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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 1,481 departures available, operated by eighteen of the world's leading cruise lines departing in May.
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107 Cruises (1,481 Cruise Departures)
8 Day Italian Sojourn with Viking Cruises
Cruise
 (1)

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: May 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
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
$8,149
From
US$3,549
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
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
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: Jun 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
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
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
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
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
$11,650
From
US$11,650
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
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
$599
Oceanview
-
Balcony
$1,129
Suite
$1,309
From
US$599
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
$999
Oceanview
$1,169
Balcony
$1,840
Suite
$2,878
From
US$999
Save 994
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
$771
Oceanview
$861
Balcony
$1,041
Suite
-
From
US$771
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 Nov 2026
Visit: Italy, Sicily, Spain, France
Drinks & WiFi Package
Inside
$1,078
Oceanview
$1,218
Balcony
$1,308
Suite
$1,868
From
US$1,078
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
Inside
$1,139
Oceanview
$1,369
Balcony
$1,429
Suite
$3,169
From
US$1,139
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 Mediterranean with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Barcelona to Barcelona
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Apr 2026 to Nov 2026
Visit: Spain, France, Italy, Sicily
Inside
$1,099
Oceanview
$1,040
Balcony
$1,240
Suite
$1,740
From
US$1,040
Per Person
View Trip
11 Day Mediterranean with Greek Isles & Turkey with Princess
Cruise
 (1)

11 Days (10 Nights) Athens to Istanbul
Cruise Line: Princess
Ship: Enchanted Princess
Departures: May 2027 to Oct 2027
Visit: Greece, Sicily, Malta, Turkey
Princess Standard
Inside
$1,725
Oceanview
$2,794
Balcony
$2,167
Suite
$2,460
From
US$1,725
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
$579
Oceanview
-
Balcony
$779
Suite
$1,099
From
US$579
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
$834
Oceanview
$924
Balcony
$1,104
Suite
-
From
US$834
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 Oct 2027
Visit: Spain, France, Italy, Sicily
Inside
$569
Oceanview
$1,739
Balcony
$849
Suite
$1,099
From
US$569
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
$861
Oceanview
$921
Balcony
$1,061
Suite
-
From
US$861
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
$8,995
Balcony
-
Suite
$11,745
From
US$8,995
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
$4,200
From
US$1,323
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: May 2026 to Oct 2027
Visit: Greece, Montenegro, Sicily, Spain
Princess Standard
Princess Premier
Sanctuary Collection
Inside
$1,089
Oceanview
$1,329
Balcony
$1,694
Suite
$1,869
From
US$1,089
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 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
Drinks & WiFi Package
Inside
$897
Oceanview
$1,067
Balcony
$1,237
Suite
$1,747
From
US$897
Per Person
View Trip
11 Day Italy Intensive Cruise: Florence, Rome & Amalfi with Azamara Cruises
Cruise
 (5)

11 Days (10 Nights) Nice to Venice
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 02 May 2026
Visit: France, Italy, Sicily, Montenegro
Azamara Circle Member - Quarterly Saving
Azamara Always Included
Inside
$1,909
Oceanview
$3,719
Balcony
$2,809
Suite
$4,369
From
US$1,909
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
Inside
$1,389
Oceanview
$1,429
Balcony
$2,029
Suite
-
From
US$1,389
Per Person
View Trip
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