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 (67 - 88 shown)

Archaeological Wonders of Southern Italy and Sicily
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2.2/5 Disappointing
30 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Gain special access to the excavations of Pompeii with a local expert and peer into the crater of Mount Vesuvius alongside a volcanologist.
  • Gaze at the spectacular mosaics of the Villa Romana del Casale and descend into fascinating catacombs in Palermo.
  • Visit eight UNESCO World Heritage sites, from the dramatic Amalfi Coast and ancient Syracuse to the Valley of the Temples in Agrigento.
  • Hike through a landscape transformed by lava on Mount Etna and enjoy breathtaking views of Taormina and the coast.

Themes

Cultural, Education / Learning

What travelers are saying

"We booked a National Geographic expedition Holland and Belgium by River. The promotional literature promised a 14-day deposit refund window. The “invoice” was marked “non-refundable” deposit. We completed the National Geographic Traveler Information. About 8 days later we received the “Travel Agreement” to be signed. We both approved and signed the National Geographic documents. A Cruise Line Travel agreement was enclosed but had no signature line. This document contained language which was unacceptable. We submitted the signed NatGeo documents. The following day we canceled the trip due to the unacceptable Cruise Line language. Cancellation was made 12 days after booking and no deposit was returned. We were told on the phone that the refund deadline was triggered by the 14 day window OR signatures on the Travel Agreement which ever came first. This was NEW information. To date, we have received NO refund of our $1000. We cancelled our trip within the advertised 14 day window."

Trip dates & details
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Secret Italy
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4.7/5 Excellent
69 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • visit San Francesco church for Piero della Francesca's fresco cycle 'Legend of the True Cross'
  • visit to Assisi, including the 13th-century Basilica of St. Francis
  • See the highest waterfall in Europe
  • The most beautiful Renaissance palace in Italy and its art treasures

Themes

Cultural, Nature & Wildlife, National Parks

What travelers are saying

"The cruise was cancelled 2 weeks before departure. The replacement was a serious step down and appalling. The Croisi Boat (MV Beethoven) should be avoided at all possible cost. It is a rattling banging creaking heap. VJV just dump people when they arrive (they booked flights and transfers) with no refreshments, no protection from the cold and no information. They are just let to wait for the boat to allow them on, which was around 2 hours. To save money, they all dock alongside each other and this boat is the last. You need to cross two other boats to get ashore and the crossings are precarious and worrying for elderly or disabled passengers. It is impossible to sleep in cabins akin to prison cells with the torture of noise all night long"

Trip dates & details
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Venice Simplon Orient Express
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4.7/5 Excellent
69 reviews
Self-Guided / Independent Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Enjoy a walking tour of Venice
  • Enjoy the ride on the legendary Venice Simplon-Orient-Express
  • Enjoy looking at paranomic scenery from your window
  • See breathtaking views of Dolomites & Alberg pass

Themes

Cultural, Nature & Wildlife, Train & Rail Journeys, National Parks

What travelers are saying

"The cruise was cancelled 2 weeks before departure. The replacement was a serious step down and appalling. The Croisi Boat (MV Beethoven) should be avoided at all possible cost. It is a rattling banging creaking heap. VJV just dump people when they arrive (they booked flights and transfers) with no refreshments, no protection from the cold and no information. They are just let to wait for the boat to allow them on, which was around 2 hours. To save money, they all dock alongside each other and this boat is the last. You need to cross two other boats to get ashore and the crossings are precarious and worrying for elderly or disabled passengers. It is impossible to sleep in cabins akin to prison cells with the torture of noise all night long"

Trip dates & details
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Italian Campaign Tour
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4.7/5 Excellent
15 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Sorrento, Paestum - Start with a study of operations near Sorrento where the 36th Division established a beachhead; tour Paestum, the ancient Greek coastal ruins dating to 650 B.C.
  • San Pietro - Visit the old mountainside village of San Pietro, scene of a fierce armored infantry battle and the caves where the civilians were forced to live
  • Monte Cassino - Visit Monte Cassino, the tremendous siege the Allies conducted between January and May 1944, and the abbey completely rebuilt and restored after the destructive bombing
  • American Cemetery Nettuno - Pay your respects at the American Cemetery in Nettuno and the Museum of the Allied Landing
  • Cisterna - Visit the Crypt and War Memorial at Cisterna en route to Rome
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Themes

Cultural, Education / Learning, Trekking & Expeditions

What travelers are saying

"As a retired Environmental Studies Professor, our tour guide Dr. Don Snow is widely well read and has thorough knowledge of the Lewis and Clark Expedition. It was obvious from the very beginning that his teacher instinct wishing to impart his vast knowledge with us runs deep in his blood. Having lived in MT for many years, Don is intimate with local lores and history, as well as its flora and fauna. Five of us tested positive for Covid during our tour. Nick, our tour manager and the "fixer" of all things and ASHT Company did a phenomenal job of guiding us through the difficult situation."

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Barcelona To Piraeus (Athens)
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5/5 Excellent
4 reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Explore Spain
  • Discover the cities of taly & Greece
  • Enjoy the nature by travelling in Silver Wind Ship

Themes

Cultural, Nature & Wildlife, 50 Plus, National Parks, Small Ship Cruise

What travelers are saying

"Traveling with Silversea on our Alaska cruise was just perfect. The sites, service, and overall feel were great. I will say, the food was somewhat lacking in my opinion, but the overall experience was spectacular."

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A Taste of Tuscany Culinary Tour
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1/5 Terrible
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Testing mouthwatering recipes in friendly cucinas
  • Strolling through vineyards and sampling their wares
  • Seeing premium olives pressed into oil

Themes

Cultural, Culinary & Wine, Local Immersion & Homestays, Relaxing Retreats, Transformative

What travelers are saying

"This trip was fantastic from the very start with pre-trip arrangements through to the end of the trip. The Classic Journeys office was extremely helpful in answering questions and in accommodating a special request to fly between Isabela and Baltra/Santa Cruz instead of taking a long boat ride. The tour guide was nothing short of amazing. The hotels, the animals, the sites we saw, everything we learned, all of this was really special and fantastic. Cannot overstate how great this trip was."

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Italy, Portugal & Spain in 22 days - Eternal Cities & Treasures of Iberia - Superior
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By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Bar, Barcelona, Bern, Colosseum, Florence, Forum, Lisbon, Madrid, Pisa, Porto, Rome, Sistine Chapel, Toledo, Venice

Highlights

  • Fátima
  • Lisbon
  • Nazarè
  • Obidos
  • Porto
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Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
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Italy in 13 days - Eternal Cities, Riviera & Lombardy - Superior
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By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Colosseum, Florence, Forum, La Spezia, Milan, Pisa, Rome, Sistine Chapel, Venice

Highlights

  • Cinque Terre
  • Florence
  • Genova
  • Lake Como
  • Milan
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Themes

Cultural, Nature & Wildlife, 50 Plus, Local Immersion & Homestays, National Parks

What travelers are saying

"Great trip. A little more free time would be nice."

Trip dates & details
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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...

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...

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...

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...

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...

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