover Alberobello known for its magical Trulli

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

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Discover Puglia and Basilicata
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Visit the beautiful town of Matera
  • Enjoy Wine Tasting in the Monte Volture Area
  • Visit Dolomiti Lucane
  • Visit Splendid Barique Town

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

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Venice, Florence and Rome
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Enjoy our Venice Wine tour.
  • Visit of the amazing islands of Murano and Burano
  • Visit the Council of 500, made famous by Dan Brown and Michelangelo
  • Explore this photogenic neighbourhood by night.
  • You’ll experience the very heart of Ancient Rome: the Roman Forum

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

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Highlights of Northern Italy: Venice, Lake Como, Milan and Piedmont
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Discover Verona the city of Romeo and Juliet
  • Explore Lake Como, renowned for its palatial villas, rose-laden belvederes and majestic Alpine vistas
  • Visit Milan one of the fashion capitals of the world
  • Enjoy a private guided visit of Turin, the first capital of Italy
  • Discover the Langhe area famous for its outstanding wine and food—Barolo reds, white truffles, excellent cheese and many more delicacies

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

Trip dates & details
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Highlights of Northern and Central Italy
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

  • Visit the islands of Murano and Burano; discover Verona the city of Romeo and Juliet
  • Explore Lake Como, renowned for its palatial villas, rose-laden belvederes and majestic Alpine vistas
  • Visit Milan one of the fashion capitals of the world;
  • Enjoy our Underground Tour of the Colosseum

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

Trip dates & details
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Grand Tour of Abruzzo
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Discover Santo Stefano in Sessanio
  • Visit of Sulmona
  • Visit Castelvecchio

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

Trip dates & details
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Unconventional Sicily
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Palermo
  • Discover Enna and Calascibetta
  • Visit Prestigious Winery
  • Relaxing at your lovely masseria

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

Trip dates & details
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Grand Tour of Sicily
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By Viandando Luxury Travel
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
6 reviews
Private Guided
Why we love them
They listen carefully to what each traveler wants and work hard to make their Italian vacation dreams a reality- no matter how complex.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Visit Palermo
  • Explore Erice and the Saltpans
  • Visit The Greek Ruins of Selinunte
  • Discover Noto and Siracusa

Themes

Cultural, Culinary & Wine

What travelers are saying

"We just returned from a two-week trip that took us from Venice, to Parma, to Florence, to Rome, and Sorrento, and we couldn't be happier with the trip set up by everyone at Viandando. After telling them what our interests were, they set up a tour that introduced us to Italy and kept everyone in our group (ranging from grandparents to kids) engaged and excited. All of the guides we had were friendly, engaging, and knowledgeable. Although Italy was packed with tourists, Viandando set us up so we never waited in any lines and were able to experience some of the top sites without huge crowds. The hotels we had were all fantastic, offering us great rooms and central locations to explore the city. Our drivers were waiting for us and got us where we needed to be on time! Most importantly, Elena, Eleonora, and Giulia were there for us when plans changed unexpectedly. Our flights were cancelled multiple times and, even though this was totally out of their control, Viandando had our back and was able to make last minute travel changes to help save whatever they could of the days that we lost due to our flights. Their support while we were on the trip was absolutely fantastic. If you're looking for a quality company to set up a first-class trip, you can stop searching--Viandando will get it done for you!"

Trip dates & details
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Italy Luxury Culture Custom Private Tours & Packages Reviews

B

Beth Kennedy

Feb 2023

Written on

This tour was super fun!

This tour was super fun! CharlieTheTraveler is a great company to book with if you’re looking for an organized trip that saves you time in planning. Sicily was a pre...

M

Michelle Wylder

Feb 2023

Written on

This was my first time booking with an independent tour company, and I did not regret it.

This was my first time booking with an independent tour company, and I did not regret it. Charlie is an expert at creating unforgettable experiences through his tour...

P

Patti Olson

Feb 2023

Written on

This Sicily tour with CharlieTheTraveler was amazing!!

This Sicily tour with CharlieTheTraveler was amazing!! Loved the itinerary, the guides were amazing, and the whole process was efficient and smooth. I definitely app...

S

Sofia Rueda

Feb 2023

Written on

I’m so glad I decided to book this trip at the last minute, it was so much fun.

I’m so glad I decided to book this trip at the last minute, it was so much fun. I particularly liked visiting the various towns in Sicily, I loved learning about the...

M

Marleen Page

Feb 2023

Written on

CharlieTheTraveler was an excellent company to travel with.

CharlieTheTraveler was an excellent company to travel with. My family and I loved everything included in this Sicily tour, we couldn’t have asked for better. The who...

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