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Insight's Italy Tours

Join Insight Vacations on one of 27 tours to Italy this season. May is the most popular month to begin your tour and Insight Vacations have 611 trips departing between April 2026 and March 2028.
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27 Tours (611 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
Exclusive Savings
From
US$4,600
Save 615
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
Best of Summer Sale
Exclusive Savings
From
US$6,534
Save 845
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
Sign Up Savings
Exclusive Savings
From
US$5,245
Save 630
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
Exclusive Savings
From
US$5,175
Save 600
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 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Sign Up Savings
Exclusive Savings
From
US$5,345
Save 150
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
Best of Summer Sale
Exclusive Savings
From
US$4,500
Save 600
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
Exclusive Savings
From
US$6,045
Save 700
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 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$3,175
Save 390
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
Exclusive Savings
From
US$4,845
Save 150
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
Exclusive Savings
From
US$3,000
Save 150
Per Person
View Trip
8 Day Italian Intermezzo (Winter) with Insight Vacations
Tour
 (2)

8 Days Milan to Rome
Operated By: Insight Vacations
Departures: Nov 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$2,945
Save 150
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: Nov 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$3,745
Save 150
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$7,745
Save 150
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
Exclusive Savings
From
US$3,545
Save 150
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
Best of Summer Sale
Exclusive Savings
From
US$3,937
Save 468
Per Person
View Trip
6 Day Easy Pace Malta with Insight Vacations
Tour
 (1)

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Short Break, Scenic
Visit: Malta
Sign Up Savings
Exclusive Savings
From
US$1,825
Save 150
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
Exclusive Savings
From
US$3,200
Save 150
Per Person
View Trip
9 Day Sicily in Depth (Small Group) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departure: 30 October 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$4,075
Save 150
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$9,945
Save 150
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$7,345
Save 150
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$4,925
Save 150
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
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$7,445
Save 150
Per Person
View Trip
10 Day Easy Pace Italy (Winter) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departures: Nov 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Today's Deal
Sign Up Savings
Exclusive Savings
From
US$2,965
Save 465
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$6,725
Save 150
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 Oct 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$6,500
Save 150
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: Apr 2026 to Sep 2027
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$2,845
Save 150
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 2027 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$2,945
Save 150
Per Person
View Trip
Results: 27 results

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