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Sicily Tours Starting In May 2026

If you're looking at joining a tour to Sicily in May 2026, we have 22 unique multi-day guided tours with 678 departures from the world's leading tour operators departing in May.
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Departures (May 2026)
< April 2026 June 2026 >
Duration
7 Days
22 Days
Max. Group Size
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Price
$2,000pp
$26,015pp
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22 Tours (678 Tour Departures)
10 Day The Sicilian with Globus
Tour
 (4)

10 Days Palermo to Taormina
Operated By: Globus
Departures: Mar 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 116
From (per person) 4,115
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8 Day Sicily with Cosmos
Tour
 (5)

8 Days Palermo to Palermo
Operated By: Cosmos
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 54
From (per person) 2,351
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8 Day Explore Southern Sicily with G Adventures
Tour
 (1)

8 Days Catania to Palermo
Operated By: G Adventures
Departures: Mar 2025 to Dec 2026
Trip Styles: Adventure, Small Group
Countries Visited: Sicily
Exclusive Savings
Save (per person) 65
From (per person) 2,890
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14 Day Highlights of Sicily & Southern Italy with Globus
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: Mar 2025 to Nov 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 177
From (per person) 5,585
View Trip
14 Day Country Roads of Southern Italy & Sicily with Insight Vacations
Tour
 (7)

14 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Exclusive DealThe Big Tour Sale
Save (per person) 839
From (per person) 7,933
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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 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 105
From (per person) 4,797
View Trip
14 Day Sicily in Depth with 6-Day Malta Option with Insight Vacations
Tour
 (5)

14 Days Palermo to Malta
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Malta
Exclusive Savings
Save (per person) 177
From (per person) 8,361
View Trip
14 Day Highlights of Sicily with G Adventures
Tour
 (2)

14 Days Palermo to Palermo
Operated By: G Adventures
Departures: Mar 2025 to Oct 2026
Trip Styles: Adventure, Small Group
Countries Visited: Sicily
Exclusive Savings
Save (per person) 118
From (per person) 5,291
View Trip
10 Day Southern Italy and Sicily with Trafalgar
Tour
 (2)

10 Days Rome to Palermo
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Last Minute DealThe Big Tour Sale
Save (per person) 621
From (per person) 5,635
View Trip
15 Day Best of Italy and Sicily with Trafalgar
Tour
 (1)

15 Days Palermo to Venice
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Italy
Last Minute DealThe Big Tour Sale
Save (per person) 1,272
From (per person) 7,987
View Trip
9 Day Colours of Sicily with Trafalgar
Tour
 (1)

9 Days Palermo to Catania
Operated By: Trafalgar
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily
The Big Tour Sale
Save (per person) 457
From (per person) 4,287
View Trip
11 Day Old World Sicily & Malta with Collette
Tour
 (1)

11 Days Sliema to Taormina
Operated By: Collette
Departures: Mar 2025 to May 2026
Trip Styles: Coach, Small Group, Scenic
Countries Visited: Sicily, Malta
Exclusive Savings
Save (per person) 127
From (per person) 5,487
View Trip
13 Day Sicily and Its Isles with Collette
Tour
 (1)

13 Days Palermo to Taormina
Operated By: Collette
Departures: Jun 2025 to May 2026
Trip Styles: Coach, Small Group, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 155
From (per person) 6,859
View Trip
12 Day Southern Italy & Sicily with Collette
Tour
 (1)

12 Days Palermo to Rome
Operated By: Collette
Departures: Apr 2025 to May 2026
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Italy
Latest Offer
Save (per person) 409
From (per person) 5,144
View Trip
13 Day Italian Escape & Sicily with Contiki
Tour

13 Days Rome to Palermo
Operated By: Contiki
Departures: May 2025 to Sep 2026
Trip Styles: Coach, 18-30's, Scenic
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 1,239
From (per person) 4,872
View Trip
8 Day Sicily Food Adventure with Exodus Adventure Travels
Tour

8 Days Palermo to Catania
Departures: Apr 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Food & Wine
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 92
From (per person) 4,094
View Trip
8 Day Cycling in Sicily with Exodus Adventure Travels
Tour

8 Days Palazzolo Acreide to Syracuse
Departures: Apr 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 88
From (per person) 3,878
View Trip
8 Day Real Sicily with Contiki
Tour

8 Days Catania to Palermo
Operated By: Contiki
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Small Group, 18-30's, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 662
From (per person) 3,104
View Trip
9 Day Treasures of Sicily with Exodus Adventure Travels
Tour

9 Days Catania to Taormina
Departures: Apr 2025 to Nov 2026
Trip Styles: Small Group, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 96
From (per person) 4,094
View Trip
7 Day Northern Sicily: Islands & Volcanoes with G Adventures
Tour

7 Days Palermo to Catania
Operated By: G Adventures
Departures: Mar 2025 to Oct 2026
Trip Styles: Adventure, Small Group
Countries Visited: Sicily
Exclusive Savings
Save (per person) 57
From (per person) 2,547
View Trip
15 Day Sicily Grand Tour with Exodus Adventure Travels
Tour

15 Days Catania to Taormina
Departures: Apr 2025 to Oct 2026
Trip Styles: Small Group, Scenic
Countries Visited: Sicily
Exclusive Savings
Save (per person) 158
From (per person) 6,897
View Trip
22 Day Ultimate Italy with Contiki
Tour

22 Days Rome to Palermo
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, 18-30's, Scenic
Countries Visited: Italy, Sicily
Exclusive Savings
Save (per person) 1,560
From (per person) 7,444
View Trip
Results: 22 results

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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 Topdeck Italy Tours Trafalgar Italy Tours

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