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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 147 unique rail journeys, guided coach and small group tours with 3,689 departures from the world's leading tour operators departing in May.
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< April 2026 June 2026 >
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147 Tours (3,689 Tour Departures)
14 Day Italy's Best with Cosmos
Tour
 (38)

14 Days Rome to Rome
Operated By: Cosmos
Departures: May 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Switzerland
Worldwide Savings
Save (per person) 215
From (per person) 3,074
View Trip
13 Day Best of Italy with Trafalgar
Tour
 (29)

13 Days Rome to Rome
Operated By: Trafalgar
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 906
From (per person) 4,244
View Trip
8 Day The Magic of the Italian Lakes with Cosmos
Tour
 (16)

8 Days Milan to Lake Maggiore
Operated By: Cosmos
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Worldwide SavingsNational Tourism Week Flash Sale
Save (per person) 150
From (per person) 1,745
View Trip
12 Day Italian Elegance with Insight Vacations
Tour
 (15)

12 Days Rome to Venice
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 777
From (per person) 5,117
View Trip
10 Day Italian Scene with Costsaver
Tour
 (13)

10 Days Rome to Rome
Operated By: Costsaver
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 338
From (per person) 1,916
View Trip
10 Day Northern Italy's Highlights & Cinque Terre with Globus
Tour
 (12)

10 Days Milan to Milan
Operated By: Globus
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Flash SaleWorldwide Savings
Save (per person) 126
From (per person) 2,715
View Trip
17 Day Grand Italy & Sicily with Insight Vacations
Tour
 (11)

17 Days Rome to Palermo
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 1,022
From (per person) 6,693
View Trip
13 Day Italian Escapade with Insight Vacations
Tour
 (9)

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 989
From (per person) 5,796
View Trip
13 Day Italian Mosaic with Globus
Tour
 (8)

13 Days Rome to Rome
Operated By: Globus
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 271
From (per person) 4,335
View Trip
14 Day Country Roads of Southern Italy & Sicily with Insight Vacations
Tour
 (7)

14 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Aug 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 877
From (per person) 5,020
View Trip
9 Day The Splendors of Italy with Cosmos
Tour
 (6)

9 Days Rome to Rome
Operated By: Cosmos
Departures: Jun 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Worldwide SavingsNational Tourism Week Flash Sale
Save (per person) 150
From (per person) 2,036
View Trip
11 Day Best of Italy with Insight Vacations
Tour
 (5)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 687
From (per person) 4,894
View Trip
14 Day Highlights of Sicily & Southern Italy with Globus
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: May 2025 to Nov 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 338
From (per person) 3,918
View Trip
8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Worldwide SavingsNational Tourism Week Flash Sale
Save (per person) 150
From (per person) 1,648
View Trip
9 Day Sicily in Depth with Insight Vacations
Tour
 (5)

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Sign Up SavingsLast Minute Deal
Save (per person) 363
From (per person) 3,177
View Trip
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: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Malta
Sign Up SavingsLast Minute Deal
Save (per person) 615
From (per person) 5,385
View Trip
13 Day Splendours of Italy with Costsaver
Tour
 (5)

13 Days Rome to Rome
Operated By: Costsaver
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Switzerland
Mutiple Deals Available
Save (per person) 459
From (per person) 2,379
View Trip
11 Day Treasures of Italy with Insight Vacations
Tour
 (5)

11 Days Rome to Venice
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 927
From (per person) 5,044
View Trip
12 Day Ultimate Italy with Luxury Gold
Tour
 (5)

12 Days Rome to Venice
Operated By: Luxury Gold
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 236
From (per person) 9,726
View Trip
16 Day Country Roads of Italy with Insight Vacations
Tour
 (4)

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 829
From (per person) 5,456
View Trip
17 Day Grand Italian Experience with Trafalgar
Tour
 (4)

17 Days Rome to Rome
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Sign Up Savings
Save (per person) 331
From (per person) 5,573
View Trip
9 Day Italy's Great Cities with Globus
Tour
 (4)

9 Days Rome to Rome
Operated By: Globus
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 226
From (per person) 3,084
View Trip
8 Day Malta & Gozo Discovery with Explore!
Tour
 (4)

8 Days Malta to Sliema
Operated By: Explore!
Departures: May 2025 to Nov 2026
Trip Styles: Adventure, Small Group, Off The Beaten Track
Countries Visited: Malta
Sign Up SavingsExclusive Deal
Save (per person) 280
From (per person) 1,773
View Trip
8 Day Northern Italy including Cinque Terre with Trafalgar
Tour
 (4)

8 Days Milan to Milan
Operated By: Trafalgar
Departures: Jun 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 330
From (per person) 2,204
View Trip
9 Day Rome and Tuscan Highlights with Trafalgar
Tour
 (4)

9 Days Rome to Rome
Operated By: Trafalgar
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 534
From (per person) 2,716
View Trip
11 Day The Best of Italy with Globus
Tour
 (4)

11 Days Rome to Rome
Operated By: Globus
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 256
From (per person) 3,782
View Trip
10 Day The Sicilian with Globus
Tour
 (4)

10 Days Palermo to Taormina
Operated By: Globus
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Flash Sale
Save (per person) 116
From (per person) 2,861
View Trip
8 Day Amalfi Coast Walking - Agriturismo with Explore!
Tour
 (3)

8 Days Naples to Naples
Operated By: Explore!
Departures: May 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Walking & Hiking
Countries Visited: Italy
Sign Up SavingsExclusive Deal
Save (per person) 228
From (per person) 1,863
View Trip
13 Day Italian Glory with Trafalgar
Tour
 (3)

13 Days Milan to Rome
Operated By: Trafalgar
Departures: Jun 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 873
From (per person) 4,603
View Trip
11 Day Italy Bellissimo with Trafalgar
Tour
 (3)

11 Days Rome to Rome
Operated By: Trafalgar
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 777
From (per person) 3,644
View Trip
Results: 1-30 of 147

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Popular Italy Operators

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