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2 Week Tours to Sicily

Looking to explore Sicily for 2 weeks? Then choose from our range of multi-day guided tours with 3 of the best tour operators to Sicily. June is the most popular month to travel to Sicily and we have 175 departures available.
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6 trips (175 trip Departures)
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$4,473
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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 2026
Trip Styles: Coach, Scenic
Visit: Sicily, Malta
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US$5,193
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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
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US$4,127
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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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US$3,726
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14 Day Country Roads of Southern Italy & Sicily (Small Group) with Insight Vacations
Tour

14 Days Rome to Palermo
Operated By: Insight Vacations
Departure: 13 June 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Italy, Sicily
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US$5,976
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14 Day Sicily in Depth with 6-Day Malta Option (Winter) with Insight Vacations
Tour

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Mar 2026 to Mar 2027
Trip Styles: Coach, Winter, Scenic
Visit: Sicily, Malta
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US$4,098
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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

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

Popular Italy Operators

APT Italy Tours CIE 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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