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 (23 - 44 shown)

Italian Elegance: A Standard Luxury Journey
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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 world-class dining and discover Italy's culinary excellence.
  • Shop at exclusive boutiques in Milan, the fashion capital of the world.
  • Enjoy a gondola ride and explore the enchanting canals of Venice.
  • Admire the Renaissance art and architecture of Florence.
  • Discover ancient history and vibrant city life in Rome.

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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Luxurious Italian Escapade: 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

  • Explore the historic wonders of Rome, Florence, Milan, and Venice.
  • Indulge in exquisite Italian cuisine at top-rated restaurants.
  • Experience luxury travel with exclusive accommodations and services.
  • Enjoy guided tours of Italy's most famous attractions and hidden gems.
  • Relax in the unique blend of camping luxury and cultural immersion.

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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Family Camping Adventure in 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

  • Camp under the stars near Rome's iconic landmarks.
  • Explore Florence and Pisa with fun activities tailored for kids.
  • Discover the magic of Venice through interactive tours and photography.
  • Enjoy family-friendly camping sites with engaging activities.
  • Capture the beauty of Italy's top attractions with family photo sessions.

Themes

Family Friendly, Cultural, Outdoor

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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Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
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Luxurious Italian Cultural Journey
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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 tours of the Vatican and the Colosseum in Rome
  • Exclusive wine tasting in the Tuscan hills
  • Guided art tours in Florence, home of the Renaissance
  • Gondola ride through the historic canals of Venice
  • Private viewing of rare artworks in Venice's acclaimed museums

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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Historic Wonders 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

  • Discover the ancient majesty of the Colosseum in Rome.
  • Marvel at the artistic treasures of the Vatican Museums.
  • Wander through the Renaissance streets of Florence.
  • Experience the unique cultural ambiance of Venice.
  • Learn about Italy's rich history from expert local guides.

Themes

Cultural, History, Education / Learning

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 Family Adventure
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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

  • Family-friendly exploration of Rome's ancient wonders, including the Colosseum.
  • Hands-on cooking classes in Florence tailored for kids and parents.
  • A fun-filled visit to the Leaning Tower of Pisa with engaging, educational activities.
  • Gondola rides in Venice, tailored for family enjoyment and interaction.
  • Special kid-friendly guides and activities that make history come alive.

Themes

Cultural, Family Friendly

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

  • Savor exclusive wine tasting sessions in Rome, Tuscany, and Florence.
  • Master the art of Italian cooking with hands-on gourmet cooking classes.
  • Dine at top-tier restaurants, experiencing a variety of fine Italian cuisines.
  • Explore the scenic beauty and culinary richness of Tuscany.
  • Enjoy a full day of culinary exploration in Florence with local experts.

Themes

Cultural, Luxury, 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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Luxury 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

  • Cycle through the historic streets of Rome and the scenic routes of Tuscany.
  • Conquer the rock faces of Cinque Terre and the Dolomites.
  • Paddle the waters along the stunning Amalfi Coast.
  • Hike the breathtaking trails of Cinque Terre and the Dolomites.
  • Enjoy the unique blend of adventure and luxury in some of Italy's most beautiful settings.

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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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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