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Insight Vacations Italy Tours

Join Insight Vacations on one of 32 tours to Italy this season. May is the most popular month to begin your tour and Insight Vacations have 580 trips departing between March 2026 and October 2027.
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32 Tours (580 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
Big Travel Sale
Exclusive Savings
From
US$4,428
Save 864
Per Person
View Trip
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
Big Travel Sale
Exclusive Savings
From
US$5,940
Save 1,074
Per Person
View Trip
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
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$4,661
Save 911
Per Person
View Trip
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
Big Travel Sale
Exclusive Savings
From
US$4,473
Save 1,075
Per Person
View Trip
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 2026
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Sign Up Savings
Exclusive Savings
From
US$5,140
Save 394
Per Person
View Trip
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
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$4,126
Save 815
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
Big Travel Sale
Exclusive Savings
From
US$5,259
Save 1,117
Per Person
View Trip
9 Day Sicily in Depth with Insight Vacations
Tour
 (5)

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$3,019
Save 304
Per Person
View Trip
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
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$4,316
Save 883
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 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$2,722
Save 483
Per Person
View Trip
8 Day Italian Intermezzo (Winter) with Insight Vacations
Tour
 (2)

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$2,199
Save 514
Per Person
View Trip
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 2027
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$3,365
Save 827
Per Person
View Trip
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
View Trip
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
Big Travel Sale
Exclusive Savings
From
US$3,192
Save 679
Per Person
View Trip
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
Big Travel Sale
Exclusive Savings
From
US$3,711
Save 755
Per Person
View Trip
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
Exclusive Savings
From
US$1,752
Save 255
Per Person
View Trip
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
Sign Up Savings
Big Travel Sale
Exclusive Savings
From
US$2,632
Save 717
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$6,379
Save 447
Per Person
View Trip
9 Day Sicily in Depth (Winter) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$2,387
Save 538
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
Sign Up Savings
Exclusive Savings
From
US$1,771
Save 250
Per Person
View Trip
11 Day Best of Italy (Winter) (Small Group) with Insight Vacations
Tour

11 Days Rome to Rome
Operated By: Insight Vacations
Departure: 12 March 2026
Trip Styles: Coach, Small Group, Winter, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$5,126
Save 364
Per Person
View Trip
12 Day Italian Elegance (Small Group) with Insight Vacations
Tour

12 Days Rome to Venice
Operated By: Insight Vacations
Departure: 12 June 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$5,640
Save 385
Per Person
View Trip
17 Day Grand Italy & Sicily (Small Group) with Insight Vacations
Tour

17 Days Rome to Palermo
Operated By: Insight Vacations
Departures: May 2026 to Jun 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$7,819
Save 548
Per Person
View Trip
11 Day Best of Italy (Small Group) with Insight Vacations
Tour

11 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2026 to Sep 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$6,571
Save 429
Per Person
View Trip
10 Day Country Roads of Northern Italy (Small Group) with Insight Vacations
Tour

10 Days Milan to Milan
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$4,128
Save 358
Per Person
View Trip
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
View Trip
16 Day Country Roads of Italy (Women-Only Tour) with Insight Vacations
New ReleaseTour

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: Oct 2026 to Oct 2027
Trip Styles: Coach, Small Group, Women Only, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$7,147
Save 479
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: Jul 2026 to Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$3,691
Save 313
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: Mar 2026 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Visit: Sicily, Malta
Sign Up Savings
Exclusive Savings
From
US$4,098
Save 877
Per Person
View Trip
6 Day Easy Pace Malta (Small Group) with Insight Vacations
Tour

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Jul 2026 to Aug 2026
Visit: Malta
Sign Up Savings
Exclusive Savings
From
US$2,328
Save 247
Per Person
View Trip
Results: 1-30 of 32

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