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Insight's Italy Tours

Join Insight Vacations on one of 23 tours to Italy this season. May is the most popular month to begin your tour and Insight Vacations have 322 trips departing between April 2026 and March 2028.
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23 Tours (322 Tour Departures)
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$4,185
Save 630
Per Person
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12 Day Italian Elegance with Insight Vacations
Tour
 (15)

12 Days Rome to Venice
Operated By: Insight Vacations
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$4,275
Save 635
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$6,187
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$4,855
Save 693
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Multiple Deals Available
From
US$4,730
Save 755
Per Person
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16 Day Country Roads of Italy with Insight Vacations
Tour
 (5)

16 Days Rome to Venice
Operated By: Insight Vacations
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$5,478
Save 839
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
Best of Summer Sale
Exclusive Savings
From
US$4,702
Save 615
Per Person
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9 Day Country Roads of Southern Italy with Insight Vacations
Tour
 (2)

9 Days Rome to Rome
Operated By: Insight Vacations
Departures: May 2026 to Sep 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$2,835
Save 315
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: Dec 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$2,785
Save 348
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: Nov 2026 to Mar 2028
Trip Styles: Coach, Winter, Scenic
Visit: Italy
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$3,645
Save 430
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$7,745
Save 150
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 Aug 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$3,545
Save 150
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: May 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$3,937
Save 560
Per Person
View Trip
6 Day Easy Pace Malta with Insight Vacations
Tour
 (1)

6 Days Malta to Malta
Operated By: Insight Vacations
Departures: May 2026 to Mar 2027
Trip Styles: Coach, Short Break, Scenic
Visit: Malta
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$1,825
Save 245
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: May 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy
Multiple Deals Available
From
US$2,847
Save 584
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
Sign Up Savings
Exclusive Savings
From
US$3,145
Save 400
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
Departure: 09 October 2026
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$7,925
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
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
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
10 Day Easy Pace Italy (Small Group) with Insight Vacations
Tour

10 Days Rome to Venice
Operated By: Insight Vacations
Departure: 04 October 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy
Sign Up Savings
Exclusive Savings
From
US$6,800
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: May 2026 to Aug 2026
Trip Styles: Coach, Scenic
Visit: Italy
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$2,695
Save 373
Per Person
View Trip
Results: 23 results

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