Filter Results
Departures
Duration
6 Days
23 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Price
$800pp
$16,235pp
Countries
Filter Results
190 Cruises (490 Cruise Departures)
Cruise
(5)
San Juan to Spanish Island Nights
15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 12 April 2025
Countries Visited: Puerto Rico, Spain, Morocco
Up To USD $300 Bar Tab
INSIDE
$1,798
OCEANVIEW
$2,252
BALCONY
$2,708
SUITE
-
From (per person) 1,798
Cruise
(1)
Transatlantic Repositioning Cruise From Lisbon to San Juan
11 Days (10 Nights) Lisbon to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 13 November 2025
Countries Visited: Portugal, Virgin Islands, Puerto Rico
NCL's More at Sea
INSIDE
$1,358
OCEANVIEW
-
BALCONY
$1,954
SUITE
$2,397
From (per person) 1,358
Cruise
Caribbean And Antilles
8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 23 November 2025
Countries Visited: USA, Puerto Rico, Bahamas
Seasational Sale
INSIDE
$1,252
OCEANVIEW
$1,529
BALCONY
$1,886
SUITE
$3,341
From (per person) 1,252
Cruise
Caribbean And Antilles
8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 20 December 2025
Countries Visited: USA, Bahamas, Puerto Rico
Seasational Sale
INSIDE
$1,460
OCEANVIEW
$1,826
BALCONY
$2,054
SUITE
$3,401
From (per person) 1,460
Cruise
A Grand Journey From Caribbean Cool To Portugues Shores
12 Days (11 Nights) San Juan to Lisbon
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 17 March 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Portugal
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,940
SUITE
$7,009
From (per person) 5,940
Cruise
Caribbean And Antilles
12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 23 November 2025
Countries Visited: USA, Puerto Rico, Bahamas
Seasational Sale
INSIDE
$1,771
OCEANVIEW
$2,177
BALCONY
$2,632
SUITE
$4,048
From (per person) 1,771
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 03 March 2025
Countries Visited: USA, Puerto Rico, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,831
OCEANVIEW
-
BALCONY
-
SUITE
-
From (per person) 1,831
Cruise
(2)
Eastern Caribbean with St. Thomas Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 December 2025
Countries Visited: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Deal
INSIDE
$2,063
OCEANVIEW
$2,539
BALCONY
$3,341
SUITE
$4,756
From (per person) 2,063
Cruise
(3)
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Majestic Princess
Departure: 11 January 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,073
OCEANVIEW
-
BALCONY
$1,244
SUITE
$1,697
From (per person) 1,073
Cruise
(5)
Resilient Caribbean Holidays
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 December 2025
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Up To USD $300 Bar Tab
INSIDE
$2,266
OCEANVIEW
$2,606
BALCONY
$2,948
SUITE
$6,427
From (per person) 2,266
Cruise
(2)
Eastern Caribbean with St. Thomas From Fort Lauderdale
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Feb 2025 to Aug 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Deal
INSIDE
$1,072
OCEANVIEW
$1,341
BALCONY
$1,195
SUITE
$1,824
From (per person) 1,072
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 01 March 2026
Countries Visited: Puerto Rico, Curacao, Aruba, Virgin Islands
Exclusive Deal
INSIDE
$1,059
OCEANVIEW
$1,138
BALCONY
$1,349
SUITE
$2,663
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$1,291
OCEANVIEW
$1,339
BALCONY
$1,620
SUITE
$3,147
Cruise
(2)
Eastern Caribbean with Puerto Rico Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 20 December 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Exclusive Deal
INSIDE
$1,806
OCEANVIEW
$2,123
BALCONY
$2,736
SUITE
$3,469
From (per person) 1,806
Cruise
(2)
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2026 to Mar 2027
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
$1,281
OCEANVIEW
$1,390
BALCONY
$1,865
SUITE
$2,251
From (per person) 1,281
Cruise
(2)
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
$1,439
OCEANVIEW
$1,687
BALCONY
$2,212
SUITE
$2,618
From (per person) 1,439
Cruise
(5)
Resilient Caribbean Holidays
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 December 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
INSIDE
$2,266
OCEANVIEW
$2,607
BALCONY
$2,948
SUITE
$9,098
From (per person) 2,266
Cruise
(5)
San Juan, Samaná & Bimini
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2025 to Jan 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,584
OCEANVIEW
$1,925
BALCONY
$2,266
SUITE
$5,176
From (per person) 1,584
Cruise
(5)
San Juan Sunrises & Dominican Dreams
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2025 to Jan 2027
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,584
OCEANVIEW
$1,925
BALCONY
$2,266
SUITE
$5,460
From (per person) 1,584
Cruise
(1)
Transatlantic Repositioning Cruise From San Juan to Barcelona
15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 19 April 2026
Countries Visited: Puerto Rico, Portugal, Spain, Gibraltar
NCL's More at Sea
INSIDE
$2,480
OCEANVIEW
-
BALCONY
$3,887
SUITE
$4,117
From (per person) 2,480
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 23 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba
Exclusive Deal
INSIDE
$1,498
OCEANVIEW
$1,458
BALCONY
$1,498
SUITE
$2,994
Cruise
(1)
St. Kitts, San Juan & Puerto Plata
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2025 to Apr 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Endless Summer SaleSolo Offer + Onboard Credit
INSIDE
$1,387
OCEANVIEW
$1,486
BALCONY
$1,848
SUITE
$5,395
Cruise
(5)
San Juan Sunrises & Dominican Dreams
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Dec 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,698
OCEANVIEW
$2,039
BALCONY
$2,379
SUITE
$5,573
From (per person) 1,698
Cruise
Brilliant Caribbean Holidays
9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 18 December 2025
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Up To USD $300 Bar Tab
INSIDE
$2,589
OCEANVIEW
$2,978
BALCONY
$3,368
SUITE
$6,759
From (per person) 2,589
Cruise
Caribbean Cruise From Philadelphia To Philadelphia
11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Dec 2026 to Mar 2027
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands
NCL's More at SeaExclusive Solo Offer
INSIDE
$3,022
OCEANVIEW
$3,405
BALCONY
$3,864
SUITE
$4,552
From (per person) 3,022
Cruise
Eastern Caribbean
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas
Departures: Mar 2025 to May 2025
Countries Visited: USA, Haiti, Puerto Rico, Virgin Islands
Exclusive DealExclusive Solo Offer
INSIDE
$1,708
OCEANVIEW
$2,416
BALCONY
$2,069
SUITE
$4,416
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departure: 20 June 2026
Countries Visited: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
$3,245
OCEANVIEW
$3,556
BALCONY
$3,991
SUITE
$6,080
Cruise
St. Maarten, San Juan, Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 08 June 2025
Countries Visited: USA, Sint Maarten, Puerto Rico, Bahamas
Endless Summer SaleSolo Offer + Onboard Credit
INSIDE
$1,493
OCEANVIEW
$1,738
BALCONY
$3,102
SUITE
$6,844
Cruise
Fort Lauderdale To San Juan
6 Days (5 Nights) Fort Lauderdale to San Juan
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departure: 20 April 2026
Countries Visited: USA, Saint Martin, Virgin Islands, Puerto Rico
Exclusive DealExclusive Solo Offer
INSIDE
$1,085
OCEANVIEW
$1,204
BALCONY
$1,527
SUITE
$2,248
Cruise
Caribbean And Antilles
15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 24 January 2026
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Seasational Sale
INSIDE
$2,098
OCEANVIEW
$2,732
BALCONY
$3,088
SUITE
$7,335
From (per person) 2,098
No Results found. Try changing your search filters.
