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Sicily Tours Starting In October 2027

If you're looking at joining a tour to Sicily in October 2027, we have 22 unique multi-day guided tours with 867 departures from the world's leading tour operators departing in October.
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Departures (October 2027)
< September 2027 November 2027 >
Duration
7 Days
23 Days
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Price
$800pp
$13,165pp
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22 Tours (867 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
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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
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US$4,575
Save 799
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$2,860
Save 278
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
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US$1,669
Save 173
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
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From
US$3,831
Save 136
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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US$4,514
Save 772
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
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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: Dec 2025 to Dec 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$1,668
Save 481
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$2,503
Save 98
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
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From
US$4,065
Save 211
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
Exclusive Savings
From
US$1,842
Save 61
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$5,539
Save 219
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: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$8,017
Save 258
Per Person
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8 Day Cycling in Sicily with Exodus Adventure Travels
Tour

8 Days Palazzolo Acreide to Syracuse
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Italy, Sicily
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From
US$2,561
Save 806
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$2,512
Save 91
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: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$5,403
Save 182
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: May 2026 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Exclusive Savings
From
US$4,626
Save 237
Per Person
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8 Day Sicily Food & Wine with Exodus Adventure Travels
Tour

8 Days Palermo to Catania
Departures: Apr 2026 to Oct 2027
Visit: Sicily
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From
US$2,735
Save 806
Per Person
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9 Day Highlights of Sicily with Exodus Adventure Travels
Tour

9 Days Catania to Taormina
Departures: Nov 2025 to Nov 2027
Trip Styles: Small Group, Scenic
Visit: Italy, Sicily
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Exclusive Savings
From
US$2,444
Save 840
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
From
US$1,650
Per Person
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15 Day Sicily Grand Tour with Exodus Adventure Travels
Tour

15 Days Catania to Taormina
Departures: Nov 2025 to Oct 2027
Trip Styles: Small Group, Scenic
Visit: Sicily
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From
US$3,725
Save 1,378
Per Person
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Results: 22 results

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Italy & Sicily

All Italy Tours Northern Italy Tours Sicily Tours Southern Italy Tours Tuscany Tours

Travel Styles

18-30's Tours Active Adventures Coach Tours Cycling Tours Luxury Tours Rail Journeys Small Group Tours Walking & Hiking Tours Winter Tours & Trips

Trip Lengths

10 Day 2 Week 7 Day

Departure Months

November 2025 December 2025 January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026 January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027 November 2027 December 2027

Countries

Italy Malta Sicily

Cities

Catania Naples Palermo Rome

Routes

Tours from Rome to Venice Tours from Rome to Palermo

Popular Italy Operators

APT Italy Tours Collette Italy Tours Cosmos Italy Tours Costsaver Italy Tours Exodus Italy Tours Explore's Italy Tours G Adventures Italy Tours Globus Italy Tours Insight Vacations Italy Tours Intrepid Italy Tours Trafalgar Italy Tours

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