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May 2026 tours
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May 2026 Italy Tours - Book Now

Don't miss out on Italy's best experiences! Book early from over 480 tours departing in May 2026. Secure better prices, guaranteed spots, and peace of mind with more than 7,100 verified traveler experiences.

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

Discounts
- Discounted Tours
- Last Minute Deals

Unlock Discounts Globally. Save up to 50% on tours and tripsGet instant access to lower prices.

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May 2026 Italy Tours - Book Now

Dec 2025 Jan 2026 Feb 2026 Mar 2026 Apr 2026 May 2026 Jun 2026 Jul 2026 Aug 2026 Sep 2026 Oct 2026

Duration
1 day26 days
- Day Tour
- Multiday Tour

Price
USD 32USD 12,115
- Budget Tours
- Luxury Tours

Tour Types
- Group tours
- Private tours
- Small group tours
- Independent 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
- Walking tours

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

Start & End Location

Guide Types
- Guided Tours
- Self Guided Tours
- Partially Guided Tours

Discounts
- Discounted Tours
- Last Minute Deals

Showing 1 - 10 of 184 results

Get a customized trip to Italy in May 2026

Plan a multi-country or regional adventure across Italy in May 2026, with help from a local expert.

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

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Recommended by

Physical Rating

relaxed
easy
moderate
challenging

Tour Types

Group tours
Private tours
Small group tours
Independent tours

Activities

Art and architecture
Cultural, religious and historic sites
City sightseeing
Explorer
Walking tours

Duration

1 day26 days

Day Tour
Multiday Tour

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

Start & End Location

See Italy tours by duration

Dec 2025 Jan 2026 Feb 2026 Mar 2026 Apr 2026 May 2026 Jun 2026 Jul 2026 Aug 2026 Sep 2026 Oct 2026

Page 5 of 184 Trips in Italy during May 2026 with 2,929 Reviews

Northern Italian Lakes & Countryside - May 2026

3.9

(48 reviews )

No booking fees

Best price guaranteed

This tour took us to some amazing destinations. Our tour director, and our bus operator were absolutely exceptional.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Bergamo, Verona

Milan, Baveno, Bergamo, Verona, Mantua, Garda, Modena

Duration9 days

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Italian Holiday - May 2026

4.5

(24 reviews )

No booking fees

Best price guaranteed

We enjoyed the work of director and her driver.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Venice, Veron

Rome, The Vatican, Venice, Verona, Florence

Duration7 days

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Italian Holidays - May 2026

4.4

(18 reviews )

No booking fees

Best price guaranteed

I am a late riser so getting up early EVERY DAY was troubling... otherwise the trip was good. The guides may be asked to take the speed of walking to average level and not fast so that few of slow walkers were finding it difficult to cope up.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Perugia

Duration7 days

View Tour

Beautiful Puglia and Campania - May 2026

4.5

(2 reviews )

No booking fees

Best price guaranteed

Tour leaders respected all the visits planned in the trip.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Bari, Brindisi, Naples, Salerno

Duration6 days

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Colours of Sicily - May 2026

3.6

(13 reviews )

No booking fees

Best price guaranteed

Bought a Black Friday Special suggested by my travel agent. Excellent value.

MountainsLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Sicil

Palermo, Catania, Marsala, Sicily, Ragusa, Syracuse, Taormina

Duration9 days

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Beautiful Puglia - May 2026

(2 reviews )

No booking fees

Best price guaranteed

This trip was perfect for a quick site seeing of Southern Italy. It actually turned out to be one of my favorite trips. The guide was so much fun and very attentive. The transportation and accommodations were very comfortable.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Bari, Brindisi, Naples

Duration5 days

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Campania Region Highlights, Private Tour - May 2026

(1 review )

Trip customizable

Best price guaranteed

The Amalfi Coast is stunning and the people of Italy were very welcoming and helpful. A shout out to Dario, my Pompeii guide - excellent!

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Sorrento, Minori, Naples

Duration9 days

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Ultimate Italy - May 2026

(1 review )

No booking fees

Best price guaranteed

I met some amazing people and saw so many incredible sights in Italy! This trip exceeded my expectations!

Chill outAdventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Naples, Amalfi, Ca

Rome, Venice, Naples, Amalfi, Catania, Taormina, Syracuse, Cefalu, Florence, Palermo, Cinque Terre, Milan

Duration22 days

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Naples Escape & Sorrento (on Request) - May 2026

(1 review )

Trip customizable

Best price guaranteed

We just returned from a wonderful trip to Italy. Grazia helped plan our trip. She provided excellent advice before and during our journey. We will definitely use TUI Italy again!

Art and architecture

Tour Type

Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Naples, Sorrento, Rome

Duration5 days

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Best of Italy - May 2026

(1 review )

Trip customizable

Best price guaranteed

Christina organized a fantastic first class itinerary for a 28 day tour of Italy by my wife and me. She was very personable and generous with her time and very knowledgeable of the areas we visited. The trip included incredible private tours with top notch guides and smooth transfers all the way. Any minor glitches were handled promptly and professionally. It was a wonderful experience and we look forward to working with her again in the future.

Culture shows and excursions

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Palermo

Rome, Florence, Venice, Palermo, Agrigento, Sicily, Taormina, Sorrento

Duration17 days

View Tour

Page 5 of 184 Trips in Italy during May 2026 with 2,929 Reviews

Combine Italy in May with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

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Alternatively, explore tours that are exclusively just France and Italy.

Upcoming Departures

May 15

10+ seats remaining

May 29

10+ seats remaining

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May 01

May 02

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May 24

7 seats remaining

May 24

10+ seats remaining

Upcoming Departures

May 01

10+ seats remaining

May 02

10+ seats remaining

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May 04

10+ seats remaining

May 11

10+ seats remaining

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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

May 2026 Italy Tours - Book Now

May 2026 Italy Tours - Book Now

Get a customized trip to Italy in May 2026

See Italy tours by duration

Page 5 of 184 Trips in Italy during May 2026 with 2,929 Reviews

Page 5 of 184 Trips in Italy during May 2026 with 2,929 Reviews