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1,860 Cruises (4,669 Cruise Departures)
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$789
Oceanview
$819
Balcony
$1,454
Suite
$1,699
From
US$789
Per Person
View Trip
36 Day Caribbean with Cunard
Cruise
 (6)

36 Days (35 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 11 January 2028
Visit: England, Spain, Saint Martin, Grenada (+8 more), Saint Lucia, Barbados, Dominica, Bonaire, Curacao, Saint Kitts and Nevis, Virgin Islands, Portugal
Value Fare
Inside
$4,899
Oceanview
$7,699
Balcony
$7,799
Suite
$19,699
From
US$4,899
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 07 March 2027
Visit: USA, Mexico, Honduras, Belize, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,611
Oceanview
$1,711
Balcony
$2,151
Suite
$2,951
From
US$1,611
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 23 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
Princess Standard
Inside
$1,114
Oceanview
-
Balcony
$1,924
Suite
$2,539
From
US$1,114
Per Person
View Trip
15 Day Southern Caribbean Islander with Princess
Cruise
 (1)

15 Days (14 Nights) New York to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 06 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Saint Lucia, Barbados, Aruba, Turks and Caicos Islands
Princess Standard
Inside
$1,579
Oceanview
-
Balcony
$1,699
Suite
$2,349
From
US$1,579
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Mar 2028 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Virgin Islands, Saint Martin
Princess Standard
Inside
$1,653
Oceanview
-
Balcony
$2,003
Suite
$3,003
From
US$1,653
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,581
Oceanview
-
Balcony
$1,686
Suite
$2,081
From
US$1,581
Per Person
View Trip
7 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Dominican Republic
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,900
From
US$714
Per Person
View Trip
22 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 22 November 2026
Visit: USA, Jamaica, Colombia, Panama (+7 more), Costa Rica, Honduras, Belize, Curacao, Aruba, Dominican Republic, Cayman Islands
Inside
$2,435
Oceanview
$2,715
Balcony
$3,305
Suite
-
From
US$2,435
Per Person
View Trip
21 Day Transatlantic Crossing And Eastern Caribbean with Cunard
Cruise
 (6)

21 Days (20 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 06 March 2028
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin, England
Inside
-
Oceanview
-
Balcony
-
Suite
$15,039
From
US$15,039
Per Person
View Trip
7 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (7)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 November 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$744
Oceanview
$874
Balcony
$1,074
Suite
$1,479
From
US$744
Per Person
View Trip
15 Day MSC Grand Voyages with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Barcelona to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departure: 18 November 2026
Visit: Spain, Saint Martin, Saint Kitts and Nevis, Saint Vincent, Barbados
Inside
$881
Oceanview
$1,151
Balcony
$1,261
Suite
$3,741
From
US$881
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 23 January 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,900
From
US$714
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,400
From
US$833
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
-
Oceanview
-
Balcony
$1,473
Suite
-
From
US$1,473
Per Person
View Trip
12 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 22 March 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Grenada, Dominica, Antigua and Barbuda
Exclusive Savings
Inside
$1,515
Oceanview
$1,691
Balcony
$1,748
Suite
$6,640
From
US$1,745
Save 660
Per Person
View Trip
6 Day Red Hot Sailing Club Voyage from Miami with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 08 November 2027
Visit: USA, Mexico, Bahamas
Inside
$595
Oceanview
$745
Balcony
$945
Suite
$2,650
From
US$595
Per Person
View Trip
15 Day Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Inside
$3,959
Oceanview
$4,769
Balcony
$5,899
Suite
$8,559
From
US$3,959
Per Person
View Trip
8 Day Key West, Grand Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 04 December 2027
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$959
Oceanview
$1,034
Balcony
$1,264
Suite
$3,296
From
US$1,127
Save 385
Per Person
View Trip
6 Day Dominican Republic & Bimini New Year's with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 30 December 2026
Visit: USA, Dominican Republic, Bahamas
Inside
$1,411
Oceanview
$1,578
Balcony
$1,697
Suite
$3,400
From
US$1,411
Per Person
View Trip
13 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 07 February 2028
Visit: USA, Bonaire, Aruba, Curacao (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,405
Oceanview
$1,605
Balcony
$1,905
Suite
$5,988
From
US$1,658
Save 554
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: Valiant Lady
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$3,983
From
US$1,043
Per Person
View Trip
7 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,274
Oceanview
-
Balcony
$1,574
Suite
$2,049
From
US$1,274
Per Person
View Trip
10 Day Eastern Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Bonus Onboard Credit
Value Fare
Inside
$799
Oceanview
$949
Balcony
$1,099
Suite
$2,999
From
US$799
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departure: 19 December 2026
Visit: Martinique, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Inside
$1,378
Oceanview
$1,648
Balcony
$1,738
Suite
$2,798
From
US$1,378
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 12 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,079
Oceanview
$1,325
Balcony
$1,391
Suite
$4,096
From
US$1,223
Save 488
Per Person
View Trip
8 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,699
Oceanview
$2,209
Balcony
$2,809
Suite
$4,339
From
US$1,699
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Princess Standard
Inside
$804
Oceanview
-
Balcony
$994
Suite
$1,279
From
US$804
Per Person
View Trip
12 Day Southern Caribbean with Barbados Holiday with Princess
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 24 December 2027
Visit: USA, Saint Kitts and Nevis, Dominica, Barbados (+4 more), Guadeloupe, Saint Martin, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,499
Oceanview
-
Balcony
$1,849
Suite
$2,649
From
US$1,499
Per Person
View Trip
8 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visit: Puerto Rico, Curacao, Aruba, Bonaire, USA
Princess Standard
Inside
$699
Oceanview
$949
Balcony
$1,324
Suite
$1,949
From
US$699
Per Person
View Trip
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Routes

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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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