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1,873 Cruises (4,892 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
Departure: 15 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,459
Oceanview
$1,609
Balcony
$1,729
Suite
$2,419
From
US$1,459
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 22 January 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$717
Oceanview
$780
Balcony
$924
Suite
$1,335
From
US$717
Save 317
Per Person
View Trip
12 Day Cupid In The Caribbean with Regent Seven Seas
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 05 February 2028
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,647
Suite
$9,039
From
US$8,647
Save 14,951
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
Departure: 05 December 2026
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$688
Oceanview
$838
Balcony
$948
Suite
$2,790
From
US$688
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 02 January 2028
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Inside
$1,179
Oceanview
$1,459
Balcony
$1,759
Suite
$2,659
From
US$1,179
Per Person
View Trip
9 Day Beaches of the Grenadines with Emerald Cruises
New ReleaseCruise
 (3)

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,085
Balcony
-
Suite
$7,025
From
US$5,085
Save 7,405
Per Person
View Trip
6 Day Scarlet's Haunted Halloween Soiree with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 31 October 2026
Visit: USA, Mexico, Bahamas
Inside
$867
Oceanview
$1,033
Balcony
$1,045
Suite
$2,925
From
US$867
Per Person
View Trip
11 Day Southern Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 18 January 2027
Visit: USA, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Inside
$1,189
Oceanview
$1,519
Balcony
$2,119
Suite
$2,449
From
US$1,189
Per Person
View Trip
10 Day Perfect Day Cococay & South Carib with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Sep 2027 to Sep 2027
Visit: USA, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,028
Oceanview
$1,182
Balcony
$1,768
Suite
$1,908
From
US$1,028
Save 509
Per Person
View Trip
12 Day Southern Caribbean Islander with Princess
Cruise
 (5)

12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Princess Standard
Inside
$849
Oceanview
$899
Balcony
$1,499
Suite
$2,099
From
US$849
Per Person
View Trip
23 Day Caribbean Holiday Cruise: Belize, Sint Maarten & Barbados with Azamara Cruises
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras (+8 more), Bahamas, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$5,942
Oceanview
$7,242
Balcony
$8,872
Suite
$12,878
From
US$5,942
Save 137
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: May 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$845
Oceanview
$1,096
Balcony
$1,324
Suite
$2,215
From
US$845
Save 851
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$719
Oceanview
$849
Balcony
$959
Suite
$1,349
From
US$719
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
Ship: Azamara Journey
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$1,629
Oceanview
$2,079
Balcony
$2,643
Suite
$4,156
From
US$1,629
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Bahamas
Princess Standard
Inside
$914
Oceanview
$986
Balcony
$1,164
Suite
$3,068
From
US$914
Per Person
View Trip
8 Day Key West, Mexico & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Jan 2028 to Mar 2028
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$642
Oceanview
$692
Balcony
$972
Suite
$2,547
From
US$642
Save 422
Per Person
View Trip
21 Day Caribbean Explorer From Fort Lauderdale with Princess
Cruise

21 Days (20 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 08 April 2026
Visit: USA, Bahamas, Virgin Islands, Sint Maarten (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia, Martinique
Princess Standard
Inside
$1,831
Oceanview
$2,128
Balcony
$3,779
Suite
$5,278
From
US$1,831
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,519
Oceanview
$1,778
Balcony
$2,319
Suite
$2,869
From
US$1,519
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Mar 2026 to Mar 2026
Visit: Puerto Rico, Virgin Islands, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$929
Oceanview
$996
Balcony
$1,068
Suite
$1,734
From
US$929
Save 514
Per Person
View Trip
7 Day Caribbean And Antilles with MSC Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departure: 01 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Bonus Onboard Credit
Inside
$489
Oceanview
$579
Balcony
$719
Suite
$1,669
From
US$489
Per Person
View Trip
16 Day Caribbean And Antilles with MSC Cruises
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departure: 31 December 2027
Visit: USA, Bahamas, Honduras, Mexico, Dominican Republic, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$2,123
Oceanview
$2,559
Balcony
$2,850
Suite
$4,587
From
US$2,123
Save 53
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 01 May 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Turks and Caicos Islands, USA
Exclusive Savings
Inside
$660
Oceanview
$779
Balcony
$999
Suite
$1,735
From
US$660
Save 398
Per Person
View Trip
10 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 03 January 2027
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Savings
Inside
$957
Oceanview
$1,037
Balcony
$1,409
Suite
$4,198
From
US$957
Save 586
Per Person
View Trip
8 Day Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 November 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,919
Oceanview
$2,363
Balcony
$2,877
Suite
$4,361
From
US$1,919
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Inside
$1,488
Oceanview
$1,658
Balcony
$1,898
Suite
$2,975
From
US$1,488
Per Person
View Trip
10 Day Perfect Day Cococay & South Carib with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 03 November 2027
Visit: USA, Bahamas, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,039
Oceanview
$1,354
Balcony
$1,939
Suite
$2,408
From
US$1,039
Save 547
Per Person
View Trip
8 Day Southern Caribbean with Curacao with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$729
Oceanview
$849
Balcony
$999
Suite
$1,599
From
US$729
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 23 December 2027
Visit: USA, Aruba, Curacao, Bonaire, Dominican Republic, Jamaica
Bonus Onboard Credit
Inside
$1,749
Oceanview
$1,909
Balcony
$2,102
Suite
$5,429
From
US$1,749
Per Person
View Trip
22 Day Eastern Caribbean: Antiqua, St. Lucia And Bahamas with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departure: 29 November 2026
Visit: USA, Saint Martin, Martinique, Barbados (+7 more), Trinidad and Tobago, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands, Puerto Rico, Bahamas
Fare Saver
Inside
$1,829
Oceanview
$2,099
Balcony
$2,999
Suite
$6,224
From
US$1,829
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
Departures: Feb 2028 to Apr 2028
Visit: USA, Turks and Caicos Islands, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,386
Oceanview
$1,586
Balcony
$1,886
Suite
$5,813
From
US$1,386
Save 832
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 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

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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