Travelling Italy in May 2021? We offer 241 tours, trips and vacation packages to Italy in May 2021. Our Italy in May 2021 tour packages and trips have 2584 customer reviews. All the Italy May 2021 tour packages and trips are carried out by hand-picked, qualified local and international Italy tour operators.

242 Trips in Italy during May 2021

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Italian Express: The Best Of Italy

of 1 review
  • Trip customizable
  • Best price guaranteed
Thank you for setting up this trip for me. There wasn't a single bad day in the whole itinerary!
  • Tour Type Private Tour
  • Operator Taste and Slow Italy
  • Activities City sightseeing & Cultural, religious and historic sites +2 more
  • Accommodation Hotel
  • Transport Private Vehicle, Train, Bus, Boat, Ferry, Coach & Bullet Train
  • Age Range10+ years old
days09 From US$ 2,283 View Tour
Next Departures
  • May 14
  • May 15
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Rome to Venice Tour

  • Trip customizable
  • Best price guaranteed
10 day city sightseeing trip in Italy, visiting Rome, Florence and Cinque Terre. Read More
  • Tour Type Private Tour
  • Operator Discovery Nomads
  • Activities City sightseeing & Cultural, religious and historic sites +1 more
  • Accommodation Hotel
  • Transport Boat & Train
  • Age Range18+ years old
days10 From US$ 1,911 View Tour
Next Departures
  • May 01
  • May 02
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Best of Italy Adventure Tour

  • Trip customizable
  • Best price guaranteed
12 day city sightseeing tour through Milan, Venice, Florence and 3 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Operator Discovery Nomads
  • Activities City sightseeing & Cultural, religious and historic sites
  • Accommodation Hotel
  • Transport Train & Boat
  • Age Range18+ years old
days12 From US$ 2,150 View Tour
Next Departures
  • May 01
  • May 02
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Small Group Tour of Sicily: Highlights

of 4 reviews
  • Free cancellation
  • Trip customizable
We had a wonderful day together with Alfredo. Alfredo was the best guide ever!! He was excellent and ...
  • Tour Type Group Tour
  • Operator Sicily Activities
  • Activities Food tours & Wine tasting tours +3 more
  • Accommodation Hotel
  • Transport Private Vehicle, Jeep & Minibus
  • Age Range13+ years old
days08 From US$ 1,906 View Tour
Next Departures
  • May 07
  • May 14
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Small Group Sicily Food & Wine Tour

of 1 review
  • Free cancellation
  • Trip customizable
Thanks for the opportunity to observe natural olive and lemon trees. Living in a big city, I almost ...
  • Tour Type Group Tour
  • Operator Sicily Activities
  • Activities Food tours & Wine tasting tours +3 more
  • Accommodation Hotel
  • Transport Minibus
  • Age Range18+ years old
days08 From US$ 1,906 View Tour
Next Departures
  • May 03
  • May 10
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Classic Amalfi Coast - 8 Days

of 1 review
  • Best price guaranteed
  • No booking fees
A superbly organised and most enjoyable trip.
  • Tour Type Self-Guided Tour
  • Operator Sherpa Expeditions Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Walking tours & Hiking
  • Accommodation Hotel & Villa
  • Transport Bus, Ferry & Train
  • Age Range18+ years old
days08 From US$ 1,100
SaveUS$ 55
View Tour
Next Departures
  • May 01 10+ seats left
  • May 02 10+ seats left
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The Best of Cinque Terre Walking Tour

of 1 review
  • Trip customizable
  • Best price guaranteed
Peter, I wanted to thank you for taking the time to help sort out our problems with the Cinque Terre
  • Tour Type Private Tour
  • Operator Genius Loci Travel
  • Activities Trekking & Hiking +2 more
  • Accommodation Hotel & Resort
  • Transport Train & Boat
  • Age Range18+ years old
days05 From US$ 460 View Tour
Next Departures
  • May 01
  • May 02
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Walking in Puglia

of 13 reviews
  • Best price guaranteed
  • No booking fees
This is a great trip for walkers on holiday, rather than a walking holiday. The walks were not dema ...
  • Tour Type Self-Guided Tour
  • Operator Utracks Premier This operator is consistently delivering tours which receive customer ratings above 4.5 on average.
  • Activities Walking tours & Hiking
  • Accommodation Hotel
  • Transport Train, Bus & Flight
  • Age Range18+ years old
days08 From US$ 1,399
SaveUS$ 70
View Tour
Next Departures
  • May 02 10+ seats left
  • May 03 10+ seats left
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North Italy Mystery Tour

  • Trip customizable
  • Best price guaranteed
10 day cultural, religious and historic sites tour through Venice, Brescia, Turin and 3 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Operator Taste and Slow Italy
  • Activities Cultural, religious and historic sites
  • Accommodation Hotel
  • Transport Bus, Boat & Private Vehicle
  • Age Range5+ years old
days10 From US$ 2,728 View Tour
Next Departures
  • May 04
  • May 05
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Rome To Milan Tour

  • Trip customizable
  • Best price guaranteed
10 day city sightseeing tour in Italy, visiting Rome, Florence and Venice. Read More
  • Tour Type Private Tour
  • Operator Discovery Nomads
  • Activities City sightseeing & Cultural, religious and historic sites +1 more
  • Accommodation Hotel
  • Transport Train & Boat
  • Age Range18+ years old
days10 From US$ 1,911 View Tour
Next Departures
  • May 01
  • May 02
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Cinque Terre, Portovenere & Portofino

of 1 review
  • Trip customizable
  • Best price guaranteed
Weve always wanted to do the trip in this area of Italy, having heard so much about it. But we
  • Tour Type Private Tour
  • Operator Genius Loci Travel
  • Activities Trekking & Hiking +2 more
  • Accommodation Hotel & Resort
  • Transport Train, Boat & Bus
  • Age Range18+ years old
days08 From US$ 980 View Tour
Next Departures
  • May 01
  • May 02
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The Amalfi Coast & Mountains

of 2 reviews
  • Trip customizable
  • Best price guaranteed
Positively, absolutely and completely had the BEST time in both Sicily and Amalfi
  • Tour Type Private Tour
  • Operator Genius Loci Travel
  • Activities Trekking & Hiking +1 more
  • Accommodation Hotel & Villa
  • Transport Boat & Bus
  • Age Range18+ years old
days08 From US$ 729 View Tour
Next Departures
  • May 01
  • May 02
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The gems of Venice (port-to-port cruise)

  • Best price guaranteed
  • No booking fees
5 day cruise tour visiting Venice in Italy. Read More
  • Tour Type Cruise Tour
  • Operator CroisiEurope
  • Activities Cruise & Explorer
  • Accommodation Ship Cabin
  • Transport Cruise Ship
  • Age Range18+ years old
days05 From US$ 1,298
SaveUS$ 65
View Tour
Next Departures
  • May 28 10+ seats left
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Pienza & Montepulciano Tour from Florence

of 1 review
  • Free cancellation
  • Best price guaranteed
11.5 hour wine tasting tour through Tuscany and Florence. Read More
  • Tour Type Group Tour
  • Operator My Tour
  • Activities Wine tasting tours & Art and architecture +1 more
  • Accommodation No Accommodation
  • Age Range1+ years old
hours11.5 From US$ 84 View Tour
Next Departures
  • May 01
  • May 04
Showing 1 - 14 of 242 results
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Italy Tour Reviews

5 - Excellent
Based on 2,584 customer reviews
Excellent Reviewed Tour: Ancient Sicily
5 - Excellent
  • Lysbeth
“Love, love, love the extra lectures.”
Excellent Reviewed Tour: Amalfi Coast Walking
5 - Excellent
  • Jane
“Local food and wine were very good”
Excellent Reviewed Tour: Ancient Sicily
5 - Excellent
  • Stephen
“I'm very grateful for the hard work and planning that everyone at Explore, especially the office, put into making this trip possible with all the ever changing rules around COVID. Congratulations to all involved.”