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16 Days
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$10,398pp
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258 Cruises (915 Cruise Departures)
Cruise
Eastern Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 27 September 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$1,000
Oceanview
$1,150
Balcony
$1,480
Suite
-
Cruise
A Journey Through Caribbean Delights & Wildlife Wonders
10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,225
Cruise
Eastern Caribbean Cruise
10 Days (9 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 22 October 2027
Visit: USA, Bahamas, Dominican Republic, Haiti, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,187
Oceanview
$1,286
Balcony
$1,844
Suite
$2,754
Cruise
Perfect Day Cococay & South Caribbean
9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 30 October 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$1,238
Oceanview
$1,388
Balcony
$1,465
Suite
$3,265
Cruise
A Journey Through The Caribbean's Rich History & Palm-shaded Paradise
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
Cruise
A Journey Across the Caribbean’s Colourful Heart
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
Cruise
A Journey Of Sparkling Skies & Bright Beginnings
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,140
Cruise
Perfect Day Cococay & South Caribbean
9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: May 2026 to Oct 2027
Visit: USA, Curacao, Aruba, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,051
Oceanview
$1,308
Balcony
$1,290
Suite
$3,379
Cruise
Caribbean Cruise From Miami To Philadelphia
11 Days (10 Nights) Miami to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Jewel
Departure: 06 April 2026
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Inside
$799
Oceanview
$1,059
Balcony
-
Suite
$2,499
Cruise
Eastern Caribbean From New York To New York
12 Days (11 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Bliss
Departure: 15 January 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands
Inside
$1,289
Oceanview
$1,689
Balcony
$1,989
Suite
$2,289
Cruise
Southern Caribbean Cruise
10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visit: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$1,078
Oceanview
$1,199
Balcony
$1,496
Suite
$2,659
Cruise
Southern Caribbean & Perfect Day
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jul 2026 to Sep 2026
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao
Exclusive Savings
Inside
$792
Oceanview
$976
Balcony
$1,265
Suite
$2,320
Cruise
Eastern Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$1,008
Oceanview
$1,098
Balcony
-
Suite
-
Cruise
Antigua, St. Kitts & Puerto Plata
9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Nov 2027 to Dec 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,103
Oceanview
$1,227
Balcony
$1,523
Suite
$4,226
Cruise
Western Caribbean Cruise From Tampa To Tampa
10 Days (9 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 12 February 2027
Visit: USA, Bahamas, Dominican Republic, Jamaica, Cayman Islands
Inside
$1,139
Oceanview
$1,149
Balcony
$2,219
Suite
$2,269
Cruise
South Caribbean
8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
Cruise
Eastern Caribbean With Puerto Rico & Celebration Key
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$789
Oceanview
$949
Balcony
$1,024
Suite
$1,399
Cruise
South Caribbean
8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Inside
$559
Oceanview
$789
Balcony
$1,229
Suite
$1,869
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