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All Italy Tours in May 2026

Planning for a trip to Italy during May? We offer 110 tour packages to Italy departing in May 2026 that have 800 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 2026

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Showing 1 - 10 of 119 results

Duration

1 day24 days

Day Tour
Multiday Tour

Price

USD 31USD 6,990

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

Walking tours
Explorer
Trekking and Hiking
Bicycle tours
Cultural, religious and historic sites

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
Florence
Venice
Naples
Siena

Start & End Location

Guide Types

Guided Tours
Self Guided Tours
Partially Guided Tours

Discounts

Discounted Tours
Last Minute Deals

See Italy tours by duration

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

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Duration

1 day24 days

Day Tour
Multiday Tour

Tour Types

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

Activities

Walking tours
Explorer
Trekking and Hiking
Bicycle tours
Cultural, religious and historic sites

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
Florence
Venice
Naples
Siena

Guide Types

Guided Tours
Self Guided Tours
Partially Guided Tours

Start & End Location

Price

USD 31USD 6,990

Budget Tours
Luxury Tours

Page 7 of 119 Trips in Italy during May 2026 with 820 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 Italy and Switzerland, France and Italy or Germany and Italy.

Beautiful Campania - May 2026

No booking fees

Best price guaranteed

The Beautiful Campania tour offers a gentle 3-day introduction to one of Italy’s most captivating regions. Ideal for seniors, this group sightseein...

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Naples

Duration3 days

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Classic Italy Highlights (4 Star) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the timeless charm of Italy on this independent journey through Rome, Florence and Venice. Explore Rome’s ancient landmarks w...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration10 days

View Tour

Classic Italy Highlights (4 Star +) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the timeless charm of Italy on this independent journey through Rome, Florence and Venice. Explore Rome’s ancient landmarks w...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration10 days

View Tour

Classic Italy Highlights (3 Star) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the timeless charm of Italy on this independent journey through Rome, Florence and Venice. Explore Rome’s ancient landmarks w...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration10 days

View Tour

Page 7 of 119 Trips in Italy during May 2026 with 820 Reviews

Jewels of Italy (4 Star) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration10 days

View Tour

Jewels of Italy (3 Star) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration10 days

La Dolce Vita - 11 days - May 2026

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancie...

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

Duration11 days

Budget Puglia Explorer - 7 days - May 2026

No booking fees

Best price guaranteed

GROUP TOUR (FOR AGES 18 - 39): From whitewashed coastal towns and dramatic limestone cliffs to baroque cities and ancient cave dwellings, take in t...

Explorer

Tour Type

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

Accommodation

Hotel

Age Range

18-39 yrs

Operated in

english

Destinations

Bari, Monopoli, Matera, Lecce, Gallipoli

Duration7 days

Jewels Of Italy (3 Star) - 10 Days - May 2026

View Tour

View Tour

Budget Puglia Explorer - 7 Days - May 2026

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Jewels of Italy (4 Star +) - 10 days - May 2026

No booking fees

Best price guaranteed

PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48...

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration10 days

View Tour

Rome to Sorrento, Capri & Puglia - 12 days - May 2026

No booking fees

Best price guaranteed

Discover southern Italy on this 12-day journey from Rome to Bari in Puglia. Start with time to explore Rome before heading to Sorrento, where you’l...

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Bari, Rome, Lecce, Sorrento, Alberobello

Duration12 days

View Tour

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Europe

Asia

South America

Africa

North America

Oceania

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 2026

All Italy Tours in May 2026

See Italy tours by duration

Get a customized trip to Italy in May 2026

Page 7 of 119 Trips in Italy during May 2026 with 820 Reviews

Page 7 of 119 Trips in Italy during May 2026 with 820 Reviews