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1,860 Cruises (4,669 Cruise Departures)
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$1,160
Save 50
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer Holiday with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$2,088
Oceanview
$2,767
Balcony
$2,596
Suite
$3,818
From
US$2,088
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,237
Suite
$3,750
From
US$763
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departure: 31 December 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$2,049
Oceanview
$2,520
Balcony
$3,224
Suite
$4,049
From
US$2,049
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$829
Oceanview
-
Balcony
$904
Suite
$1,319
From
US$829
Per Person
View Trip
26 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

26 Days (25 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 10 November 2026
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Bonus Onboard Credit
Value Fare
Inside
$3,358
Oceanview
$4,523
Balcony
$5,099
Suite
$13,188
From
US$3,358
Per Person
View Trip
8 Day Southern Caribbean Cruise New Year’s with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visit: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$1,673
Oceanview
$1,813
Balcony
$2,093
Suite
$4,380
From
US$1,673
Per Person
View Trip
18 Day Caribbean Carried Away with Oceania Cruises
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 17 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,999
Oceanview
$6,299
Balcony
$7,549
Suite
$10,649
From
US$4,999
Save 4,999
Per Person
View Trip
8 Day A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 15 April 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,041
Oceanview
$1,141
Balcony
$1,266
Suite
$3,216
From
US$1,233
Save 433
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$2,048
Oceanview
$2,198
Balcony
$2,938
Suite
$3,858
From
US$2,048
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: Sep 2026 to Oct 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$729
Oceanview
$859
Balcony
$1,124
Suite
$1,604
From
US$729
Save 524
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (9)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 21 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Martinique, Dominica, Grenada
Princess Standard
Inside
$1,592
Oceanview
$1,622
Balcony
$2,572
Suite
$3,432
From
US$1,592
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 17 October 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Mexico, Belize, Honduras
Princess Standard
Inside
$1,018
Oceanview
-
Balcony
$1,168
Suite
$1,778
From
US$1,018
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (3)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Inside
$2,919
Oceanview
$3,449
Balcony
$4,119
Suite
$6,349
From
US$2,919
Per Person
View Trip
8 Day Southern Caribbean with Puerto Rico with Princess
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Crown Princess
Departure: 05 February 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Princess Standard
Inside
$1,049
Oceanview
$1,226
Balcony
$1,624
Suite
$1,849
From
US$1,049
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic
Departures: Dec 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$829
Oceanview
$1,209
Balcony
$1,169
Suite
$1,319
From
US$829
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Inside
$1,129
Oceanview
$1,279
Balcony
$1,499
Suite
$2,299
From
US$1,129
Per Person
View Trip
11 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (2)

11 Days (10 Nights) Colon to Fort-de-France
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 12 March 2027
Visit: Panama, Colombia, Bonaire, Saint Vincent, Saint Lucia, Guadeloupe, Martinique
Inside
-
Oceanview
-
Balcony
$7,950
Suite
$11,330
From
US$7,950
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,778
Oceanview
$1,758
Balcony
$1,988
Suite
$2,918
From
US$1,758
Per Person
View Trip
16 Day Southern Caribbean Cruise: Dominica, Bequia & Grenada with Azamara Cruises
Cruise
 (5)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 12 December 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,929
Oceanview
$4,939
Balcony
$6,129
Suite
$9,429
From
US$3,929
Per Person
View Trip
28 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 12 November 2027
Visit: England, USA, Virgin Islands, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Value Fare
Inside
$3,489
Oceanview
$4,889
Balcony
$5,099
Suite
$12,919
From
US$3,489
Per Person
View Trip
6 Day Bahamas From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Oct 2026 to Mar 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$509
Oceanview
$569
Balcony
$659
Suite
$759
From
US$509
Per Person
View Trip
22 Day Southern Caribbean & Panama Canal: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departure: 30 October 2026
Visit: USA, Dominican Republic, Curacao, Aruba (+5 more), Bahamas, Colombia, Panama, Costa Rica, Jamaica
Fare Saver
Inside
$1,839
Oceanview
$2,109
Balcony
$2,739
Suite
$5,709
From
US$1,839
Per Person
View Trip
8 Day Key West, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 20 November 2027
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$1,086
Oceanview
$1,196
Balcony
$1,321
Suite
$3,266
From
US$1,274
Save 425
Per Person
View Trip
14 Day MSC Grand Voyages with MSC Cruises
Cruise
 (3)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$1,904
Oceanview
$2,295
Balcony
$2,499
Suite
$5,271
From
US$1,904
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Inside
$1,429
Oceanview
$1,609
Balcony
$1,709
Suite
$2,049
From
US$1,429
Per Person
View Trip
22 Day Amazonian Spirit with Oceania Cruises
Cruise
 (1)

22 Days (21 Nights) Rio de Janeiro to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 19 March 2027
Visit: Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$6,149
Oceanview
$6,499
Balcony
$8,999
Suite
$12,599
From
US$6,149
Save 6,149
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Apr 2027 to Jan 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,073
From
US$833
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 17 April 2027
Visit: USA, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,043
Oceanview
$1,323
Balcony
$1,393
Suite
$3,003
From
US$1,043
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Travel Styles

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Cities

Cruises from Baltimore 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 Marigot 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 Quebec City Cruises from Reykjavik Cruises from San Francisco Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso Cruises from Vancouver Cruises from Vancouver

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 Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Fort Lauderdale 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 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 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 Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown 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 Buenos Aires 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 Francisco to San Francisco 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 Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany 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 Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from France to USA Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal 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 Brazil to Argentina 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 Saint Martin to Barbados 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 Argentina 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

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity 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 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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