Sicily Cruises Starting In September 2026, 2027 and 2028

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22 Days
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$159,998pp
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89 Cruises (1,356 Cruise Departures)
Cruise

15 Days (14 Nights) Dubrovnik to Rome
Cruise Line: Seabourn
Departure: 04 September 2027
Visit: Croatia, Slovenia, Montenegro, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$12,579
Suite
$17,764
From
US$12,579
Per Person
View Trip
Cruise

8 Days (7 Nights) Palermo to Palermo
Cruise Line: MSC Cruises
Departures: May 2026 to Nov 2027
Visit: Sicily, Italy, France, Spain, Tunisia
Drinks & WiFi Package
Inside
$1,000
Oceanview
$1,140
Balcony
$1,063
Suite
$2,330
From
US$1,000
Per Person
View Trip
Cruise

11 Days (10 Nights) Rome to Bologna
Cruise Line: Celebrity Cruises
Departure: 17 September 2027
Visit: Italy, Sicily, Croatia, Montenegro
Exclusive Savings
Inside
$1,948
Oceanview
$2,199
Balcony
$2,599
Suite
$5,949
From
US$1,948
Save 1,165
Per Person
View Trip
Cruise

8 Days (7 Nights) Naples to Naples
Cruise Line: MSC Cruises
Departures: May 2026 to Nov 2027
Visit: Italy, France, Spain, Tunisia, Sicily
Inside
$863
Oceanview
$1,033
Balcony
$1,193
Suite
$2,220
From
US$863
Per Person
View Trip
Cruise

8 Days (7 Nights) Barcelona to Bologna
Cruise Line: Royal Caribbean
Departures: May 2027 to Sep 2027
Visit: Spain, France, Corsica, Italy, Sicily
Bonus Onboard Credit
Exclusive Savings
Inside
$970
Oceanview
$1,490
Balcony
$1,623
Suite
$2,233
From
US$970
Save 541
Per Person
View Trip
Cruise

8 Days (7 Nights) Barcelona to Rome
Cruise Line: Silversea
Ship: Silver Muse
Departure: 07 September 2026
Visit: Spain, Sardinia, Tunisia, Sicily, Italy
Last Minute Fare
All-Inclusive Plus Fare
Inside
-
Oceanview
$5,250
Balcony
$5,950
Suite
$10,800
From
US$5,250
Per Person
View Trip
Cruise

12 Days (11 Nights) Bologna to Rome
Cruise Line: Celebrity Cruises
Departure: 27 September 2027
Visit: Italy, Croatia, Montenegro, Sicily
Exclusive Savings
Inside
$2,510
Oceanview
$2,633
Balcony
$3,253
Suite
$5,449
From
US$2,510
Save 1,457
Per Person
View Trip
Cruise

9 Days (8 Nights) Rome to Venice
Cruise Line: Regent Seven Seas
Departure: 02 September 2027
Visit: Italy, Sicily, Malta, Montenegro, Croatia
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,399
Suite
$10,399
From
US$9,399
Save 9,399
Per Person
View Trip
Tour + Cruise

12 Days Malta to Rome
Operated By: Tauck
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
Tour + Cruise

12 Days Rome to Malta
Operated By: Tauck
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
Cruise

8 Days (7 Nights) Livorno to Livorno
Cruise Line: MSC Cruises
Departures: May 2026 to Nov 2027
Visit: Italy, France, Spain, Tunisia, Sicily
Drinks & WiFi Package
Inside
$993
Oceanview
$1,163
Balcony
$1,317
Suite
$2,237
From
US$993
Per Person
View Trip
Cruise

8 Days (7 Nights) Venice to Monte Carlo
Cruise Line: Silversea
Ship: Silver Ray
Departure: 04 September 2027
Visit: Italy, Croatia, Sicily, Monaco
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,200
Suite
$10,500
From
US$6,200
Save 2,500
Per Person
View Trip
Cruise

8 Days (7 Nights) Bologna to Rome
Cruise Line: Norwegian Cruise Line
Departures: Jul 2026 to Sep 2026
Visit: Italy, Croatia, Montenegro, Greece, Sicily
Inside
$909
Oceanview
$959
Balcony
$1,429
Suite
$1,579
From
US$909
Per Person
View Trip
Cruise

12 Days (11 Nights) Rome to Bologna
Cruise Line: Celebrity Cruises
Departures: Jul 2026 to Sep 2026
Visit: Italy, Sicily, Croatia, Montenegro
Exclusive Savings
Inside
$1,599
Oceanview
$1,699
Balcony
$2,599
Suite
$7,049
From
US$1,599
Save 1,188
Per Person
View Trip
Cruise

15 Days (14 Nights) Trieste to Rome
Cruise Line: Regent Seven Seas
Departure: 16 September 2027
Visit: Italy, Croatia, Greece, Turkey, Sicily
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$20,149
From
US$20,149
Save 20,149
Per Person
View Trip
New ReleaseCruise

12 Days (11 Nights) Venice to Rome
Cruise Line: Scenic
Ship: Scenic Ikon
Departures: Jun 2028 to Sep 2028
Visit: Italy, Croatia, Sicily
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,673
Suite
$18,234
From
US$15,673
Save 2,390
Per Person
View Trip
Cruise

11 Days (10 Nights) Bologna to Rome
Cruise Line: Celebrity Cruises
Departure: 11 September 2026
Visit: Italy, Croatia, Montenegro, Sicily
Exclusive Savings
Inside
$1,899
Oceanview
$2,698
Balcony
-
Suite
-
From
US$1,899
Save 1,119
Per Person
View Trip
Cruise

8 Days (7 Nights) Bologna to Rome
Cruise Line: Norwegian Cruise Line
Departures: Jun 2026 to Aug 2027
Visit: Italy, Croatia, Montenegro, Greece, Sicily
Inside
$779
Oceanview
$919
Balcony
$1,609
Suite
$1,659
From
US$779
Per Person
View Trip
Cruise

8 Days (7 Nights) Dubrovnik to Rome
Cruise Line: Seabourn
Departure: 23 September 2028
Visit: Croatia, Montenegro, Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$5,669
Suite
$8,999
From
US$5,669
Per Person
View Trip
Cruise

8 Days (7 Nights) Dubrovnik to Rome
Cruise Line: Seabourn
Departure: 11 September 2027
Visit: Croatia, Montenegro, Sicily, Italy
Inside
-
Oceanview
-
Balcony
$5,864
Suite
$8,924
From
US$5,864
Per Person
View Trip
Cruise

11 Days (10 Nights) Rome to Rome
Cruise Line: Celebrity Cruises
Departures: May 2026 to Oct 2027
Visit: Italy, Sicily, Greece, Croatia, Montenegro
Exclusive Savings
Inside
$1,727
Oceanview
$1,945
Balcony
$2,501
Suite
$6,395
From
US$1,727
Save 1,689
Per Person
View Trip
Cruise

15 Days (14 Nights) Rome to Athens
Cruise Line: Regent Seven Seas
Departure: 09 September 2027
Visit: Italy, Sicily, Montenegro, Croatia, Greece
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,649
From
US$19,649
Save 19,649
Per Person
View Trip
Cruise

8 Days (7 Nights) Bologna to Rome
Cruise Line: Royal Caribbean
Departure: 20 September 2027
Visit: Italy, Croatia, Montenegro, Greece, Sicily
Bonus Onboard Credit
Exclusive Savings
Inside
$1,197
Oceanview
$1,496
Balcony
$1,869
Suite
$2,499
From
US$1,197
Save 592
Per Person
View Trip
Cruise

8 Days (7 Nights) Rome to Trieste
Cruise Line: Regent Seven Seas
Departure: 09 September 2027
Visit: Italy, Sicily, Montenegro, Croatia
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,099
Suite
$10,549
From
US$10,099
Save 10,099
Per Person
View Trip
Cruise

11 Days (10 Nights) Rome to Venice
Cruise Line: Silversea
Ship: Silver Muse
Departure: 14 September 2026
Visit: Italy, Sicily, Montenegro, Croatia
All-Inclusive Fare
Inside
-
Oceanview
$10,100
Balcony
$10,400
Suite
$19,400
From
US$10,100
Per Person
View Trip
Cruise

8 Days (7 Nights) Barcelona to Barcelona
Cruise Line: MSC Cruises
Departures: May 2026 to Nov 2027
Visit: Spain, Tunisia, Sicily, Italy, France
Drinks & WiFi Package
Inside
$966
Oceanview
$1,106
Balcony
$1,286
Suite
$2,226
From
US$966
Per Person
View Trip
Cruise

8 Days (7 Nights) Athens to Rome
Cruise Line: Regent Seven Seas
Departure: 23 September 2027
Visit: Greece, Turkey, Sicily, Italy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,949
Suite
$11,049
From
US$10,949
Save 10,949
Per Person
View Trip
Cruise

8 Days (7 Nights) Barcelona to Rome
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Aug 2026 to Sep 2026
Visit: Spain, Tunisia, Malta, Sicily, Italy
A Spontaneous Summer Invitation
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,600
From
US$4,600
Per Person
View Trip
Cruise

8 Days (7 Nights) Barcelona to Rome
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Jun 2027 to Oct 2027
Visit: Spain, Tunisia, Malta, Sicily, Italy
Inside
-
Oceanview
-
Balcony
-
Suite
$4,700
From
US$4,700
Per Person
View Trip
Results: 61-89 of 89

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