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Virgin Islands Cruises Starting In February 2026, 2027 and 2028

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60 Cruises (531 Cruise Departures)
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Feb 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,239
Oceanview
$1,409
Balcony
$1,659
Suite
$2,332
From
US$1,239
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 14 February 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,333
From
US$6,333
Save 3,455
Per Person
View Trip
22 Day Amazonian Exploration with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 18 February 2028
Visit: Brazil, Barbados, Guadeloupe, Virgin Islands, USA
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$6,854
Oceanview
$7,145
Balcony
$9,376
Suite
$13,062
From
US$6,854
Save 7,144
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,644
From
US$644
Per Person
View Trip
12 Day Southern Caribbean From New York To New York with Norwegian Cruise Line
Cruise

12 Days (11 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Breakaway
Departure: 03 February 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Martin
Inside
$1,069
Oceanview
$1,249
Balcony
$1,519
Suite
-
From
US$1,069
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Majestic Princess
Departure: 14 February 2026
Visit: USA, Dominican Republic, Puerto Rico, Sint Maarten, Virgin Islands
Princess Standard
Inside
$1,324
Oceanview
-
Balcony
-
Suite
-
From
US$1,324
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$845
Oceanview
$905
Balcony
$1,482
Suite
$1,962
From
US$845
Save 322
Per Person
View Trip
15 Day Discover Island Rhythms & Coastal Dreams with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$12,492
Balcony
-
Suite
$16,033
From
US$12,492
Save 13,188
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,289
Oceanview
$1,489
Balcony
$1,759
Suite
$2,603
From
US$1,289
Per Person
View Trip
8 Day A Journey of Paradise Coves and Puerto Rican Spirits with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,895
Suite
$4,510
From
US$3,895
Per Person
View Trip
8 Day Eastern Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Joy
Departures: Feb 2026 to Mar 2026
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Inside
$779
Oceanview
$899
Balcony
$999
Suite
$1,199
From
US$779
Per Person
View Trip
8 Day Valiant Valentine's Voyage with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 February 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands, Saint Martin
Inside
$1,903
Oceanview
$2,568
Balcony
-
Suite
$3,073
From
US$3,073
Per Person
View Trip
8 Day A Journey From Glorious Shorelines To Nature's Allure with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,720
Suite
$5,440
From
US$4,720
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Apr 2028
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,615
Balcony
-
Suite
$6,313
From
US$4,615
Save 7,132
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Oct 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Bonus Onboard Credit
Inside
$605
Oceanview
$763
Balcony
$1,172
Suite
$1,813
From
US$605
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: Feb 2026 to Apr 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Dominica, Barbados
Exclusive Savings
Inside
$642
Oceanview
$727
Balcony
$970
Suite
$1,276
From
US$683
Save 519
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,239
Oceanview
$1,439
Balcony
$1,709
Suite
$2,555
From
US$1,239
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Dec 2027 to Feb 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$729
Oceanview
$879
Balcony
$1,049
Suite
$1,619
From
US$729
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$892
Oceanview
$952
Balcony
$1,649
Suite
$2,129
From
US$892
Save 383
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$801
Oceanview
$881
Balcony
$1,398
Suite
$1,898
From
US$801
Save 455
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia
Departures: Feb 2026 to Mar 2028
Visit: Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Virgin Islands, Puerto Rico
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$4,787
Balcony
-
Suite
$4,816
From
US$4,816
Save 7,412
Per Person
View Trip
9 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 12 February 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Inside
$1,188
Oceanview
$1,272
Balcony
$1,758
Suite
$4,960
From
US$1,188
Per Person
View Trip
8 Day Southern Caribbean Cruise San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,269
Oceanview
$1,449
Balcony
$1,709
Suite
$2,400
From
US$1,269
Per Person
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 February 2026
Visit: USA, Virgin Islands, Sint Maarten, Puerto Rico, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,208
From
US$10,208
Save 200
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,820
From
US$4,180
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara, Emerald Azzurra
Departures: Feb 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,691
Balcony
-
Suite
$5,291
From
US$3,691
Save 18,047
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Mar 2027
Visit: Dominican Republic, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Inside
$689
Oceanview
$849
Balcony
$1,319
Suite
$1,858
From
US$689
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$598
Oceanview
$818
Balcony
$928
Suite
$2,771
From
US$598
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to The Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 10 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,574
Balcony
-
Suite
$8,854
From
US$6,574
Save 8,916
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jan 2026 to Feb 2026
Visit: USA, Virgin Islands, Sint Maarten, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,257
Oceanview
$1,578
Balcony
$1,798
Suite
$3,904
From
US$1,257
Save 698
Per Person
View Trip
Results: 31-60 of 60

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