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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 44 unique multi-day guided tours with 1,188 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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44 Tours (1,188 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
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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
Best of Summer Sale
Exclusive Savings
From
US$4,473
Save 1,075
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
Best of Summer Sale
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From
US$4,864
Save 793
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$2,706
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: Jun 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$3,983
Save 374
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 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$2,847
Save 466
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: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
G's February Sale
Exclusive Savings
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: Malta, Sicily
Exclusive Savings
From
US$4,311
Save 398
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
Best of Summer Sale
Exclusive Savings
From
US$2,959
Save 581
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
Sign Up Savings
Best of Summer Sale
Exclusive Savings
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
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$2,376
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: Apr 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$2,584
Save 376
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$5,242
Save 463
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
From
US$3,919
Save 300
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: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$16,582
Save 641
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
Exclusive Savings
From
US$2,279
Save 78
Per Person
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15 Day Sicily Grand Tour with Exodus Tours
Tour

15 Days Catania to Taormina
Operated By: Exodus Tours
Departures: Apr 2026 to Oct 2027
Trip Styles: Small Group, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$5,078
Save 1,070
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$8,017
Save 288
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: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
G's February Sale
Exclusive Savings
From
US$1,424
Save 475
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
From
US$3,849
Save 419
Per Person
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8 Day Real Sicily (Ages 27 to 35) with Contiki
New ReleaseTour

8 Days Catania to Palermo
Operated By: Contiki
Departures: Jun 2026 to Sep 2026
Trip Styles: Coach, Small Group, 18-30's, Scenic
Visit: Sicily
From
US$1,725
Per Person
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8 Day Sicily Food & Wine with Exodus Tours
Tour

8 Days Palermo to Catania
Operated By: Exodus Tours
Departures: May 2026 to Oct 2027
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$2,907
Save 630
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: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$2,711
Save 429
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$2,532
Save 358
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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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
Save 100
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$2,682
Save 100
Per Person
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