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ToursEuropeItalyItaly Luxury History Trips & Packages

Top Italy Luxury History Trips & Packages 2025/2026

Our 190 most popular Italy Luxury History Trips & Packages trips. Compare tour itineraries from 45 tour companies. 115 reviews.

190 Trips match your criteria (1 - 22 shown)

Rome & the Amalfi Coast - 2024
Save this trip to your favorites or other list

Rome & the Amalfi Coast - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Amalfi Coast, Pompeii, Rome, Sorrento

Highlights

  • Tour a family-run farm and learn how they make mozzarella cheese by hand.
  • Sample homemade limoncello liqueur at a farm in the Sorrento countryside.
  • Enjoy a tasting and lunch at a winery, steps away from the archeological site of Pompeii.
  • Discover the mountaintop monastery of Montecassino and its role in World War II.
  • Visit a pasta factory producing macaroni and spaghetti with traditional techniques.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$4,857
10 days From$3,449
More
Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - 2024
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Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Agrigento, Matera, Pompeii, Positano, Rome, Sorrento, Taormina

Highlights

  • Indulge in a delicious regional dinner inside a winery's agriturismo restaurant.
  • Tour a vineyard and cellar located in the badlands of Basilicata, Matera’s region.
  • Savor freshly made mozzarella cheese during a visit to a buffalo dairy farm.
  • Stand in awe before the ancient Greek theatre in Taormina.
  • Experience seaside Cefalù and Sicilian hospitality during a farmhouse lunch.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$4,119
13 days From$3,099
More
Spotlight on Tuscany - 2024
Save this trip to your favorites or other list

Spotlight on Tuscany - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Florence, Lucca, Pisa, San Gimignano

Highlights

  • Sample delectable wines during a wine tasting at a local farm.
  • Spend time at a cheese farm to taste flavorful pecorino cheese.
  • Learn about Tuscan cuisine during a cooking class.
  • See the Gothic Line, one of the Germans’ last lines of defense during WWII.
  • Retrace the steps of ancient pilgrims as they crossed the Devil’s Bridge in the Serchio Valley.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$2,176
9 days From$1,869
More

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Spotlight on Tuscany - 2024
Save this trip to your favorites or other list

Spotlight on Tuscany - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Florence, Lucca, Pisa, San Gimignano

Highlights

  • Sample delectable wines during a wine tasting at a local farm.
  • Spend time at a cheese farm to taste flavorful pecorino cheese.
  • Learn about Tuscan cuisine during a cooking class.
  • See the Gothic Line, one of the Germans’ last lines of defense during WWII.
  • Retrace the steps of ancient pilgrims as they crossed the Devil’s Bridge in the Serchio Valley.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$2,914
9 days From$1,869
More
Italy's Treasures Art, Food & Wine of Italy - 2024
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Italy's Treasures Art, Food & Wine of Italy - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Bologna, Cinque Terre, Florence, San Gimignano, Siena, Tuscany, Venice

Highlights

  • Journey by boat to Isola dei Pescatori for a lovely welcome dinner.
  • Taste authentic Italian gelato from an award-winning ice cream parlor in San Gimignano.
  • Learn the art behind Tuscan cuisine during a hands-on cooking lesson.
  • Explore Lake Orta, one of Italy’s hidden treasures.
  • Discover colorful Cinque Terre, a UNESCO World Heritage site.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$5,226
12 days From$4,249
More
Peaks of Europe: The Alps to The Dolomites featuring France, Switzerland, Liechtenstein, Austria, and Italy - 2024
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Peaks of Europe: The Alps to The Dolomites featuring France, Switzerland, Liechtenstein, Austria, and Italy - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Grindelwald, Innsbruck, Lucerne, Venice

Highlights

  • Toast to the end of your scenic journey during a farewell dinner in a Venetian villa.
  • Taste the fruits of Italy’s Prosecco region, with a vineyard visit and tasting.
  • Savor the flavors of Switzerland during a raclette brunch at a dairy farm.
  • Inhale fresh alpine air with 3 unique mountaintop experiences.
  • Discover the local flora and fauna during a nature walk with a local alpinist.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$6,518
13 days From$5,299
More
Rome & the Amalfi Coast - 2024
Save this trip to your favorites or other list

Rome & the Amalfi Coast - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Amalfi Coast, Pompeii, Rome, Sorrento

Highlights

  • Tour a family-run farm and learn how they make mozzarella cheese by hand.
  • Sample homemade limoncello liqueur at a farm in the Sorrento countryside.
  • Enjoy a tasting and lunch at a winery, steps away from the archeological site of Pompeii.
  • Discover the mountaintop monastery of Montecassino and its role in World War II.
  • Enjoy free time to explore Amalfi, a historic trading hub along its namesake coast.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$4,119
10 days From$3,449
More
Shrines of Italy - 2024
Save this trip to your favorites or other list

Shrines of Italy - 2024

By Collette
premier
4.8/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Assisi, Rome, Vatican City

Highlights

  • Attend the weekly Papal audience in the Vatican City.
  • Spend time at the renowned Abbey of Montecassino, founded by St. Benedict.
  • Visit the Holy Stairs, believed to be the steps that Christ climbed when he appeared before Pontius Pilate.
  • Venture underground to the catacombs of Rome, where early Christians hid and buried their dead.
  • Discover the Holy House of Nazareth and the beautiful Madonna of Loreto.
Show more

Themes

Cultural

What travelers are saying

"This was a tremendous trip. Nice mix of New Zealand s spectacular scenery and cultural highlights. In Australia Cairns was interesting for culture and great barrier reef, which is unfortunetely getting bleached due to rising ocean temps.The Sydney Opera house was amazing. Our Auastralian guide was knowledgeable and very organized. Only complaint was that at 37 folks the trip was too large in our opinion."

Trip dates & details
Save this trip to your favorites or other list
$3,037
11 days From$2,469
More
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Italy Luxury History Trips & Packages Reviews

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Italy Luxury History Trips & Packages Reviews

A

Amy D.

Dec 2024

Written on

everything was amazing.

We will never travel without Charlie and his crew. It...

Tour:  Italy, Sicily Grand Tour: See & Experience it ALL in 12 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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