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Sicily Tours Starting In September 2026 and 2027

Are you planning a tour to Sicily in September 2026 or 2027? Choose from 41 unique multi-day guided tours with 1,184 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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41 Tours (1,184 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
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US$5,940
Save 1,078
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$4,575
Save 788
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
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US$2,524
Save 605
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
Black Friday Sale
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From
US$4,127
Save 681
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
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From
US$1,602
Save 317
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
Great Adventure Sale
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US$3,447
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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: Malta, Sicily
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US$4,115
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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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US$2,242
Save 442
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
Great Adventure Sale
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From
US$1,876
Save 320
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
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US$2,517
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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$4,899
Save 447
Per Person
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13 or 12 Day Southern Italy & Sicily with Collette
Tour
 (1)

13 or 12 Days Palermo to Rome
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Exclusive Savings
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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$3,633
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8 Day Classic Sicily with CIE Tours
New ReleaseTour

8 Days Palermo to Palermo
Operated By: CIE Tours
Departures: Apr 2026 to Dec 2026
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,203
Save 160
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
Worldwide Sale
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From
US$1,567
Save 94
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: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Great Adventure Sale
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From
US$1,658
Save 260
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 2026
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Worldwide Sale
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From
US$2,650
Save 389
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$3,026
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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
Worldwide Sale
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From
US$4,118
Save 613
Per Person
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15 Day Sicily Grand Tour with Exodus Adventure Travels
Tour

15 Days Catania to Taormina
Departures: Apr 2026 to Oct 2027
Trip Styles: Small Group, Scenic
Visit: Sicily
Last Minute Deal
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From
US$4,772
Save 1,376
Per Person
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10 Day A Sicilian Odyssey with Tauck
Tour

10 Days Siracusa to Taormina
Operated By: Tauck
Departures: Jun 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily
From
US$8,990
Per Person
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10 Day Splendours of Sicily with Blue-Roads Touring
Tour

10 Days Palermo to Catania
Operated By: Blue-Roads Touring
Departures: Mar 2026 to Nov 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Exclusive Savings
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US$3,748
Save 361
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
Exclusive Savings
From
US$5,461
Save 182
Per Person
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22 Day Ultimate Italy (Ages 27 to 35) with Contiki
Tour

22 Days Rome to Palermo
Operated By: Contiki
Departures: Jun 2026 to Sep 2026
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Worldwide Sale
Exclusive Savings
From
US$4,568
Save 592
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: Mar 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$4,792
Save 166
Per Person
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13 Day Italian Escape & Sicily (Ages 27 to 35) with Contiki
New ReleaseTour

13 Days Rome to Palermo
Operated By: Contiki
Departures: Jun 2026 to Sep 2026
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Worldwide Sale
Exclusive Savings
From
US$2,576
Save 380
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$11,926
Save 433
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$2,541
Save 100
Per Person
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Results: 1-30 of 41

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