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Sicily Tours Starting In October 2026 and 2027

Are you planning a tour to Sicily in October 2026 or 2027? Choose from 39 unique multi-day guided tours with 898 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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39 Tours (898 Tour Departures)
10 Day The Sicilian with Globus
Tour
 (6)

10 Days Palermo to Taormina
Operated By: Globus
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,989
Save 250
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: May 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Exclusive Savings
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US$4,049
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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: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$3,357
Save 1,130
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: Jun 2026 to Jun 2028
Trip Styles: Coach, Small Group, Scenic
Visit: Malta, Sicily
Flash Sale
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US$4,149
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Per Person
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9 Day Colours of Sicily with Trafalgar
Tour
 (1)

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: Jun 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily
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US$2,497
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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: Jun 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
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From
US$6,187
Save 726
Per Person
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8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: Jun 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Single Supplement Waiver
Exclusive Savings
From
US$1,679
Save 150
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: May 2026 to Nov 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Exclusive Savings
From
US$4,109
Save 227
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: Jul 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Today's Deal
Best of Summer Sale
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US$4,730
Save 755
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: Jun 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
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US$3,262
Save 428
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: Jun 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Sign Up Savings
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Best of Summer Sale
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US$4,725
Save 579
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: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,560
Save 210
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: Jun 2026 to Dec 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$1,719
Save 756
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: Jun 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,592
Save 358
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: Jun 2026 to Jun 2028
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Flash Sale
Exclusive Savings
From
US$5,099
Save 600
Per Person
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13 Day Southern Italy & Sicily with Collette
Tour
 (1)

13 Days Palermo to Rome
Operated By: Collette
Departures: Jun 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Flash Sale
Exclusive Savings
From
US$4,149
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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: Aug 2026 to Oct 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$4,199
Save 250
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: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$1,519
Save 512
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: Jun 2026 to Oct 2027
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$3,063
Save 403
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: Jun 2026 to Nov 2027
Trip Styles: Small Group, Scenic
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$3,036
Save 375
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: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$4,785
Save 963
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: Sep 2026 to Oct 2027
Trip Styles: Small Group, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$5,305
Save 630
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: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$7,136
Save 1,439
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: Sep 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,065
Save 355
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: Aug 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy, Sicily
Exclusive Savings
From
US$11,502
Save 1,278
Per Person
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9 Day Sicily in Depth (Small Group) with Insight Vacations
Tour

9 Days Palermo to Catania
Operated By: Insight Vacations
Departures: Apr 2027 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$4,825
Save 150
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$4,490
Save 280
Per Person
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12 Day Southern Italy: Sicily, Puglia & the Amalfi Coast with Abercrombie & Kent
New ReleaseTour

12 Days Palermo to Naples
Operated By: Abercrombie & Kent
Departures: Sep 2026 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Italy
From
US$14,995
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 Sep 2026
Trip Styles: Coach, Scenic
Visit: Sicily
From
US$9,990
Per Person
View Trip
9 Day Calabria: Naples to Catania with Intrepid Travel
Tour

9 Days Naples to Catania
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$2,316
Save 659
Per Person
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Results: 1-30 of 39

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