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Italy Tours Starting In May 2026

If you're looking at joining a tour to Italy in May 2026, we have 136 unique rail journeys, guided coach and small group tours with 4,261 departures from the world's leading tour operators departing in May.
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Departures (May 2026)
< April 2026 June 2026 >
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22 Days
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136 Tours (4,261 Tour Departures)
14 Day Italy's Best with Cosmos
Tour
 (38)

14 Days Rome to Rome
Operated By: Cosmos
Departures: Mar 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Switzerland
Exclusive Deal
Save (per person) 100
From (per person) 2,999
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13 Day Best of Italy with Trafalgar
Tour
 (29)

13 Days Rome to Rome
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 809
From (per person) 4,416
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8 Day The Magic of the Italian Lakes with Cosmos
Tour
 (16)

8 Days Milan to Lake Maggiore
Operated By: Cosmos
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Deal
Save (per person) 150
From (per person) 1,719
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12 Day Italian Elegance with Insight Vacations
Tour
 (15)

12 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 754
From (per person) 5,425
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10 Day Italian Scene with Costsaver
Tour
 (13)

10 Days Rome to Rome
Operated By: Costsaver
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 338
From (per person) 2,195
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10 Day Northern Italy's Highlights & Cinque Terre with Globus
Tour
 (12)

10 Days Milan to Milan
Operated By: Globus
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Your Wow Starts Now
Save (per person) 150
From (per person) 2,449
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17 Day Grand Italy & Sicily with Insight Vacations
Tour
 (11)

17 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
The Big Tour Sale
Save (per person) 768
From (per person) 7,350
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13 Day Italian Escapade with Insight Vacations
Tour
 (9)

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 899
From (per person) 6,125
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13 Day Italian Mosaic with Globus
Tour
 (8)

13 Days Rome to Rome
Operated By: Globus
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Your Wow Starts Now
Save (per person) 500
From (per person) 4,199
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14 Day Country Roads of Southern Italy & Sicily with Insight Vacations
Tour
 (7)

14 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
The Big Tour Sale
Save (per person) 545
From (per person) 5,325
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9 Day The Splendors of Italy with Cosmos
Tour
 (6)

9 Days Rome to Rome
Operated By: Cosmos
Departures: Apr 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Deal
Save (per person) 150
From (per person) 1,999
View Trip
11 Day Best of Italy with Insight Vacations
Tour
 (5)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 583
From (per person) 5,195
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9 Day Best of the Italian Lakes with Trafalgar
Tour
 (5)

9 Days Milan to Milan
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 325
From (per person) 3,050
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14 Day Highlights of Sicily & Southern Italy with Globus
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: Mar 2025 to Nov 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Your Wow Starts Now
Save (per person) 500
From (per person) 3,799
View Trip
8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Deal
Save (per person) 100
From (per person) 1,599
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9 Day Sicily in Depth with Insight Vacations
Tour
 (5)

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Last Minute Deal
Save (per person) 300
From (per person) 3,425
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14 Day Sicily in Depth with 6-Day Malta Option with Insight Vacations
Tour
 (5)

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Malta
Last Minute Deal
Save (per person) 514
From (per person) 5,695
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13 Day Splendours of Italy with Costsaver
Tour
 (5)

13 Days Rome to Rome
Operated By: Costsaver
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Switzerland
Last Minute DealThe Big Tour Sale
Save (per person) 416
From (per person) 2,725
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11 Day Treasures of Italy with Insight Vacations
Tour
 (5)

11 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 833
From (per person) 5,350
View Trip
16 Day Country Roads of Italy with Insight Vacations
Tour
 (4)

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 791
From (per person) 6,450
View Trip
17 Day Grand Italian Experience with Trafalgar
Tour
 (4)

17 Days Rome to Rome
Operated By: Trafalgar
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 753
From (per person) 6,195
View Trip
9 Day Italy's Great Cities with Globus
Tour
 (4)

9 Days Rome to Rome
Operated By: Globus
Departures: Mar 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Your Wow Starts Now
Save (per person) 500
From (per person) 2,999
View Trip
8 Day Malta & Gozo Discovery with Explore!
Tour
 (4)

8 Days Malta to Sliema
Operated By: Explore!
Departures: Mar 2025 to Nov 2026
Trip Styles: Adventure, Small Group, Off The Beaten Track
Countries Visited: Malta
Exclusive DealSolo Traveller Offer
Save (per person) 280
From (per person) 1,970
View Trip
8 Day Northern Italy including Cinque Terre with Trafalgar
Tour
 (4)

8 Days Milan to Milan
Operated By: Trafalgar
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 306
From (per person) 2,525
View Trip
9 Day Rome and Tuscan Highlights with Trafalgar
Tour
 (4)

9 Days Rome to Rome
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 305
From (per person) 2,950
View Trip
11 Day The Best of Italy with Globus
Tour
 (4)

11 Days Rome to Rome
Operated By: Globus
Departures: Mar 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Your Wow Starts Now
Save (per person) 150
From (per person) 3,899
View Trip
10 Day The Sicilian with Globus
Tour
 (4)

10 Days Palermo to Taormina
Operated By: Globus
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Your Wow Starts Now
Save (per person) 150
From (per person) 2,949
View Trip
8 Day Amalfi Coast Walking - Agriturismo with Explore!
Tour
 (3)

8 Days Naples to Naples
Operated By: Explore!
Departures: Mar 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Walking & Hiking
Countries Visited: Italy
Exclusive DealSolo Traveller Offer
Save (per person) 340
From (per person) 2,070
View Trip
13 Day Italian Glory with Trafalgar
Tour
 (3)

13 Days Milan to Rome
Operated By: Trafalgar
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 582
From (per person) 5,095
View Trip
11 Day Italy Bellissimo with Trafalgar
Tour
 (3)

11 Days Rome to Rome
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Last Minute DealThe Big Tour Sale
Save (per person) 698
From (per person) 3,719
View Trip
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Popular Italy Operators

Collette Italy Tours Cosmos Italy Tours Costsaver Italy Tours Exodus Italy Tours Explore's Italy Tours G Adventures Italy Tours Globus Italy Tours Insight Vacations Italy Tours Intrepid Italy Tours Topdeck Italy Tours Trafalgar Italy Tours

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