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Caribbean Cruises Starting In January 2027, 2028 and 2029

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620 Cruises (3,006 Departures)
620 Cruises (3,006 Departures)
Departures
Duration
5 Days
141 Days
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Price
$300pp
$191,550pp
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14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departure: 02 January 2028
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Mexico
Exclusive Savings
Inside
$2,939
Oceanview
$3,434
Balcony
$3,593
Suite
$6,474
From (Per Person)
A$2,939
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Operator: MSC Cruises
Ship: MSC World Asia
Departures: Nov 2027 to Jan 2028
Visits: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,489
Oceanview
$1,964
Balcony
$2,102
Suite
$3,488
From (Per Person)
A$1,489
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ships: Caribbean Princess, Emerald Princess
Departures: Jan 2028 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$1,947
Oceanview
$2,358
Balcony
$3,026
Suite
$3,942
From (Per Person)
A$1,947
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 World Asia
Departures: Nov 2027 to Jan 2028
Visits: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,489
Oceanview
$1,964
Balcony
$2,102
Suite
$2,706
From (Per Person)
A$1,489
Per Person
View Trip
91 Day South America Discovery with Cunard
Cruise

91 Days (90 Nights) Hamburg to Hamburg
Operator: Cunard
Ship: Queen Anne
Departure: 07 January 2029
Visits: Germany, England, Portugal, USA +12 more, Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Panama, Aruba, Spain
Exclusive Savings
Inside
$23,296
Oceanview
$29,830
Balcony
$36,661
Suite
$64,380
From (Per Person)
A$23,296
Per Person
View Trip
8 Day Jewels of the Northern Caribbean with Ponant
Cruise

8 Days (7 Nights) La Romana to Nassau
Operator: Ponant
Ship: Le Champlain
Departure: 26 January 2028
Visits: Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Balcony
$7,750
Suite
$12,959
From (Per Person)
A$7,750
Save 210
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Caribbean Princess, Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$825
Oceanview
$1,043
Balcony
$1,370
Suite
$1,820
From (Per Person)
A$825
Per Person
View Trip
17 Day An Extended Journey of Island Energy & Ocean Tranquillity with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada +7 more, Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
Exclusive Savings
Suite
$17,287
From (Per Person)
A$17,287
Save 353
Per Person
View Trip
7 Day Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Legend Of The Seas
Departure: 03 January 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,796
Oceanview
$2,908
Balcony
$2,733
Suite
$3,867
From (Per Person)
A$2,733
Save 1,519
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Serenade of the Seas
Departure: 07 January 2028
Visits: USA, Mexico, Honduras, Belize
Exclusive Savings
Inside
$1,210
Oceanview
$1,590
Balcony
$1,955
Suite
$2,219
From (Per Person)
A$1,210
Save 687
Per Person
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ships: Adventure of the Seas, Symphony of the Seas
Departures: Jan 2027 to Aug 2027
Visits: USA, Bahamas, Dominican Republic, Aruba, Curacao
Exclusive Savings
Inside
$1,407
Oceanview
$1,985
Balcony
$2,338
Suite
$5,106
From (Per Person)
A$1,407
Save 1,075
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Star Princess
Departures: Nov 2028 to Feb 2029
Visits: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$2,519
Oceanview
$2,768
Balcony
$3,307
Suite
$4,362
From (Per Person)
A$2,519
Per Person
View Trip
8 Day St. Thomas & Antigua Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2026 to Mar 2027
Visits: USA, Bahamas, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$1,288
Oceanview
$1,525
Balcony
$2,227
Suite
$5,513
From (Per Person)
A$1,288
Save 12,777
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 17 January 2027
Visits: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,153
Oceanview
$1,484
Balcony
$2,210
Suite
$4,147
From (Per Person)
A$1,153
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 15 January 2028
Visits: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
$2,359
Oceanview
$2,755
Balcony
$3,201
Suite
$4,775
From (Per Person)
A$2,359
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departure: 29 January 2028
Visits: USA, Honduras, Mexico
Exclusive Savings
Inside
$1,002
Oceanview
$1,275
Balcony
$1,599
Suite
$2,835
From (Per Person)
A$1,002
Save 597
Per Person
View Trip
9 Day Aruba, Bonaire & Curacao with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Reflection, Celebrity Silhouette
Departures: Dec 2026 to Mar 2029
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,219
Oceanview
$1,550
Balcony
$1,706
Suite
$5,042
From (Per Person)
A$1,219
Save 15,576
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Jewel of the Seas, Radiance of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$530
Oceanview
$573
Balcony
$687
Suite
$1,464
From (Per Person)
A$530
Save 696
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departures: Jan 2028 to Mar 2028
Visits: USA, Bahamas, Mexico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,914
Oceanview
$3,448
Balcony
$3,607
Suite
$6,686
From (Per Person)
A$2,914
Per Person
View Trip
8 Day Key West, Cozumel & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2028 to Mar 2029
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,136
Oceanview
$1,242
Balcony
$1,627
Suite
$3,937
From (Per Person)
A$1,136
Save 1,022
Per Person
View Trip
8 Day St Thomas & Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2027 to Mar 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,423
Oceanview
$1,562
Balcony
$2,000
Suite
$5,191
From (Per Person)
A$1,423
Save 1,307
Per Person
View Trip
13 Day Southern Caribbean with Panama with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departure: 13 January 2028
Visits: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,590
Oceanview
$2,085
Balcony
$3,194
Suite
$3,748
From (Per Person)
A$1,590
Per Person
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jan 2027 to Feb 2027
Visits: USA, Turks and Caicos Islands, Aruba, Curacao
Exclusive Savings
Inside
$1,586
Oceanview
$2,047
Balcony
$3,367
Suite
$5,109
From (Per Person)
A$1,586
Save 937
Per Person
View Trip
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departures: Jan 2029 to Feb 2029
Visits: Puerto Rico, Saint Lucia, Grenada, Barbados +4 more, Saint Vincent, Dominica, Montserrat, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,372
Balcony
$8,788
Suite
$13,702
From (Per Person)
A$7,372
Save 1,478
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Jan 2028
Visits: Puerto Rico, Barbados, Grenada, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,177
Oceanview
$1,213
Balcony
$2,010
Suite
$2,544
From (Per Person)
A$1,177
Save 766
Per Person
View Trip
8 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Star Of The Seas
Departure: 30 January 2028
Visits: USA, Mexico, Jamaica, Bahamas
Exclusive Savings
Inside
$1,965
Oceanview
$2,165
Balcony
$2,404
Suite
$4,195
From (Per Person)
A$1,965
Save 1,068
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$958
Oceanview
$856
Balcony
$1,370
Suite
$2,236
From (Per Person)
A$856
Save 1,090
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 29 January 2028
Visits: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,310
Oceanview
$2,706
Balcony
$3,151
Suite
$4,726
From (Per Person)
A$2,310
Per Person
View Trip
8 Day Treasures Of Aruba, Bonaire & Curacao with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Feb 2029
Visits: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Exclusive Savings
Balcony
$4,590
Suite
$8,422
From (Per Person)
A$4,590
Save 134
Per Person
View Trip
26 Day Roundtrip Fort Lauderdale with Crystal Cruises
Cruise

26 Days (25 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 15 January 2027
Visits: USA, Saint Barthelemy, Martinique, Saint Vincent +6 more, Trinidad and Tobago, Brazil, French Guiana, Barbados, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Oceanview
$20,441
Balcony
$24,932
Suite
$26,939
From (Per Person)
A$20,441
Save 859
Per Person
View Trip
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Travel Styles

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Countries

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Cities

Cruises from Baltimore Cruises from Barcelona Cruises from Boston Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Los Angeles Cruises from Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from Pointe-A-Pitre Cruises from Quebec City Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Tokyo

Routes

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Country Routes

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

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Crystal Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises P&O Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises
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