Top Italy Cultural Custom Private Tours & Packages In 2025/2026

Our 124 most popular Italy Cultural Custom Private Tours & Packages trips. Compare tour itineraries from 19 tour companies. 26 reviews.

124 Trips match your criteria (1 - 22 shown)

Italian Elegance: A Standard Luxury Tour
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Indulge in Milan's world-renowned shopping and fine dining.
  • Savor exclusive wine tastings in Italy's celebrated vineyards.
  • Experience the opulent lifestyle and cultural treasures of Venice and Florence.
  • Explore the historic and luxurious facets of Rome with style.
  • Enjoy a seamless blend of cultural immersion and luxury experiences.

Themes

Cultural, Luxury

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Culinary Delights of Italy
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Exclusive wine tastings in Rome, Florence, and Venice
  • Private cooking sessions with renowned Italian chefs
  • Luxury dining experiences in Italy's top gourmet destinations
  • Visits to iconic landmarks like the Colosseum and Grand Canal
  • Personalized service and guidance throughout the tour

Themes

Cultural, Gastronomy, Luxury Travel

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Luxurious Italian Escapade
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Private guided tours of the Colosseum and Vatican City, uncovering the secrets of ancient Rome.
  • Exclusive photography sessions in the iconic landscapes of Florence and Venice.
  • Luxurious accommodations and gourmet dining throughout the journey, offering a taste of the Italian high life.
  • Cultural immersion experiences in each city, including private viewings and after-hours visits.
  • A scenic journey from the historic streets of Rome to the romantic canals of Venice, with first-class travel arrangements.

Themes

Cultural, Luxury Travel

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Italian Adventure: Rome to Venice
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Discover the historic wonders of Rome, including the majestic Colosseum.
  • Cycle through the rolling hills and vineyards surrounding Florence.
  • Capture the unique beauty of Venice's canals through your lens.
  • Hike the scenic paths offering panoramic views of Italy's stunning landscapes.
  • Experience the rich culture and vibrant street life of Italy's famous cities.

Themes

Cultural, Education / Learning, High Adventure

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Historic Charms of Italy: Rome to Venice
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Experience the grandeur of Rome with visits to the Colosseum and Vatican.
  • Discover Renaissance art and architecture in Florence.
  • Enjoy a guided tour through the historic canals of Venice.
  • Explore world-class museums and their timeless masterpieces.
  • Immerse yourself in Italy's captivating history and culture.

Themes

Cultural, Education / Learning, History

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Italy Cycling Adventure: Milan to Rome
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Cycle through the breathtaking scenery of the Dolomites
  • Explore the historic canals of Venice on a guided bike tour
  • Savor the artistic heritage and Renaissance architecture of Florence
  • Immerse in the rolling hills and vineyards of Tuscany
  • Conclude with the ancient wonders of Rome

Themes

Active And Outdoor Sports, Cultural

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Classic Splendors of Italy
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Exclusive guided tours of the Colosseum and Vatican.
  • Explore the artistic heritage of Florence, including the Florence Cathedral.
  • Traverse the enchanting canals of Venice by gondola.
  • Capture stunning photographs of Italy's historic landscapes.
  • Enjoy a blend of structured tours and leisure time for personal exploration.

Themes

Cultural, Education / Learning, History

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Exquisite Italian Sojourn
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Private guided tours in Italy's most iconic cities: Milan, Venice, Florence, and Rome.
  • Exclusive culinary experiences including gourmet dining and authentic Italian cooking classes.
  • Luxurious accommodations ensuring comfort and style throughout your stay.
  • Cultural immersion into the rich historical tapestry of Italy, from ancient ruins to Renaissance art.
  • Personalized experiences tailored to your interests, ensuring a truly unique journey.

Themes

Luxury, Cultural, Gastronomy

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Italy Cultural Custom Private Tours & Packages Reviews

K

Kristi

Nov 2022

Written on

Our trip to Italy exceeded our expectations!

Our trip to Italy exceeded our expectations! Alessio was amazing to work with and was always available to answer questions we had before and during our trip. It was ...

E

Eugene

Nov 2022

Written on

Had a wonderful time seeing Tuscany

Had a wonderful time seeing Tuscany with Alessio. Great experiences, great sightseeing and great education due to Alessio's knowledge and connections. Would recommen...

A

Anne

Jun 2022

Written on

We thoroughly enjoyed our day

Alessio was a fantastic guide. We thoroughly enjoyed our day ...

D

Dana

May 2022

Written on

It was an amazing trip!

It was an amazing trip! Fun, adventurous, good people and food!

K

Kylie

Sep 2021

Written on

Nothing short of perfect

Nothing short of perfect. Alessio organized the most amazing day for us tasting Tuscan wines and foods in Chianti, followed by the most special cooking class we coul...

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