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Virgin Islands Cruises Starting In October 2026, 2027 and 2028

If you're looking at joining a cruise to Virgin Islands in October 2026, 2027 or 2028, we have 21 unique cruise itineraries and 406 departures available, operated by five of the world's leading cruise lines departing in October.
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21 Cruises (406 Departures)
21 Cruises (406 Departures)
Departures
Duration
8 Days
10 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Price
$400pp
$27,135pp
Countries
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8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Aug 2026 to Nov 2026
Visits: USA, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,040
Oceanview
$1,075
Balcony
$1,343
Suite
$4,774
From (Per Person)
A$1,115
Save 751
Per Person
View Trip
8 Day St. Thomas & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Oct 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,329
Oceanview
$1,432
Balcony
$1,746
Suite
$4,345
From (Per Person)
A$1,329
Save 1,204
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic +3 more, Norwegian Escape, Norwegian Getaway, Norwegian Prima
Departures: Aug 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,214
Oceanview
$1,333
Balcony
$1,616
Suite
$1,705
From (Per Person)
A$1,214
Save 21
Per Person
View Trip
8 Day Tortola, St. Kitts & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Sep 2026 to Oct 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,266
Oceanview
$1,632
Balcony
$1,726
Suite
$14,753
From (Per Person)
A$1,266
Save 987
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Jun 2027 to Oct 2027
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,555
Oceanview
$1,650
Balcony
$1,746
Suite
$3,887
From (Per Person)
A$1,555
Save 1,225
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Star Of The Seas
Departures: Sep 2026 to Oct 2026
Visits: USA, Bahamas, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,886
Oceanview
$1,970
Balcony
$2,225
Suite
$3,840
From (Per Person)
A$2,117
Save 196
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departures: Sep 2026 to Oct 2026
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,229
Oceanview
$1,495
Balcony
$2,090
Suite
$5,308
From (Per Person)
A$1,229
Save 1,304
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ships: Harmony of the Seas, Star Of The Seas, Utopia of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,440
Oceanview
$1,585
Balcony
$1,555
Suite
$3,272
From (Per Person)
A$1,440
Save 2,050
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2027 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Virgin Islands
Exclusive Savings
Inside
$2,170
Oceanview
$2,263
Balcony
$2,484
Suite
$4,721
From (Per Person)
A$2,170
Save 1,577
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Icon Of The Seas
Departures: Sep 2026 to Jul 2027
Visits: USA, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,787
Oceanview
$2,062
Balcony
$2,152
Suite
$4,166
From (Per Person)
A$1,787
Save 1,574
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Aura, Norwegian Luna
Departures: Aug 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,260
Oceanview
$1,364
Balcony
$1,513
Suite
$2,258
From (Per Person)
A$1,260
Save 30
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Icon Of The Seas
Departures: Aug 2026 to Oct 2026
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,810
Oceanview
$2,031
Balcony
$2,255
Suite
$4,891
From (Per Person)
A$1,810
Save 1,019
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Aug 2027 to Oct 2027
Visits: USA, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,557
Oceanview
$1,740
Balcony
$1,798
Suite
$3,831
From (Per Person)
A$1,557
Save 862
Per Person
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (6)

10 Days (9 Nights) New York to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 28 October 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Exclusive Savings
Inside
$2,545
Oceanview
$2,945
Balcony
$3,597
Suite
$6,138
From (Per Person)
A$2,545
Save 164
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,001
Oceanview
$1,080
Balcony
$1,834
Suite
$2,245
From (Per Person)
A$1,001
Save 870
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Sep 2026 to Oct 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,060
Oceanview
$1,144
Balcony
$1,598
Suite
$2,322
From (Per Person)
A$1,060
Save 652
Per Person
View Trip
10 Day Boston To San Juan Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Boston to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 20 October 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$1,521
Oceanview
$1,593
Balcony
$1,832
Suite
$5,759
From (Per Person)
A$1,521
Save 962
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 09 October 2027
Visits: USA, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,715
Oceanview
$1,968
Balcony
$2,062
Suite
$4,233
From (Per Person)
A$1,715
Save 910
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Exclusive Savings
Inside
$1,103
Oceanview
$1,330
Balcony
$1,904
Suite
$2,825
From (Per Person)
A$1,103
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin
Exclusive Savings
Inside
$1,103
Oceanview
$1,340
Balcony
$1,934
Suite
$2,835
From (Per Person)
A$1,103
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2028
Visits: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Exclusive Savings
Inside
$1,122
Oceanview
$1,340
Balcony
$1,924
Suite
$2,845
From (Per Person)
A$1,122
Per Person
View Trip
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