Italy May 2026 Tours and Trip packages

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.

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Recommended by

184 Trips in Italy during May 2026 with 2,891 Reviews

Showing 1 - 10 of 184 results

Best Seller

Classical Italy - May 2026

4.6

(102 reviews )

No booking fees

Best price guaranteed

Arrangements , schedule,timing were managed well

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

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Combine Italy in May with Nearby Countries for an Unforgettable Trip

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Best Seller

Gems Of Rome & Florence, Semi-private Tour - May 2026

4.3

(4 reviews )

Trip customizable

Best price guaranteed

The tours were set up with the perfect mix of tour/personal time. Stefan, Claudia and our bus driver were top notch navigating us through the narrow streets to make sure we saw all of the local highlights! Recommend to everyone.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Florence

Duration6 days

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Taste of Italy - May 2026

4.6

(67 reviews )

No booking fees

Best price guaranteed

Taste of Italy tour is exactly what it is a taste, you will definitely be back and do another Italian tour because you will fall in love with this beautiful country! It was my first tour ever and I had no expectations, however I was blown away by the care and information we were given by Moona and our driver Mauricio throughout our tour. I highly recommend it and be prepared to do lots of steps! Ensure you do the additional excursions and take the opportunity of every stops and visit the duomos, they were the highlights! I will be back to do the south Italy part of the tour.

Food toursCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Cinque Terre

Duration7 days

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Best of Italy and Sicily - May 2026

4.7

(55 reviews )

No booking fees

Best price guaranteed

The Hotel were ok but did not cater to the tourist. The rooms did not have the use of the fans and found the air stagnant. A little air moving would helped. The Hotel in Sicily in Jiardini Naxos, Caeser palace, found the hotel desk determinitly unhelpful.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Palermo, Assisi, L

Rome, Venice, Palermo, Assisi, La Spezia, Florence, Monreale, Agrigento, Taormina, Sorrento, Capri, Vatican City

Duration15 days

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Italian Discovery - May 2026

4.8

(90 reviews )

No booking fees

Best price guaranteed

Italy was a fantastic trip for us. Wonderful fellow travelers and a first-rate guide. We were able to see and do things that would not have been easily accessible to a large group or individuals, and it was a fantastic balance between structure and free time. Strongly advised

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice, Naples

Rome, Florence, Venice, Naples, Lazio, Sorrento

Duration11 days

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Italy and Switzerland - May 2026

4.6

(14 reviews )

No booking fees

Best price guaranteed

Every thing was good hotels in Zurich was perfect also in Roma and very very thanks to our tour guide she’s name is Eva she was the best of our trip and I hope I will go all my tours with europmound and with Eva 🤍🌹

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Zurich

Rome, Florence, Venice, Zurich, Milan

Duration9 days

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Jewels of Italy - May 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

The itinerary on The Jewels of Italy Tour is exceptional, not only do you get to see the major attractions in the big cities, but you also get to see the smaller towns of Pisa and Verona. I thought the Coach was very comfortable. Although, I was surprised that there was no bathroom in the back, but there were enough Pitstops made for bathroom breaks, so it was not needed. We thought the Hotels were more than adequate for the paid.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration7 days

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Southern Italy - May 2026

4.8

(40 reviews )

No booking fees

Best price guaranteed

This trip is for you if you're searching for delicious food, helpful guidance, and entertaining company! Excellent use of ten days! As a solo traveler, I really appreciated having my own room because at some other companies, you have to share a room with a stranger. Alessandro was an excellent guide who added much enjoyment to the trip.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish, portuguese

Destinations

Rome, Taormina, Sorrento, Palerm

Rome, Taormina, Sorrento, Palermo, Agrigento, Ragusa

Duration11 days

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Southern Italy and Sicily - May 2026

4.4

(108 reviews )

No booking fees

Best price guaranteed

All the options were excellent. The local guides walked at a slow pace giving us time to take pictures. Our guide Alfonso and our driver Tito were great. We would take a tour with them anytime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Sorrento, Palermo

Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento

Duration10 days

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Northern Italy Including Cinque Terre - May 2026

4.5

(98 reviews )

No booking fees

Best price guaranteed

Very enjoyable, with a variety of interesting locations.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Italian Riviera

Milan, Baveno, Italian Riviera, Cinque Terre, Lake Maggiore

Duration8 days

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Tours and Trip Packages to Italy in May 2026

See Italy tours by duration

Get a customized trip to Italy in May 2026

184 Trips in Italy during May 2026 with 2,891 Reviews

Classical Italy - May 2026

Combine Italy in May with Nearby Countries for an Unforgettable Trip

Gems Of Rome & Florence, Semi-private Tour - May 2026

Taste of Italy - May 2026

Best of Italy and Sicily - May 2026

Italian Discovery - May 2026

Italy and Switzerland - May 2026

Jewels of Italy - May 2026

Southern Italy - May 2026

Southern Italy and Sicily - May 2026

Northern Italy Including Cinque Terre - May 2026

184 Trips in Italy during May 2026 with 2,891 Reviews

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

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Tours and Trip Packages to Italy in May 2026

See Italy tours by duration

Get a customized trip to Italy in May 2026

184 Trips in Italy during May 2026 with 2,891 Reviews

184 Trips in Italy during May 2026 with 2,891 Reviews