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Sicily Cruises Starting In May 2027 and 2028

If you're looking at joining a cruise to Sicily in May 2027 or 2028, we have 90 unique cruise itineraries and 1,409 departures available, operated by nineteen of the world's leading cruise lines departing in May.
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90 Cruises (1,409 Cruise Departures)
8 Day Italian Sojourn with Viking Cruises
Cruise
 (5)

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: Jul 2026 to Sep 2028
Visit: Italy, Croatia, Sicily
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
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 Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$7,900
Balcony
-
Suite
$10,679
From
US$7,900
Save 1,447
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
$6,650
Balcony
$7,010
Suite
$13,080
From
US$6,650
Per Person
View Trip
8 Day Italian Sojourn with Viking Cruises
Cruise
 (1)

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: Jul 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 1,000
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
$3,549
Oceanview
$4,089
Balcony
$5,339
Suite
$8,999
From
US$3,549
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
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
$6,209
Suite
$8,579
From
US$3,939
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: May 2026 to Oct 2026
Trip Styles: Coach, Cruise, Scenic
Visit: Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$12,990
Suite
$16,990
From
US$12,990
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: May 2026 to Oct 2026
Trip Styles: Coach, Cruise, Scenic
Visit: Italy, Sicily, Malta
Inside
-
Oceanview
-
Balcony
$12,990
Suite
$16,990
From
US$12,990
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 2026 to Oct 2027
Visit: Italy, Sicily, France, Spain
Inside
$609
Oceanview
$909
Balcony
$759
Suite
$909
From
US$609
Per Person
View Trip
8 Day Italy, Greece And Turkey with Cunard
Cruise
 (13)

8 Days (7 Nights) Barcelona to Istanbul
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 14 May 2027
Visit: Spain, Sicily, Greece, Turkey
Bonus Onboard Credit
Value Fare
Inside
$1,139
Oceanview
$1,369
Balcony
$1,429
Suite
$3,169
From
US$1,139
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 Musica
Departures: Apr 2027 to Oct 2027
Visit: France, Italy, Sicily, Spain
Inside
$851
Oceanview
$951
Balcony
$1,061
Suite
-
From
US$851
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Barcelona to Barcelona
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: May 2026 to Oct 2026
Visit: Spain, France, Italy, Sicily
Drinks & WiFi Package
Inside
$1,099
Oceanview
$1,260
Balcony
$1,400
Suite
$1,860
From
US$1,099
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 Oct 2026
Visit: France, Italy, Sicily, Spain
Drinks & WiFi Package
Inside
$763
Oceanview
$933
Balcony
$1,133
Suite
$1,731
From
US$763
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 Seaview
Departures: May 2026 to Nov 2026
Visit: Sicily, Spain, France, Italy
Inside
$1,139
Oceanview
$1,210
Balcony
$1,245
Suite
$1,735
From
US$1,139
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 2027 to Sep 2027
Visit: Spain, France, Italy, Sicily
Inside
$1,239
Oceanview
-
Balcony
$1,629
Suite
$1,819
From
US$1,239
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
Inside
$1,323
Oceanview
$1,673
Balcony
$1,743
Suite
$4,100
From
US$1,323
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Genoa to Genoa
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: May 2026 to Oct 2026
Visit: Italy, Sicily, Spain, France
Drinks & WiFi Package
Inside
$1,113
Oceanview
$1,253
Balcony
$1,413
Suite
$1,903
From
US$1,113
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
Drinks & WiFi Package
Inside
$980
Oceanview
$1,328
Balcony
$1,329
Suite
$1,839
From
US$980
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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$2,699
Oceanview
$2,949
Balcony
$4,499
Suite
$6,399
From
US$2,699
Save 2,699
Per Person
View Trip
8 Day Greece And Italy with Cunard
Cruise
 (13)

8 Days (7 Nights) Istanbul to Rome
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 21 May 2027
Visit: Turkey, Greece, Sicily, Italy
Bonus Onboard Credit
Value Fare
Inside
$1,389
Oceanview
$1,429
Balcony
$2,029
Suite
-
From
US$1,389
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Valencia to Valencia
Cruise Line: MSC Cruises
Ship: MSC Musica
Departures: Apr 2027 to Oct 2027
Visit: Spain, France, Italy, Sicily
Inside
$824
Oceanview
$924
Balcony
$1,104
Suite
-
From
US$824
Per Person
View Trip
8 Day Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Genoa to Genoa
Cruise Line: MSC Cruises
Ship: MSC Musica
Departures: Apr 2027 to Oct 2027
Visit: Italy, Sicily, Spain, France
Inside
$835
Oceanview
$935
Balcony
$1,115
Suite
-
From
US$835
Per Person
View Trip
8 Day Journey to Antiquities with Viking Cruises
Cruise
 (7)

8 Days (7 Nights) Athens to Rome
Cruise Line: Viking Cruises
Ships: Viking Astrea, Viking Jupiter (+8 more), Viking Libra, Viking Mira, Viking Neptune, Viking Saturn, Viking Sky, Viking Star, Viking Vela, Viking Vesta
Departures: Oct 2026 to Apr 2028
Visit: Greece, Turkey, Sicily, Italy
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$2,599
Suite
$3,499
From
US$2,599
Save 500
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
$821
Oceanview
$921
Balcony
$1,101
Suite
-
From
US$821
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 Musica
Departures: Apr 2027 to Oct 2027
Visit: Italy, Sicily, Spain, France
Inside
$821
Oceanview
$921
Balcony
$1,101
Suite
-
From
US$821
Per Person
View Trip
8 Day Mediterranean with Greece & Adriatic with Princess
Cruise
 (7)

8 Days (7 Nights) Athens to Barcelona
Cruise Line: Princess
Ship: Sun Princess
Departures: Jun 2026 to Oct 2027
Visit: Greece, Montenegro, Sicily, Spain
Princess Standard
Princess Premier
Sanctuary Collection
Inside
$1,084
Oceanview
$1,294
Balcony
$1,604
Suite
$1,809
From
US$1,084
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
$1,129
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 May 2027
Visit: Italy, Sicily, France, Spain
Inside
$1,159
Oceanview
$1,549
Balcony
$1,599
Suite
$1,779
From
US$1,159
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
$1,116
Oceanview
$1,546
Balcony
$1,878
Suite
$2,428
From
US$1,116
Save 956
Per Person
View Trip
Results: 1-30 of 90

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