Virgin Islands Cruises Starting In October 2027 and 2028

If you're looking at joining a cruise to Virgin Islands in October 2027 or 2028, we have 16 unique cruise itineraries and 384 departures available, operated by seven of the world's leading cruise lines departing in October.
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16 Cruises (384 Departures)
16 Cruises (384 Departures)
Departures
Duration
8 Days
14 Days
Start & End Cities
Ship Size
Ship Features
Operators
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Price
$300pp
$30,903pp
Countries
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Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Departures: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$946
Oceanview
$1,051
Balcony
$1,199
Suite
$1,497
From (Per Person)
A$946
Save 18
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Jun 2027 to Oct 2028
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,329
Oceanview
$1,454
Balcony
$1,474
Suite
$3,060
From (Per Person)
A$1,329
Save 1,117
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: May 2027 to Oct 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands
Exclusive Savings
Inside
$1,995
Oceanview
$2,264
Balcony
$2,477
Suite
$4,529
From (Per Person)
A$1,995
Save 1,422
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Aug 2027 to Oct 2028
Visits: USA, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,557
Oceanview
$1,740
Balcony
$1,798
Suite
$3,835
From (Per Person)
A$1,557
Save 1,396
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Nov 2026 to Sep 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,346
Oceanview
$1,504
Balcony
$1,557
Suite
$3,180
From (Per Person)
A$1,346
Save 2,606
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departures: Dec 2027 to Mar 2029
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$877
Oceanview
$1,093
Balcony
$1,271
Suite
$1,885
From (Per Person)
A$877
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 21 October 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,746
Oceanview
$1,914
Balcony
$2,158
Suite
$3,904
From (Per Person)
A$1,746
Save 919
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Departures: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$947
Oceanview
$1,439
Balcony
$1,587
Suite
$1,989
From (Per Person)
A$947
Save 22
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departures: May 2027 to Sep 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,047
Oceanview
$1,115
Balcony
$1,675
Suite
$2,246
From (Per Person)
A$1,047
Save 895
Per Person
Cruise
 (6)

10 Days (9 Nights) New York to San Juan
Operator: Azamara
Departure: 28 October 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,835
Oceanview
$3,286
Balcony
$4,030
Suite
$6,902
From (Per Person)
A$2,835
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departure: 09 October 2027
Visits: USA, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,807
Oceanview
$1,884
Balcony
$2,269
Suite
$4,282
From (Per Person)
A$1,807
Save 953
Per Person
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
Cruise

14 Days (13 Nights) New York to Miami
Operator: Silversea
Departure: 21 October 2028
Visits: USA, Bermuda, Virgin Islands, Saint Barthelemy, Aruba
Exclusive Savings
Oceanview
$6,835
Balcony
$7,864
Suite
$7,019
From (Per Person)
A$6,835
Save 2,465
Per Person
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
$1,093
Oceanview
$1,291
Balcony
$1,885
Suite
$2,627
From (Per Person)
A$1,093
Per Person
Cruise

10 Days (9 Nights) Boston to San Juan
Operator: Celebrity Cruises
Departure: 20 October 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$1,521
Oceanview
$1,593
Balcony
$1,797
Suite
$5,584
From (Per Person)
A$1,521
Save 962
Per Person
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
$1,301
Balcony
$1,924
Suite
$2,677
From (Per Person)
A$1,122
Per Person
Results: 16 results

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