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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 104 unique cruise itineraries and 1,500 departures available, operated by eighteen of the world's leading cruise lines departing in May.
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104 Cruises (1,500 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
$3,599
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
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
$3,810
Oceanview
$3,994
Balcony
$5,207
Suite
$7,933
From
US$3,810
Save 89
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 Italian Sojourn with Viking Cruises
Cruise
 (2)

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
$3,599
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 Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$8,175
Balcony
-
Suite
$10,870
From
US$8,175
Save 702
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
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
$669
Oceanview
$649
Balcony
$879
Suite
$1,129
From
US$649
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
4 Day Mediterranean with MSC Cruises
Cruise

4 Days (3 Nights) Barcelona to Palermo
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departure: 05 May 2026
Visit: Spain, Tunisia, Sicily
Inside
$329
Oceanview
-
Balcony
$499
Suite
-
From
US$329
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$24,425
From
US$24,425
Save 725
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
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 Always Included
Inside
$1,719
Oceanview
$2,029
Balcony
-
Suite
$4,426
From
US$1,719
Per Person
View Trip
11 Day Best Of Italy & Croatia Cruise with Celebrity Cruises
Cruise

11 Days (10 Nights) Bologna to Rome
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: May 2026 to Aug 2026
Visit: Italy, Croatia, Montenegro, Sicily
Exclusive Savings
Inside
$1,824
Oceanview
$2,479
Balcony
$2,874
Suite
$4,912
From
US$1,824
Save 1,134
Per Person
View Trip
11 Day Jewels of the Mediterranean with Scenic
New ReleaseCruise

11 Days (10 Nights) Palma de Mallorca to Valletta
Cruise Line: Scenic
Ship: Scenic Eclipse II
Departure: 03 May 2027
Visit: Spain, Sardinia, Sicily, Malta
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,240
Suite
$18,918
From
US$12,240
Save 1,605
Per Person
View Trip
10 Day From Croatia to the Amalfi Coast via Sicily with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Dubrovnik to Rome
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: May 2027 to Oct 2027
Visit: Croatia, Italy, Greece, Sicily
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$7,596
Balcony
-
Suite
$10,150
From
US$7,596
Save 952
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
Sanctuary Collection
Inside
$1,319
Oceanview
$1,819
Balcony
$2,049
Suite
$2,509
From
US$1,319
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
$869
Oceanview
$1,619
Balcony
$1,269
Suite
$1,369
From
US$869
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
$5,520
From
US$5,520
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
$3,028
Suite
$4,871
From
US$3,028
Save 3,324
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
-
Balcony
$2,341
Suite
$5,390
From
US$2,341
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
$1,010
Oceanview
$1,050
Balcony
$1,240
Suite
$1,690
From
US$1,010
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
Exclusive Savings
Inside
$1,019
Oceanview
$1,149
Balcony
$1,319
Suite
$1,769
From
US$1,019
Save 59
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
$831
Oceanview
$931
Balcony
$1,111
Suite
-
From
US$831
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
$860
Oceanview
$1,100
Balcony
$1,260
Suite
$1,740
From
US$860
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
$1,525
Oceanview
$2,894
Balcony
$1,825
Suite
$2,280
From
US$1,525
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
$1,974
Oceanview
$2,174
Balcony
$3,513
Suite
$4,877
From
US$1,974
Save 1,167
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
$3,499
From
US$1,389
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
Exclusive Savings
Inside
$1,000
Oceanview
$1,110
Balcony
$1,240
Suite
$1,690
From
US$1,000
Save 53
Per Person
View Trip
Results: 1-30 of 104

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