Home > Tours > Europe Tours > Italy & Sicily Tours > Sicily Tours > May

Sicily Tours Starting In May 2027 and 2028

Are you planning a tour to Sicily in May 2027 or 2028? Choose from 38 unique multi-day guided tours with 871 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.
Filter Results
Departures
Duration
7 Days
24 Days
Max. Group Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$1,400pp
$22,225pp
Countries
Filter Results
38 Tours (871 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
View Trip
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
View Trip
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
View Trip
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
Exclusive Savings
From
US$4,149
Save 250
Per Person
View Trip
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
Exclusive Savings
From
US$6,187
Save 726
Per Person
View Trip
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
View Trip
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
View Trip
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
Exclusive Savings
From
US$3,262
Save 428
Per Person
View Trip
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
View Trip
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
View Trip
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
View Trip
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
View Trip
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
Save 250
Per Person
View Trip
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
View Trip
8 Day Cycling in Sicily with Exodus Tours
Tour

8 Days Palazzolo Acreide to Syracuse
Operated By: Exodus Tours
Departures: Aug 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Sicily
Sign Up Savings
Exclusive Savings
From
US$2,659
Save 338
Per Person
View Trip
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
View Trip
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
View Trip
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
View Trip
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
Exclusive Savings
From
US$3,260
Save 170
Per Person
View Trip
8 Day Real Sicily with Contiki
Tour

8 Days Catania to Palermo
Operated By: Contiki
Departures: Jun 2026 to Oct 2027
Trip Styles: Coach, Small Group, 18-30's, Scenic
Visit: Sicily
Exclusive Savings
From
US$1,685
Save 188
Per Person
View Trip
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
View Trip
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
View Trip
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
View Trip
12 Day Southern Italy: Sicily, Puglia & the Amalfi Coast with Abercrombie & Kent
Tour

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
View Trip
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
View Trip
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
22 Day Ultimate Italy with Contiki
Tour

22 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$4,695
Save 590
Per Person
View Trip
8 Day Walking In Sicily with Explore Worldwide
Tour

8 Days Giardini Naxos to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Sicily
Exclusive Savings
From
US$2,140
Save 210
Per Person
View Trip
10 Day Premium Sicily with Intrepid Travel
Tour

10 Days Palermo to Catania
Operated By: Intrepid Travel
Departures: Jun 2026 to Nov 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$5,933
Save 363
Per Person
View Trip
16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$4,880
Save 420
Per Person
View Trip
Results: 1-30 of 38

No trips found. Try adjusting the search filters.




Tours found! Scroll up to view.

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

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

Countries

Italy Malta Sicily

Cities

Tours from Catania Tours from Naples Tours from Palermo Tours from Rome

Routes

Tours from Naples to Naples Tours from Rome to Venice Tours from Rome to Palermo Tours from Rome to Rome

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

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations