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Top Italy Luxury Homestays & Cultural Immersion Tours & Packages 2025/2026

Our 94 most popular Italy Luxury Homestays & Cultural Immersion Tours & Packages trips. Compare tour itineraries from 13 tour companies. 142 reviews.

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All Italy Luxury Homestays & Cultural Immersion Tours & Packages, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Italy Luxury Homestays & Cultural Immersion Tours & Packages

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See all 23 Italy Luxury Homestays & Cultural Immersion Tours & Packages trips
Small Group Italy Luxury Homestays & Cultural Immersion Tours & Packages ToursSmall Group Italy Luxury Homestays & Cultural Immersion Tours & Packages Tours23 trips >
Italy, Sicily Grand Tour: See & Experience it ALL in 12 Days, 1st Class Custom Tours
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Trip Details

Italy, Sicily Grand Tour: See & Experience it ALL in 12 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
12 days From$3,954

Highlights

  • Cooking Class at a Local’s Home
  • Exploring 3 of Southern Italy’s Prettiest Towns
  • Swimming in Clear Water Alongside a White Cliff
  • Boat Rides to Exotic Islands Just Off the Coast of Sicily
  • Hiking Around a Mighty Volcano
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12 days From$3,954
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Dolomites Bike Tour
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Trip Details

Dolomites Bike Tour

By Backroads
none
4.8/5 Excellent
62 reviews
Small Group Tour
6 days From$4,098

Highlights

  • Uncover the colorful history and culture of Italy and Austria's best-kept alpine secret
  • Tranquil biking amid valleys and storybook villages framed by magnificent limestone peaks
  • Pedal on bike paths past meadows strewn with wildflowers and filled with locals tending the rich soil
  • Wonderful regional wines, including vernatsch, lagrein and gewürztraminer
  • Enjoy a warm welcome at luxurious family-run hotels and savor two Michelin dinners
6 days From$4,098
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A Taste of Tuscany Culinary Tour
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Trip Details

A Taste of Tuscany Culinary Tour

By Classic Journeys
none
4.9/5 Excellent
100+ reviews
Small Group Tour
7 days From$4,695

Highlights

  • Testing mouthwatering recipes in friendly cucinas
  • Strolling through vineyards and sampling their wares
  • Seeing premium olives pressed into oil
7 days From$4,695
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Italy, Portugal & Spain in 22 days - Eternal Cities & Treasures of Iberia - Superior
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Trip Details

Italy, Portugal & Spain in 22 days - Eternal Cities & Treasures of Iberia - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
22 days From$3,799

Highlights

  • Fátima
  • Lisbon
  • Nazarè
  • Obidos
  • Porto
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22 days From$3,799
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Italy in 13 days - Eternal Cities, Riviera & Lombardy - Superior
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Trip Details

Italy in 13 days - Eternal Cities, Riviera & Lombardy - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
13 days From$2,399

Highlights

  • Cinque Terre
  • Florence
  • Genova
  • Lake Como
  • Milan
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13 days From$2,399
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Italy in 8 days - Ancient Rome & Cultures of Sicily - Superior
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Trip Details

Italy in 8 days - Ancient Rome & Cultures of Sicily - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
8 days From$1,899

Highlights

  • Pompeii
  • Rome
  • Sicily
8 days From$1,899
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Italy in 12 days - Eternal Cities & Cultures of Sicily - Superior
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Trip Details

Italy in 12 days - Eternal Cities & Cultures of Sicily - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
12 days From$1,999

Highlights

  • Florence
  • Rome
  • Sicily
  • Venice
12 days From$1,999
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France, Switzerland & Italy in 19 days - Paris, Magic of the Alps & Eternal Cities - Superior
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Trip Details

France, Switzerland & Italy in 19 days - Paris, Magic of the Alps & Eternal Cities - Superior

By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
19 days From$5,099
19 days From$5,099
Trip dates & details
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See all 94 Italy Luxury Homestays & Cultural Immersion Tours & Packages trips

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Trip Reviews

T

Trusted Customer

Mar 2025

Written on
Italian Holidayby Trafalgar

Italian Holiday

The itinerary and our tour director (*Personal details removed by...

T

Trusted Customer

Jan 2025

Written on
Italian Holidayby Trafalgar

Italian Holiday

This trip exceeded my expectations. It was very well organized so we were able to see a lot in a short amount of time. *Personal information removed by Feefo* was...

T

Trusted Customer

Jan 2025

Written on
Italian Holidayby Trafalgar

Italian Holiday

We truly loved our experience. We were disappointed in the beds being very hard, but that may be common in Italy hotels. The coach was small and often very hot. We a...

C

Christopher Arcement

Jan 2025

Written on
Italian Holidayby Trafalgar

Italian Holiday

Overall it was a wonderful trip. *Personal information removed by Feefo* (guide) and *Personal information removed by Feefo* (driver) were both outstanding. We w...

L

La China Brooks

Jan 2025

Written on
Italian Holidayby Trafalgar

Italian Holiday

This trip was to celebrate my birthday, and I was grateful and appreciative of how everyone came together to sing Happy Birthday to me. Although there was a lot of w...

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Top Italy Luxury Homestays & Cultural Immersion Tours & Packages Travel Companies
Trafalgar Reviews
Insight Vacations Reviews
Charlie The Traveler Reviews
CIE Tours Reviews
Backroads Reviews
Image Tours Reviews
Classic Journeys Reviews
Butterfield & Robinson Reviews
Exoticca Reviews
Tourissimo Reviews
Europamundo Vacations Reviews
Trinus International Reviews

Italy Luxury Homestays & Cultural Immersion Tours & Packages Tours FAQ

1. Does Travelstride have all the tour operators?

Travelstride has the widest selection of tours and tour companies. All the largest companies are on the site and most smaller local operators though we are adding new operators daily. Unlike other websites and agencies, we show you all the options, regardless of whether or not we are paid by the company.

2. How does the Member Savings program save me money?

Travelstride membership is absolutely free. You receive special benefits including saving up to $700 on select tours with top tour operators. The main requirement is to write a review after your trip to access the savings.

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Yes. Travelstride has both expert reviews, written by Travelstride staff and local experts as well as traveler reviews written by people like you who have used the company and traveled to that destination.

4. What does ‘Stride Preferred’ mean?

Stride Preferred and Stride Premier are status categories to help you sort quickly through known and reliable travel companies. Since there are thousands of tour operators around the globe, Preferred or Premier badges are awarded to companies that Travelstride has determined meet the highest standards of professionalism, customer satisfaction, and quality.
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