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Sicily Cruises Starting In May 2026, 2027 and 2028

If you're looking at joining a cruise to Sicily in May 2026, 2027 or 2028, we have 107 unique cruise itineraries and 1,499 departures available, operated by eighteen of the world's leading cruise lines departing in May.
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107 Cruises (1,499 Cruise Departures)
8 Day Italian Sojourn with Viking Cruises
Cruise
 (8)

8 Days (7 Nights) Venice to Rome
Cruise Line: Viking Cruises
Ships: Viking Astrea, Viking Jupiter (+9 more), Viking Lyra, Viking Mars, Viking Mira, Viking Neptune, Viking Saturn, Viking Sea, Viking Sky, Viking Vela, Viking Vesta
Departures: Apr 2026 to Sep 2028
Visit: Italy, Croatia, Sicily
Viking $1,299 Air Deal
Viking $1,499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$4,999
From
US$3,799
Save 900
Per Person
View Trip
12 Day Italy Intensive Cruise: Bologna, Sicily & Amalfi with Azamara Cruises
Cruise
 (8)

12 Days (11 Nights) Venice to Rome
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 16 May 2027
Visit: Italy, Montenegro, Sicily
Azamara Always Included
Inside
$3,939
Oceanview
$4,529
Balcony
$7,079
Suite
$8,579
From
US$3,939
Per Person
View Trip
10 Day Malta, Sicily & Amalfi Coast with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Valletta to Rome
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 05 May 2026
Visit: Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
-
Suite
$25,150
From
US$25,150
Per Person
View Trip
8 Day Italian Sojourn with Viking Cruises
Cruise
 (5)

8 Days (7 Nights) Rome to Venice
Cruise Line: Viking Cruises
Ships: Viking Jupiter, Viking Mars (+7 more), Viking Mira, Viking Neptune, Viking Sea, Viking Sky, Viking Star, Viking Vela, Viking Vesta
Departures: Apr 2026 to Jul 2028
Visit: Italy, Sicily, Croatia
Viking $1,299 Air Deal
Viking $1,499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,599
Suite
$4,999
From
US$3,599
Save 800
Per Person
View Trip
9 Day Legendary Shores of Italy and Croatia with Ponant
Cruise
 (2)

9 Days (8 Nights) Venice to Rome
Cruise Line: Ponant
Ship: Le Boreal
Departure: 20 May 2027
Visit: Italy, Croatia, Sicily
Inside
-
Oceanview
$6,300
Balcony
$6,630
Suite
$12,350
From
US$6,300
Per Person
View Trip
11 Day Italy Intensive Cruise: Venice, Sicily & Amalfi with Azamara Cruises
Cruise
 (3)

11 Days (10 Nights) Venice to Rome
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 May 2027
Visit: Italy, Montenegro, Sicily
Azamara Always Included
Inside
$3,899
Oceanview
$4,089
Balcony
$5,339
Suite
$8,149
From
US$3,899
Per Person
View Trip
12 Day Sicily, the Amalfi Coast & Rome - Northbound with Tauck
Tour + Cruise

12 Days Malta to Rome
Operated By: Tauck
Ships: Le Bougainville, Le Dumont d’Urville
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Cruise, Scenic
Visit: Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$12,490
Suite
$16,490
From
US$12,490
Per Person
View Trip
10 Day Malta, Sicily & Amalfi Coast with Emerald Cruises
New ReleaseCruise
 (3)

10 Days (9 Nights) Rome to Valletta
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia
Departures: May 2027 to Oct 2027
Visit: Italy, Sicily, Malta
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$8,400
Balcony
-
Suite
$11,179
From
US$8,400
Save 447
Per Person
View Trip
9 Day Legendary Shores of Italy and Croatia with Ponant
Cruise
 (2)

9 Days (8 Nights) Rome to Venice
Cruise Line: Ponant
Ship: Le Boreal
Departure: 12 May 2027
Visit: Italy, Sicily, Croatia
Inside
-
Oceanview
$6,300
Balcony
$6,630
Suite
$12,350
From
US$6,300
Per Person
View Trip
8 Day Authentic Mediterranean Shores with Ponant
Cruise
 (1)

8 Days (7 Nights) Valletta to Valletta
Cruise Line: Ponant
Ships: Le Bougainville, Le Dumont d’Urville
Departures: Apr 2027 to May 2027
Visit: Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$5,690
Suite
$10,580
From
US$5,690
Per Person
View Trip
7 Day Western Mediterranean From Rome To Rome with Norwegian Cruise Line
Cruise

7 Days (6 Nights) Rome to Rome
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 11 May 2026
Visit: Italy, France, Sicily
Inside
$459
Oceanview
$599
Balcony
$959
Suite
$979
From
US$459
Per Person
View Trip
12 Day Rome, the Amalfi Coast & Sicily with Tauck
Tour + Cruise

12 Days Rome to Malta
Operated By: Tauck
Ships: Le Bougainville, Le Dumont d’Urville
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Cruise, Scenic
Visit: Italy, Sicily, Malta
Inside
-
Oceanview
-
Balcony
$12,490
Suite
$16,490
From
US$12,490
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Marseille to Marseille
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: May 2026 to Nov 2026
Visit: France, Italy, Sicily, Spain
Inside
$880
Oceanview
$1,050
Balcony
$1,240
Suite
$1,690
From
US$880
Per Person
View Trip
11 Day Best Of Italy & Croatia Cruise with Celebrity Cruises
Cruise

11 Days (10 Nights) Trieste to Rome
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 08 May 2026
Visit: Italy, Croatia, Montenegro, Sicily
Exclusive Savings
Inside
$1,849
Oceanview
$2,195
Balcony
$3,474
Suite
$5,014
From
US$2,183
Save 718
Per Person
View Trip
8 Day Western Mediterranean From Barcelona To Rome with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Barcelona to Rome
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: May 2026 to Sep 2027
Visit: Spain, France, Italy, Sicily
Inside
$649
Oceanview
-
Balcony
$899
Suite
$1,139
From
US$649
Per Person
View Trip
8 Day A Journey To Italian Hidden Gems & The Heartbeat Of Catalan Culture with Explora Journeys
Cruise

8 Days (7 Nights) Rome to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 13 May 2026
Visit: Italy, Sicily, Tunisia, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$5,280
From
US$5,280
Per Person
View Trip
8 Day Greco-roman World with Oceania Cruises
Cruise

8 Days (7 Nights) Athens to Rome
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departures: May 2027 to Aug 2027
Visit: Greece, Sicily, Malta, Italy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,099
Suite
$4,999
From
US$3,099
Save 3,249
Per Person
View Trip
11 Day Best of the Amalfi Coast, Corinth Canal Passage & Greek Isles with Emerald Cruises
New ReleaseCruise
 (3)

11 Days (10 Nights) Rome to Athens
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 02 May 2026
Visit: Italy, Sicily, Malta, Greece
Inside
-
Oceanview
-
Balcony
-
Suite
$11,745
From
US$11,745
Per Person
View Trip
8 Day Rome, Mykonos & the Amalfi Coast with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Barcelona to Athens
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 10 May 2026
Visit: Spain, Italy, Sicily, Greece
Limited Time Offer
Inside
-
Oceanview
$1,883
Balcony
$2,023
Suite
$4,515
From
US$1,883
Per Person
View Trip
8 Day Italy & Croatia Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Bologna to Rome
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 17 May 2027
Visit: Italy, Croatia, Montenegro, Sicily
Bonus Onboard Credit
Exclusive Savings
Inside
$1,240
Oceanview
$1,640
Balcony
$1,992
Suite
$2,442
From
US$1,240
Save 610
Per Person
View Trip
8 Day Italy, France And Spain with Cunard
Cruise
 (1)

8 Days (7 Nights) Barcelona to Rome
Cruise Line: Cunard
Ship: Queen Victoria
Departure: 25 May 2026
Visit: Spain, Corsica, Sicily, Italy
Inside
$919
Oceanview
$919
Balcony
$1,059
Suite
$3,079
From
US$919
Per Person
View Trip
8 Day Mediterranean Cruise From Rome To Barcalona with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Rome to Barcelona
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: May 2027 to Aug 2027
Visit: Italy, Sicily, France, Spain
Inside
$1,069
Oceanview
$1,709
Balcony
$1,599
Suite
$1,779
From
US$1,069
Per Person
View Trip
11 Day Italy & French Riviera with Celebrity Cruises
Cruise

11 Days (10 Nights) Barcelona to Barcelona
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: May 2026 to Oct 2026
Visit: Spain, Italy, Sicily, France
Exclusive Savings
Inside
$2,003
Oceanview
$2,322
Balcony
$2,874
Suite
$6,049
From
US$2,380
Save 904
Per Person
View Trip
10 Day Mysteries Of History with Oceania Cruises
Cruise
 (1)

10 Days (9 Nights) Rome to Istanbul
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 24 May 2027
Visit: Italy, Sicily, Greece, Turkey
Your World Inclusions
Exclusive Savings
Inside
$2,430
Oceanview
$2,655
Balcony
$4,499
Suite
$6,399
From
US$2,430
Save 2,968
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Palermo to Palermo
Cruise Line: MSC Cruises
Ship: MSC Musica
Departures: Apr 2027 to Oct 2027
Visit: Sicily, Spain, France, Italy
Inside
$761
Oceanview
$861
Balcony
$1,041
Suite
-
From
US$761
Per Person
View Trip
8 Day Mediterranean with Greece & Adriatic with Princess
Cruise
 (6)

8 Days (7 Nights) Athens to Barcelona
Cruise Line: Princess
Ship: Sun Princess
Departure: 30 May 2026
Visit: Greece, Montenegro, Sicily, Spain
Princess Standard
Princess Premier
Inside
$1,049
Oceanview
$1,469
Balcony
$1,619
Suite
$1,969
From
US$1,049
Per Person
View Trip
6 Day Mediterranean with MSC Cruises
Cruise

6 Days (5 Nights) Barcelona to Livorno
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departure: 05 May 2026
Visit: Spain, Tunisia, Sicily, Italy
Drinks & WiFi Package
Inside
-
Oceanview
-
Balcony
-
Suite
$2,819
From
US$2,819
Per Person
View Trip
8 Day Greek Isles & Italy Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Rome to Athens
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Explorer of the Seas
Departures: May 2026 to Sep 2027
Visit: Italy, Sicily, Greece, Turkey
Bonus Onboard Credit
Exclusive Savings
Inside
$1,024
Oceanview
$1,194
Balcony
$1,257
Suite
$2,186
From
US$1,024
Save 969
Per Person
View Trip
8 Day Italy, Spain & French Riviera with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Barcelona to Barcelona
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: May 2027 to Sep 2027
Visit: Spain, France, Italy, Sicily
Limited Time Offer
Inside
$1,323
Oceanview
$1,673
Balcony
$1,743
Suite
$4,305
From
US$1,323
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Rome to Rome
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: May 2026 to Nov 2026
Visit: Italy, Sicily, Spain, France
Inside
$910
Oceanview
$1,080
Balcony
$1,300
Suite
$1,769
From
US$910
Per Person
View Trip
Results: 1-30 of 107

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