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Sicily Tours Starting In May 2027 and 2028

Are you planning a tour to Sicily in May 2027 or 2028? Choose from 40 unique multi-day guided tours with 881 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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40 Tours (881 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 with G Adventures
Tour
 (2)

14 Days Palermo to Palermo
Operated By: G Adventures
Departures: Jun 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Sicily
From
US$3,949
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
From
US$4,049
Save 250
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: May 2026 to Jun 2028
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
Flash Sale
Exclusive Savings
From
US$4,149
Save 350
Per Person
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9 Day Colours of Sicily with Trafalgar
Tour
 (1)

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily
Multiple Deals Available
From
US$2,497
Save 355
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$1,679
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 2026
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily
From
US$4,109
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$6,187
Save 793
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Today's Deal
Best of Summer Sale
Exclusive Savings
From
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Italy, Sicily
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$3,262
Save 370
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: May 2026 to Oct 2026
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$5,100
Save 568
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: May 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
From
US$2,149
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: May 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,464
Save 616
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: May 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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12 or 13 Day Southern Italy & Sicily with Collette
Tour
 (1)

12 or 13 Days Palermo to Rome
Operated By: Collette
Departures: May 2026 to Jun 2027
Trip Styles: Coach, Scenic
Visit: Sicily, Italy
Flash Sale
Exclusive Savings
From
US$3,949
Save 250
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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12 Day Sicily and Malta Sojourn with APT
New ReleaseTour

12 Days Catania to Valletta
Operated By: APT
Departures: Mar 2027 to Oct 2027
Trip Styles: Coach, Small Group, Scenic
Visit: Sicily, Malta
From
US$8,795
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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7 Day Northern Sicily: Islands & Volcanoes with G Adventures
Tour

7 Days Palermo to Catania
Operated By: G Adventures
Departures: Jun 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Sicily
From
US$1,899
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: Jul 2026 to Nov 2027
Trip Styles: Coach, Scenic
Visit: Sicily
Exclusive Savings
From
US$2,295
Save 300
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$7,136
Save 1,394
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: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy, Sicily
Exclusive Savings
From
US$11,502
Save 1,390
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$4,809
Save 250
Per Person
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13 Day Italian Escape & Sicily with Contiki
Tour

13 Days Rome to Palermo
Operated By: Contiki
Departures: Jun 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$2,848
Save 410
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: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy, Sicily
Exclusive Savings
From
US$16,711
Save 3,069
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: May 2026 to Nov 2027
Trip Styles: Small Group, Scenic
Visit: Italy, Sicily
Sign Up Savings
Exclusive Savings
From
US$3,037
Save 375
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: Jun 2026 to Oct 2027
Visit: Sicily, Italy
From
US$3,120
Per Person
View Trip
10 Day Premium Sicily with Intrepid Travel
Tour

10 Days Palermo to Catania
Operated By: Intrepid Travel
Departures: May 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$5,933
Save 400
Per Person
View Trip
22 Day Ultimate Italy with Contiki
Tour

22 Days Rome to Palermo
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Scenic
Visit: Italy, Sicily
Exclusive Savings
From
US$4,578
Save 585
Per Person
View Trip
Results: 1-30 of 40

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