Italy Tours Starting In May 2026

If you're looking at joining a tour to Italy in May 2026, we have 112 unique rail journeys, guided coach and small group tours with 3,873 departures from the world's leading tour operators departing in May.
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Departures (May 2026)
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22 Days
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$1,000pp
$68,875pp
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112 Tours (3,873 Tour Departures)
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 Savings
Save (per person) 110
From (per person) 4,409
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) 433
From (per person) 3,944
Tour
 (29)

13 Days Rome to Rome
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour SaleLast Minute Deal
Save (per person) 1,260
From (per person) 6,101
Tour
 (4)

10 Days Palermo to Taormina
Operated By: Globus
Departures: Mar 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 116
From (per person) 4,115
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) 343
From (per person) 3,087
Tour
 (2)

7 Days Rome to Venice
Operated By: Cosmos
Departures: Apr 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 56
From (per person) 1,988
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 54
From (per person) 2,351
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 Savings
Save (per person) 61
From (per person) 2,586
Tour
 (1)

8 Days Catania to Palermo
Operated By: G Adventures
Departures: Mar 2025 to Dec 2026
Trip Styles: Adventure, Small Group
Countries Visited: Sicily
Exclusive Savings
Save (per person) 65
From (per person) 2,890
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: Mar 2025 to Nov 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 177
From (per person) 5,585
Tour
 (4)

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive DealThe Big Tour Sale
Save (per person) 1,233
From (per person) 9,403
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) 544
From (per person) 4,532
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
Exclusive DealThe Big Tour Sale
Save (per person) 839
From (per person) 7,933
Tour
 (3)

14 Days Rome to Venice
Operated By: G Adventures
Departures: Mar 2025 to Nov 2026
Trip Styles: Adventure, Small Group, Rail
Countries Visited: Italy
Exclusive Savings
Save (per person) 114
From (per person) 4,801
Tour
 (1)

7 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) 422
From (per person) 3,915
Tour
 (12)

7 Days Rome to Venice
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) 261
From (per person) 2,303
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) 880
From (per person) 8,060
Tour
 (12)

10 Days Milan to Milan
Operated By: Globus
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 126
From (per person) 3,821
Tour
 (9)

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive DealThe Big Tour Sale
Save (per person) 1,162
From (per person) 8,913
Tour
 (8)

13 Days Rome to Rome
Operated By: Globus
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 199
From (per person) 6,173
Tour
 (6)

9 Days Rome to Rome
Operated By: Cosmos
Departures: Apr 2025 to Dec 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 77
From (per person) 2,939
Tour
 (5)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
The Big Tour Sale
Save (per person) 875
From (per person) 7,766
Tour
 (5)

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 105
From (per person) 4,797
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
Exclusive Savings
Save (per person) 177
From (per person) 8,361
Tour
 (5)

11 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive DealThe Big Tour Sale
Save (per person) 1,244
From (per person) 7,962
Tour
 (5)

12 Days Rome to Venice
Operated By: Luxury Gold
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Gift of an Extra Night
Save (per person) 343
From (per person) 14,161
Tour
 (4)

17 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) 1,195
From (per person) 9,187
Tour
 (4)

9 Days Rome to Rome
Operated By: Globus
Departures: Mar 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 150
From (per person) 4,409
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) 489
From (per person) 3,797
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) 526
From (per person) 4,405
Results: 1-30 of 112

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