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Sicily Tours Starting In May 2026, 2027 and 2028

Are you planning a tour to Sicily in May 2026, 2027 or 2028? Choose from 42 unique multi-day guided tours with 1,218 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 (1,218 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
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$6,534
Save 845
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$5,175
Save 600
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
Sign Up Savings
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From
US$5,345
Save 150
Per Person
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10 Day The Sicilian with Globus
Tour
 (6)

10 Days Palermo to Taormina
Operated By: Globus
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,819
Save 500
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$4,149
Save 150
Per Person
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8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Single Supplement Waiver
Exclusive Savings
From
US$1,639
Save 250
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
Exclusive Savings
From
US$3,175
Save 390
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: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$3,159
Save 904
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: May 2026 to Jun 2028
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$4,199
Save 350
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
Sign Up Savings
Exclusive Savings
From
US$3,425
Save 150
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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Today's Deal
Exclusive Savings
From
US$5,100
Save 568
Per Person
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8 Day Classical Sicily with Explore Worldwide
Tour
 (1)

8 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,690
Save 210
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
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$2,600
Save 355
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: May 2026 to Dec 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$1,719
Save 504
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
From
US$2,865
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 2028
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Exclusive Savings
From
US$5,099
Save 600
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: Apr 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Exclusive Savings
From
US$4,199
Save 450
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: Apr 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$3,969
Save 500
Per Person
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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
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8 Day Classic Sicily with CIE Tours
New ReleaseTour

8 Days Palermo to Palermo
Operated By: CIE Tours
Departures: Jun 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,065
Save 502
Per Person
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16 Day Highlights of Calabria, Mount Etna & Sicily with Intrepid Travel
Tour

16 Days Naples to Palermo
Operated By: Intrepid Travel
Departures: Jul 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
From
US$5,570
Per Person
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16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$5,050
Save 210
Per Person
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17 Day Premium Sicily and Puglia with Intrepid Travel
Tour

17 Days Palermo to Naples
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy, Sicily
From
US$13,350
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$6,860
Save 770
Per Person
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8 Day Cycling in Sicily with Exodus Tours
Tour

8 Days Palazzolo Acreide to Syracuse
Operated By: Exodus Tours
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$2,658
Save 345
Per Person
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8 Day A Taste of Sicily - Palermo to Syracuse with Explore Worldwide
Tour

8 Days Palermo to Catania
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Sicily, Italy
Exclusive Savings
From
US$3,050
Save 210
Per Person
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10 Day A Sicilian Odyssey with Tauck
Tour

10 Days Siracusa to Taormina
Operated By: Tauck
Departures: Aug 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily
From
US$8,990
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
From
US$13,510
Per Person
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7 Day Northern Sicily: Islands & Volcanoes with G Adventures
Tour

7 Days Palermo to Catania
Operated By: G Adventures
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$1,519
Save 410
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$2,848
Save 345
Per Person
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Results: 1-30 of 42

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