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Top Italy Luxury History Custom Private Tours & Packages 2025/2026
Our 62 most popular Italy Luxury History Custom Private Tours & Packages trips. Compare tour itineraries from 14 tour companies. 51 reviews.
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62 Trips match your criteria (1 - 22 shown)
5/5 Excellent
100+ reviewsLodging level
Premium - 4 star
Physical level
Moderate
Highlights
- Cooking Class at a Local’s Home
- Exploring 3 of Southern Italy’s Prettiest Towns
- Swimming in Clear Water Alongside a White Cliff
7 days$330 / day
5/5 Excellent
28 reviewsLodging level
Luxury - 5 star
Physical level
Easy
Highlights
- Venice Lose yourself in the labyrinth of alleyways and canals. Venice is a place of alluring charm and elegance like no other.
- Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most artistic and culturally rich city in the world.
- Rome The eternal city, a cinematic dream and the heart of the mighty Roman empire and modern day Italy
13 days$535 / day
5/5 Excellent
28 reviewsLodging level
Luxury - 5 star
Physical level
Easy
Highlights
- Wine tasting in Chianti
- wine cellars
- Pool day Wine and food tasting
3 days$617 / day
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5/5 Excellent
28 reviewsLodging level
Luxury - 5 star
Physical level
Easy
Highlights
- Explore the heart of Rome visiting some of the MUST SEE icons of the city such as the Coliseum and Roman Forum
- Enjoy organic Italian delights such as Pecorino Romano cheese or freshly made pasta
- Enjoy a smooth ride in the stunning Tuscany countryside
10 days$560 / day
5/5 Excellent
28 reviewsLodging level
Luxury - 5 star
Physical level
Easy
Highlights
- Explore the history of the city to life recounting the fascinating stories of your surrounding
- Explore the spectacular region surrounding Venice
- Exploring the enthralling Vatican Museums
11 days$545 / day
5/5 Excellent
28 reviewsLodging level
Luxury - 5 star
Physical level
Easy
Highlights
- Naples Lose yourself in the labyrinth of alleyways in historic Naples. Naples is an enigmatic place of history and glamour mixed with a hint of danger like no other.
- Amalfi Coast coastal drive Explore the villages of the Amalfi coast and experience a road trip along one of the most iconic stretches of coastal roads in the world.
- Pompeii Take an adventure into the past on a guided visit to this remarkable palace preserved under volcanic ash for thousands of years.
12 days$525 / day
Italy Luxury History Custom Private Tours & Packages Reviews
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...
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...
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...
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...
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