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All Italy Tours in May 2027

Planning for a trip to Italy during May? We offer 300 tour packages to Italy departing in May 2027 that have 5,900 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your May holiday.

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All Italy Tours in May 2027

Jun 2026 Jul 2026 Aug 2026 Sep 2026 Oct 2026 Nov 2026 Dec 2026 Jan 2027 Feb 2027 Mar 2027 Apr 2027

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Showing 1 - 10 of 292 results

Duration

1 day26 days

Day Tour
Multiday Tour

Price

USD 31USD 18,469

Budget Tours
Luxury Tours

Tour Types

Group Tours
Small Group Tours
Solo-friendly Group Tours
Solo-only Group Tours
Private Tours

Age

Young Travelers (Age 18-39)Mature Travelers (Age 40-59)Senior Travelers (Age 60+)

Activities

Art and architecture
Cultural, religious and historic sites
City sightseeing
Explorer
Trekking and Hiking

Physical Rating

relaxed
easy
moderate
challenging

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Destinations

Rome
Venice
Florence
Naples
Sorrento

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Guided Tours
Self Guided Tours
Partially Guided Tours

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Discounted Tours
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Jun 2026 Jul 2026 Aug 2026 Sep 2026 Oct 2026 Nov 2026 Dec 2026 Jan 2027 Feb 2027 Mar 2027 Apr 2027

Duration

1 day26 days

Day Tour
Multiday Tour

Tour Types

Group Tours
Small Group Tours
Solo-friendly Group Tours
Solo-only Group Tours
Private Tours

Activities

Art and architecture
Cultural, religious and historic sites
City sightseeing
Explorer
Trekking and Hiking

Physical Rating

relaxed
easy
moderate
challenging

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Destinations

Rome
Venice
Florence
Naples
Sorrento

Guide Types

Guided Tours
Self Guided Tours
Partially Guided Tours

Get a customized trip to Italy in May 2027

Plan a multi-country or regional adventure across Italy in May 2027, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy

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Start & End Location

Price

USD 31USD 18,469

Budget Tours
Luxury Tours

All Italy Tours in May 2027

All Italy Tours in May 2027

See Italy tours by duration

Get a customized trip to Italy in May 2027

Page 31 of 292 Trips in Italy during May 2027 with 5,927 Reviews

Page 31 of 292 Trips in Italy during May 2027 with 5,927 Reviews

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Asia

South America

Africa

North America

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Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

Hi there

All Italy Tours in May 2027

All Italy Tours in May 2027

See Italy tours by duration

Get a customized trip to Italy in May 2027

Page 31 of 292 Trips in Italy during May 2027 with 5,927 Reviews

Page 31 of 292 Trips in Italy during May 2027 with 5,927 Reviews