Top Italy Historic Sightseeing Custom Private Tours & Packages In 2025/2026

Our 69 most popular Italy Historic Sightseeing Custom Private Tours & Packages trips. Compare tour itineraries from 16 tour companies. 16 reviews.

69 Trips match your criteria (1 - 22 shown)

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 Milan's fashionable districts and iconic landmarks.
  • Discover the Renaissance beauty of Florence on two wheels.
  • Ride across the stunning landscapes of Tuscany, capturing breathtaking views.
  • Experience the historic grandeur of Rome, from the Colosseum to the Vatican.
  • Enjoy authentic Italian cuisine and regional specialties throughout your journey.

Themes

Active And Outdoor Sports, Cultural Immersion And 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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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
Save this trip to your favorites or other list
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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Italian Family 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

  • Private guided tours of Rome's ancient landmarks including the Colosseum and Vatican.
  • Kid-friendly activities that educate and entertain, from interactive museum visits to fun workshops.
  • A scenic journey through Italy's diverse landscapes, from the historic streets of Florence to the stunning Dolomites.
  • Exclusive family-oriented accommodations and dining experiences that cater to all preferences.
  • Hands-on learning experiences about Italy's rich history and culture, perfect for curious minds.

Themes

Culture, 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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Italy's Hidden Gems: A 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

  • Explore the vibrant streets and historical richness of Bologna.
  • Capture the breathtaking beauty of Cinque Terre's colorful coastal villages.
  • Savor unique wines and scenic views in Italy's picturesque landscapes.
  • Uncover the ancient allure of Matera's cave dwellings.
  • Dive deep into the cultural and historical tapestry of Palermo.

Themes

Cultural Immersion And History, Unique Experiences

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 Elegance: A Wellness 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

  • Morning yoga sessions amidst Rome's ancient landmarks
  • Exclusive spa experiences in the heart of Florence
  • Gourmet wine and culinary adventures in Venice
  • Tranquil retreats to the serene waters of Lake Como
  • Photographic explorations capturing Italy's timeless beauty

Themes

Culture, History, Luxury, Wellness

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 Historic Sightseeing Custom Private Tours & Packages Reviews

J

John B

Sep 2024

Written on

We had a great time.

We had a great time. The trip was well organized by Alma Italia and the guides were excellent.

W

William R.

Jul 2024

Written on

Tim and Alessio were amazing!

Tim and Alessio were amazing! Our family had a wonderful time in Rome, Sorrento, Capri and the Amalfi coast! The trip was seamless; planes, trains, and automobiles m...

E

Erica T

Sep 2024

Written on

Memories for a lifetime

Memories for a lifetime……sounds so cliche but it was perfect from the beginning to end! Alessio such a pleasure to work with. He was open to our modifications and su...

A

Amy C

Jul 2024

Written on

Our first trip to Italy was nothing short of amazing

Our first trip to Italy was nothing short of amazing thanks to Alessio and Alma Italia! Alessio was incredibly professional even when we missed our flights and had t...

N

Nancy J.

Oct 2024

Written on

We had a trip of a lifetime.

We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebra...

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