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ToursEuropeItalyItaly Luxury Culture Custom Private Tours & Packages

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 (1 - 22 shown)

Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours
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Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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
Premium - 4 star
Physical level
Moderate
Trip pace
Full 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
  • Hiking Around a Mighty Volcano
  • Structures Designed by Greeks Thousands of Years Ago
Show more

Themes

Education / Learning, Hiking & Walking, Festivals & Special Events

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!"

Trip dates & details
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18% OFF$2,817
7 days From$2,307
Price updated 1 year+ ago

Health Safety

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Historic Charms of Italy: Rome to Venice
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Historic Charms of Italy: Rome to Venice

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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12 days From$6,586
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Italy Cycling Adventure: Milan to Rome
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Italy Cycling Adventure: Milan to Rome

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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11 days From$6,040
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Hidden Gems of Italy: Luxury Exploration
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Hidden Gems of Italy: Luxury Exploration

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 vibrant culture and historical depth of Naples.
  • Capture the breathtaking beauty of the Amalfi Coast through your lens.
  • Explore the ancient cave dwellings of Matera, a UNESCO World Heritage site.
  • Indulge in the culinary delights and rich wines of Lecce.
  • Discover the mosaic marvels of Ravenna before concluding in the culinary capital, Bologna.

Themes

Cultural, Education / Learning, Photography

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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8 days From$4,386
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Luxurious Italian Escapade: Rome to Venice
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Luxurious Italian Escapade: Rome to Venice

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 wonders of Rome, including the Colosseum and Vatican City
  • Stroll through the Renaissance beauty of Florence
  • Enjoy a gondola ride through Venice's enchanting canals
  • Capture stunning photographs of Italy's iconic landscapes and architecture
  • Indulge in gourmet Italian cuisine and world-class wines

Themes

Cultural Immersion And History, 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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10 days From$5,487
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Splendid Italy: Rome to Venice
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Splendid Italy: Rome to Venice

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 and the Vatican in Rome.
  • Capture the essence of Renaissance art in the heart of Florence.
  • Glide through the iconic canals of Venice on a romantic gondola ride.
  • Enjoy exclusive guided tours with expert insights into Italy's rich history.
  • Savor the flavors of authentic Italian cuisine in its regional birthplaces.

Themes

Cultural, 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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11 days From$6,035
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Historic Splendors of Italy
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Historic Splendors of Italy

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

  • Wander through the historic heart of Rome, including the Colosseum and Roman Forum
  • Marvel at the Renaissance art in Florence's famed galleries
  • Cruise the enchanting canals of Venice and explore its hidden pathways
  • Experience the Vatican Museums and Sistine Chapel in Vatican City
  • Enjoy the vibrant cultural scenes and local Italian cuisine

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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10 days From$5,485
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Luxurious Italian Cultural Journey
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Luxurious Italian Cultural Journey

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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8 days From$4,387
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Italy Luxury Culture Custom Private Tours & Packages Reviews

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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...

Tour:  Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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...

Tour:  Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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...

Tour:  Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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...

Tour:  Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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...

Tour:  Italy (Sicily): See & Experience it ALL in 7 Days, 1st Class Custom Tours

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