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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 96 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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96 Cruises (1,481 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
$3,999
Suite
$5,999
From
US$3,999
Save 800
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
Exclusive Savings
Inside
$3,063
Oceanview
$3,519
Balcony
$4,557
Suite
$6,914
From
US$3,063
Save 66
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
Exclusive Savings
Inside
$3,852
Oceanview
$4,424
Balcony
$5,549
Suite
$8,352
From
US$3,852
Save 87
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
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
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$7,098
Balcony
-
Suite
$9,935
From
US$7,098
Save 11,248
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
Departures: May 2026 to Jul 2026
Visit: Malta, Sicily, Italy
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,255
From
US$8,255
Save 27,081
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
$5,350
Suite
$9,910
From
US$5,350
Per Person
View Trip
8 Day Italian Sojourn with Viking Cruises
Cruise
 (8)

8 Days (7 Nights) Rome to Venice
Cruise Line: Viking Cruises
Ships: Viking Jupiter, Viking Mars (+8 more), Viking Mira, Viking Neptune, Viking Saturn, Viking Sea, Viking Sky, Viking Star, Viking Vela, Viking Vesta
Departures: Mar 2026 to Jul 2028
Visit: Italy, Sicily, Croatia
Viking $1,299 Air Deal
Viking $1,499 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,899
Suite
$5,499
From
US$3,899
Save 300
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
$929
Oceanview
-
Balcony
$1,429
Suite
$2,297
From
US$929
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
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 Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,677
From
US$2,737
Save 3,067
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
$863
Oceanview
$963
Balcony
$1,133
Suite
$1,842
From
US$863
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
$1,189
Oceanview
-
Balcony
$1,679
Suite
$3,617
From
US$1,189
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
$761
Oceanview
$861
Balcony
$1,031
Suite
-
From
US$761
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
Exclusive Savings
Inside
$1,089
Oceanview
-
Balcony
$1,529
Suite
$3,374
From
US$1,089
Save 206
Per Person
View Trip
8 Day Journey to Antiquities with Viking Cruises
Cruise
 (2)

8 Days (7 Nights) Athens to Rome
Cruise Line: Viking Cruises
Ships: Viking Astrea, Viking Jupiter (+9 more), Viking Libra, Viking Mars, Viking Mira, Viking Neptune, Viking Saturn, Viking Sky, Viking Star, Viking Vela, Viking Vesta
Departures: Feb 2026 to Apr 2028
Visit: Greece, Turkey, Sicily, Italy
Multiple Deals Available
Inside
-
Oceanview
-
Balcony
$2,599
Suite
$3,999
From
US$2,599
Save 300
Per Person
View Trip
11 Day Italy Intensive Cruise: Florence, Rome & Amalfi with Azamara Cruises
Cruise
 (4)

11 Days (10 Nights) Nice to Venice
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 02 May 2026
Visit: France, Italy, Sicily, Montenegro
Azamara Always Included
Exclusive Savings
Inside
$3,223
Oceanview
$3,815
Balcony
-
Suite
$8,170
From
US$3,223
Save 76
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
$1,011
Oceanview
$1,137
Balcony
$1,281
Suite
$1,791
From
US$1,011
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
$1,049
Oceanview
$1,308
Balcony
$1,608
Suite
$2,378
From
US$1,049
Save 983
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
$1,820
Oceanview
$2,719
Balcony
$2,072
Suite
$2,820
From
US$1,820
Per Person
View Trip
13 Day Nice to Nice with Silversea
Cruise

13 Days (12 Nights) Nice to Nice
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Mar 2026 to Aug 2026
Visit: France, Italy, Malta, Sicily
All-Inclusive Fare
Last Minute Fare
Inside
-
Oceanview
$5,500
Balcony
$6,100
Suite
$11,840
From
US$5,500
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
Departures: Mar 2026 to Oct 2027
Visit: Greece, Montenegro, Sicily, Spain
Princess Standard
Sanctuary Collection
Inside
$1,204
Oceanview
$1,444
Balcony
$1,489
Suite
$1,829
From
US$1,204
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
$2,174
Oceanview
$2,374
Balcony
$2,699
Suite
$7,195
From
US$2,174
Save 1,586
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 & Onboard Credit
Inside
$1,039
Oceanview
$1,169
Balcony
$1,319
Suite
$1,809
From
US$1,039
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
With Love From the World
Inside
$1,807
Oceanview
-
Balcony
-
Suite
$5,775
From
US$5,775
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
$800
Oceanview
$900
Balcony
$1,070
Suite
$1,830
From
US$800
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
Exclusive Savings
Inside
$1,209
Oceanview
-
Balcony
$1,699
Suite
$3,540
From
US$1,209
Save 142
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
$1,013
Oceanview
$1,183
Balcony
$1,326
Suite
$1,836
From
US$1,013
Per Person
View Trip
12 Day Best Of Italy & Croatia Cruise with Celebrity Cruises
Cruise

12 Days (11 Nights) Rome to Bologna
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 18 May 2026
Visit: Italy, Sicily, Montenegro, Croatia
Exclusive Savings
Inside
$1,403
Oceanview
$2,562
Balcony
$4,399
Suite
$7,973
From
US$1,403
Save 918
Per Person
View Trip
10 Day Mysteries Of History with Oceania Cruises
Cruise
 (3)

10 Days (9 Nights) Rome to Istanbul
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 24 May 2027
Visit: Italy, Sicily, Greece, Turkey
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$2,643
Oceanview
$2,885
Balcony
$4,389
Suite
$6,232
From
US$2,643
Save 2,755
Per Person
View Trip
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