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Sicily Tours Starting In May 2026 and 2027

Are you planning a tour to Sicily in May 2026 or 2027? Choose from 42 unique multi-day guided tours with 1,167 departures operated by Sicily's leading tour operators. Easily compare prices, itineraries, inclusions and traveler reviews to find the Sicily tour that best matches your travel style, budget and dates.
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42 Tours (1,167 Tour Departures)
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
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US$5,940
Save 1,074
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
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From
US$4,473
Save 899
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 2026
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
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US$5,193
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Per Person
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10 Day The Sicilian with Globus
Tour
 (6)

10 Days Palermo to Taormina
Operated By: Globus
Departures: Mar 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,706
Save 613
Per Person
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14 Day Highlights of Sicily & Southern Italy with Globus
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: Apr 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$4,127
Save 447
Per Person
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8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Single Supplement Waiver
Exclusive Savings
From
US$1,573
Save 317
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 2026
Trip Styles: Coach, Scenic
Visit: Sicily
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US$3,019
Save 304
Per Person
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14 Day Highlights of Sicily with G Adventures
Tour
 (2)

14 Days Palermo to Palermo
Operated By: G Adventures
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
G's February Sale
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From
US$3,726
Save 793
Per Person
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11 Day Old World Sicily & Malta with Collette
Tour
 (2)

11 Days Sliema to Taormina
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$3,919
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Per Person
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10 Day Southern Italy and Sicily with Trafalgar
Tour
 (2)

10 Days Rome to Palermo
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
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US$3,089
Save 527
Per Person
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15 Day Best of Italy and Sicily with Trafalgar
Tour
 (1)

15 Days Palermo to Venice
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
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From
US$4,536
Save 802
Per Person
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9 Day Colours of Sicily with Trafalgar
Tour
 (1)

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
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From
US$2,376
Save 459
Per Person
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8 Day Explore Southern Sicily with G Adventures
Tour
 (1)

8 Days Catania to Palermo
Operated By: G Adventures
Departures: Mar 2026 to Dec 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
G's February Sale
Exclusive Savings
From
US$2,077
Save 442
Per Person
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8 Day Italy: Highlights of Sicily with Intrepid Travel
Tour
 (1)

8 Days Catania to Palermo
Operated By: Intrepid Travel
Departures: Apr 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,140
Save 541
Per Person
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13 Day Sicily and Its Isles with Collette
Tour
 (1)

13 Days Palermo to Taormina
Operated By: Collette
Departures: Apr 2026 to Jun 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Exclusive Savings
From
US$5,046
Save 453
Per Person
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12 or 13 Day Southern Italy & Sicily with Collette
Tour
 (1)

12 or 13 Days Palermo to Rome
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Exclusive Savings
From
US$3,839
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Per Person
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13 Day The Sicilian with Malta with Globus
Tour
 (1)

13 Days Palermo to St. Julian's
Operated By: Globus
Departures: Mar 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$3,816
Save 653
Per Person
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24 Day Premium Sicily and Italy in Depth with Intrepid Travel
Tour

24 Days Palermo to Venice
Operated By: Intrepid Travel
Departures: May 2026 to Aug 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$15,662
Save 3,516
Per Person
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15 Day Ancient Sicily with Explore Worldwide
Tour

15 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily, Italy
Exclusive Savings
From
US$4,627
Save 155
Per Person
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10 Day Gems of Sicily & Malta with Globus
New ReleaseTour

10 Days Palermo to Sliema
Operated By: Globus
Departures: Aug 2026 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$4,146
Save 673
Per Person
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9 Day Calabria: Naples to Catania with Intrepid Travel
Tour

9 Days Naples to Catania
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$2,160
Save 585
Per Person
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22 Day Ultimate Italy with Contiki
Tour

22 Days Rome to Palermo
Operated By: Contiki
Departures: Apr 2026 to Sep 2026
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$4,453
Save 589
Per Person
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8 Day Walking In Sicily with Explore Worldwide
Tour

8 Days Giardini Naxos to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Sicily
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From
US$2,279
Save 78
Per Person
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10 Day Premium Sicily with Intrepid Travel
Tour

10 Days Palermo to Catania
Operated By: Intrepid Travel
Departures: Apr 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$5,323
Save 1,537
Per Person
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8 Day Classical Sicily with Explore Worldwide
Tour

8 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,803
Save 92
Per Person
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8 Day Real Sicily with Contiki
Tour

8 Days Catania to Palermo
Operated By: Contiki
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Small Group, 18-30's, Scenic
Visit: Sicily
Exclusive Savings
From
US$1,485
Save 165
Per Person
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17 Day Premium Sicily and Tuscany with Intrepid Travel
Tour

17 Days Palermo to Venice
Operated By: Intrepid Travel
Departures: Jul 2026 to Sep 2027
Trip Styles: Adventure, Small Group
Visit: Italy, Sicily
Exclusive Savings
From
US$10,137
Save 2,375
Per Person
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13 Day Italian Escape & Sicily with Contiki
Tour

13 Days Rome to Palermo
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$2,872
Save 365
Per Person
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9 Day Highlights of Sicily with Exodus Tours
Tour

9 Days Catania to Taormina
Operated By: Exodus Tours
Departures: Mar 2026 to Nov 2027
Trip Styles: Small Group, Scenic
Visit: Italy, Sicily
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From
US$2,750
Save 505
Per Person
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23 Day Rome to Sicily with Intrepid Travel
Tour

23 Days Rome to Palermo
Operated By: Intrepid Travel
Departures: Jul 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$6,487
Save 1,947
Per Person
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Results: 1-30 of 42

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