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Insight's Italy Tours

Join Insight Vacations on one of 33 tours to Italy this season. May is the most popular month to begin your tour and Insight Vacations have 663 trips departing between March 2026 and March 2028.
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33 Tours (663 Tour Departures)
12 Day Italian Elegance with Insight Vacations
Tour
 (15)

12 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
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From
US$4,428
Save 864
Per Person
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17 Day Grand Italy & Sicily with Insight Vacations
Tour
 (13)

17 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$5,940
Save 1,078
Per Person
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13 Day Italian Escapade with Insight Vacations
Tour
 (9)

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$4,661
Save 856
Per Person
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14 Day Country Roads of Southern Italy & Sicily with Insight Vacations
Tour
 (8)

14 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
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From
US$4,473
Save 1,075
Per Person
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14 Day Sicily in Depth with 6-Day Malta Option with Insight Vacations
Tour
 (6)

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Multiple Deals Available
From
US$4,890
Save 793
Per Person
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11 Day Best of Italy with Insight Vacations
Tour
 (5)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$4,277
Save 856
Per Person
View Trip
16 Day Country Roads of Italy with Insight Vacations
Tour
 (5)

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$5,259
Save 1,117
Per Person
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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 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Sign Up Savings
Today's Deal
Best of Summer Sale
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From
US$2,894
Save 543
Per Person
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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 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$4,316
Save 867
Per Person
View Trip
9 Day Country Roads of Southern Italy with Insight Vacations
Tour
 (2)

9 Days Rome to Rome
Operated By: Insight Vacations
Departures: Apr 2026 to Sep 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
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From
US$2,722
Save 483
Per Person
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8 Day Italian Intermezzo (Winter) with Insight Vacations
Tour
 (2)

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
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From
US$2,424
Save 473
Per Person
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11 Day Best of Italy (Winter) with Insight Vacations
Tour
 (1)

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
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From
US$3,365
Save 619
Per Person
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16 Day Country Roads of Italy (Small Group) with Insight Vacations
Tour
 (1)

16 Days Rome to Venice
Operated By: Insight Vacations
Departure: 22 May 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$7,435
Save 460
Per Person
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10 Day Country Roads of Northern Italy with Insight Vacations
Tour
 (1)

10 Days Milan to Milan
Operated By: Insight Vacations
Departures: May 2026 to Sep 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$3,192
Save 503
Per Person
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10 Day Easy Pace Italy with Insight Vacations
Tour
 (1)

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$3,711
Save 636
Per Person
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6 Day Easy Pace Malta with Insight Vacations
Tour
 (1)

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Nov 2026 to Oct 2027
Trip Styles: Coach, Short Break, Scenic
Visit: Malta
Sign Up Savings
Today's Deal
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From
US$1,706
Save 323
Per Person
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8 Day Italian Intermezzo with Insight Vacations
Tour
 (1)

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$2,632
Save 717
Per Person
View Trip
9 Day Country Roads of Tuscany & Central Italy with Insight Vacations
Tour

9 Days Rome to Rome
Operated By: Insight Vacations
Departures: Mar 2026 to Sep 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$2,635
Save 456
Per Person
View Trip
13 Day Italian Escapade (Small Group) with Insight Vacations
Tour

13 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$7,051
Save 447
Per Person
View Trip
14 Day Sicily in Depth with 6-Day Malta Option (Winter) with Insight Vacations
Tour

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Nov 2026 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Visit: Sicily, Malta
Today's Deal
Exclusive Savings
From
US$4,155
Save 681
Per Person
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9 Day Country Roads of Southern Italy (Small Group) with Insight Vacations
Tour

9 Days Rome to Rome
Operated By: Insight Vacations
Departure: 15 July 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$3,595
Save 300
Per Person
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11 Day Treasures of Italy (Small Group) with Insight Vacations
Tour

11 Days Rome to Venice
Operated By: Insight Vacations
Departure: 31 August 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$5,952
Save 398
Per Person
View Trip
14 Day Sicily in Depth with 6-Day Malta Option (Small Group) with Insight Vacations
Tour

14 Days Palermo to Malta
Operated By: Insight Vacations
Departure: 07 August 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Sign Up Savings
Exclusive Savings
From
US$6,129
Save 396
Per Person
View Trip
9 Day Sicily in Depth (Winter) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Nov 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Sicily
Today's Deal
Sign Up Savings
Exclusive Savings
From
US$2,549
Save 411
Per Person
View Trip
10 Day Easy Pace Italy (Small Group) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Apr 2026 to Aug 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$4,824
Save 410
Per Person
View Trip
6 Day Easy Pace Malta (Winter) with Insight Vacations
Tour

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Mar 2026 to Oct 2026
Trip Styles: Coach, Short Break, Winter, Scenic
Visit: Malta
Multiple Deals Available
From
US$1,824
Save 360
Per Person
View Trip
11 Day Best of Italy (Small Group) with Insight Vacations
Tour

11 Days Rome to Rome
Operated By: Insight Vacations
Departure: 21 May 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$6,696
Save 429
Per Person
View Trip
9 Day Sicily in Depth (Small Group) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Aug 2026 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$3,650
Save 575
Per Person
View Trip
10 Day Easy Pace Italy (Winter) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$2,847
Save 632
Per Person
View Trip
17 Day Grand Italy & Sicily (Small Group) with Insight Vacations
Tour

17 Days Rome to Palermo
Operated By: Insight Vacations
Departure: 15 May 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$9,547
Save 548
Per Person
View Trip
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