Caribbean Cruises Starting In January 2027 and 2028

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5 Days
122 Days
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473 Cruises (2,777 Cruise Departures)
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 15 January 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Kitts and Nevis, Saint Martin, Barbados
Bonus Onboard Credit
Inside
$1,348
Oceanview
$1,648
Balcony
-
Suite
$3,569
From
US$1,348
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,690
Suite
$5,460
From
US$4,690
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,387
Oceanview
$1,507
Balcony
$1,627
Suite
$3,128
From
US$1,387
Save 973
Per Person
View Trip
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Jan 2028
Visit: USA, Aruba, Curacao, Panama, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,988
Oceanview
$2,188
Balcony
$2,538
Suite
$7,028
From
US$1,988
Save 1,094
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$775
Oceanview
$838
Balcony
$996
Suite
$1,414
From
US$775
Save 338
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Drinks, WiFi & Onboard Credit
Free Balcony Upgrade
Exclusive Savings
Inside
$627
Oceanview
$854
Balcony
$914
Suite
$1,410
From
US$627
Save 133
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 06 January 2028
Visit: USA, Mexico, Guatemala, Belize, Bahamas
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,355
Suite
$6,230
From
US$5,355
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,273
Suite
$13,520
From
US$7,273
Save 126
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Honduras, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,460
Oceanview
$1,524
Balcony
$1,714
Suite
$2,856
From
US$1,470
Save 1,012
Per Person
View Trip
Cruise

5 Days (4 Nights) San Juan to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 02 January 2028
Visit: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$251
Oceanview
$271
Balcony
$341
Suite
$1,654
From
US$251
Save 263
Per Person
View Trip
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Jan 2028 to Feb 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+7 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Virgin Islands, Bonaire
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$17,488
Balcony
-
Suite
$22,581
From
US$17,488
Save 18,482
Per Person
View Trip
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras (+6 more), Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,000
Suite
$7,910
From
US$7,000
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 07 January 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,171
Suite
$7,563
From
US$7,171
Save 13,427
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departure: 09 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$844
Oceanview
$894
Balcony
$1,069
Suite
$2,759
From
US$844
Save 622
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,042
Oceanview
$1,242
Balcony
$1,542
Suite
$2,790
From
US$1,042
Save 57
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 30 January 2028
Visit: USA, Bahamas, Haiti, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$911
Oceanview
$1,021
Balcony
$1,060
Suite
$2,130
From
US$911
Save 478
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Feb 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$7,092
From
US$4,012
Save 171
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departure: 24 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,271
Oceanview
$1,321
Balcony
$1,471
Suite
$3,837
From
US$1,271
Save 815
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,935
Suite
$5,565
From
US$4,935
Per Person
View Trip
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 21 January 2028
Visit: USA, Mexico, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$960
Balcony
$1,140
Suite
$1,915
From
US$840
Save 456
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 15 January 2028
Visit: Barbados, Grenada, Saint Vincent, Saint Lucia (+5 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,141
Suite
$6,827
From
US$6,141
Save 12,357
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Jan 2026 to Mar 2026
Visit: Martinique, Guadeloupe, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Inside
$721
Oceanview
$969
Balcony
$1,091
Suite
$2,004
From
US$721
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 01 January 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Kitts and Nevis, Saint Martin, Barbados
Bonus Onboard Credit
Inside
$1,498
Oceanview
$1,798
Balcony
$2,628
Suite
$3,714
From
US$1,498
Per Person
View Trip
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Martinique, Grenada, Bonaire, Curacao, Aruba
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,720
Balcony
$5,440
Suite
$11,160
From
US$4,720
Save 1,180
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Jan 2028
Visit: USA, Aruba, Curacao, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$910
Oceanview
$1,115
Balcony
$1,624
Suite
$1,911
From
US$910
Save 500
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Mar 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
$1,469
Oceanview
$1,749
Balcony
$1,889
Suite
$2,306
From
US$1,469
Per Person
View Trip
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
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+4 more), Jamaica, Guatemala, Honduras, Belize
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,840
Suite
$8,890
From
US$7,840
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 04 January 2027
Visit: USA, Haiti, Curacao, Aruba, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$902
Oceanview
$1,091
Balcony
$1,600
Suite
$1,887
From
US$902
Save 500
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Cartagena
Cruise Line: Silversea
Departure: 05 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Curacao, Bonaire, Colombia
All-Inclusive Fare
Inside
-
Oceanview
$6,000
Balcony
$7,600
Suite
-
From
US$6,000
Per Person
View Trip
Results: 331-360 of 473

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Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Vancouver Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Philadelphia to Philadelphia Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Vancouver Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Barbados to USA Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain