Filter Results
Departures
Duration
6 Days
23 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Price
$400pp
$13,290pp
Countries
Filter Results
216 Cruises (580 Cruise Departures)
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
INSIDE
$583
OCEANVIEW
-
BALCONY
$863
SUITE
$1,033
From (per person) 583
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
Escape To Sea
INSIDE
$699
OCEANVIEW
$806
BALCONY
$976
SUITE
$1,869
From (per person) 699
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
Escape To Sea
INSIDE
$944
OCEANVIEW
$1,154
BALCONY
$1,384
SUITE
$2,377
From (per person) 944
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
Escape To Sea
INSIDE
$655
OCEANVIEW
$762
BALCONY
$932
SUITE
$1,985
From (per person) 655
Cruise
Puerto Plata, San Juan & Tortola
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 19 April 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands
Sail Into Deeper Savings Best Rate
INSIDE
$1,113
OCEANVIEW
$1,323
BALCONY
$1,533
SUITE
$3,535
From (per person) 1,113
Cruise
Caribbean Cruise From Philadelphia To Philadelphia
11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Nov 2026 to Feb 2027
Countries Visited: USA, Virgin Islands, Puerto Rico, Dominican Republic
INSIDE
$1,117
OCEANVIEW
$1,367
BALCONY
$1,766
SUITE
$2,117
From (per person) 1,117
Cruise
Caribbean And Antilles
12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departure: 05 October 2025
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Escape To Sea
INSIDE
$853
OCEANVIEW
$1,033
BALCONY
$1,263
SUITE
$2,733
From (per person) 853
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
Mutiple Deals Available
INSIDE
$842
OCEANVIEW
$915
BALCONY
$1,141
SUITE
$2,722
Cruise
(3)
Eastern Caribbean with Puerto Rico 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 DealSummer Swing Sale
INSIDE
$1,199
OCEANVIEW
$1,469
BALCONY
$1,919
SUITE
$2,979
From (per person) 1,199
Cruise
(3)
Eastern Caribbean with St. Thomas From Fort Lauderdale
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2025 to Aug 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive DealSummer Swing Sale
INSIDE
$629
OCEANVIEW
$839
BALCONY
$749
SUITE
$989
From (per person) 629
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 10 April 2027
Countries Visited: USA, Bahamas, Puerto Rico, Saint Martin
Summer Swing Sale
INSIDE
$794
OCEANVIEW
-
BALCONY
$974
SUITE
$1,659
From (per person) 794
Cruise
(5)
PR, DR & Bimini: Valentine’s Voyage
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 14 February 2027
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Sail Into Deeper Savings Best Rate
INSIDE
$1,330
OCEANVIEW
$1,393
BALCONY
$1,603
SUITE
$3,640
From (per person) 1,330
Cruise
Eastern Caribbean Cruise
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departures: Sep 2025 to Oct 2025
Countries Visited: USA, Sint Maarten, Puerto Rico, Haiti
Latest Offer
INSIDE
$858
OCEANVIEW
$1,001
BALCONY
$983
SUITE
$2,871
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 Mar 2027
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
Sail Into Deeper Savings Best Rate
INSIDE
$973
OCEANVIEW
$1,183
BALCONY
$1,393
SUITE
$3,360
From (per person) 973
Cruise
Eastern Caribbean & Perfect Day
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: May 2026 to Aug 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Latest OfferExclusive Solo Offer
INSIDE
$1,174
OCEANVIEW
$1,419
BALCONY
$1,619
SUITE
$2,335
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
Sail Into Deeper Savings Best Rate
INSIDE
$974
OCEANVIEW
$1,254
BALCONY
$1,394
SUITE
$3,353
From (per person) 974
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 26 September 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Summer Swing Sale
INSIDE
$589
OCEANVIEW
-
BALCONY
$768
SUITE
$919
From (per person) 589
Cruise
Eastern Caribbean Cruise
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departure: 02 May 2026
Countries Visited: USA, Sint Maarten, Puerto Rico, Haiti
Latest Offer
INSIDE
$1,551
OCEANVIEW
$1,712
BALCONY
$1,830
SUITE
$2,605
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: Mar 2027 to Apr 2027
Countries Visited: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Latest Offer
INSIDE
$1,137
OCEANVIEW
$1,249
BALCONY
$1,330
SUITE
$2,289
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2025 to Apr 2027
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Latest Offer
INSIDE
$637
OCEANVIEW
$834
BALCONY
$1,119
SUITE
$1,562
Cruise
San Juan, St. Maarten & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 14 September 2025
Countries Visited: USA, Bahamas, Puerto Rico, Sint Maarten
Latest Offer
INSIDE
$919
OCEANVIEW
$969
BALCONY
$1,249
SUITE
$2,490
Cruise
Eastern Carib & Perfect Day Holiday
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 27 December 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
Latest Offer
INSIDE
$1,542
OCEANVIEW
$1,741
BALCONY
$1,764
SUITE
$3,119
Cruise
Caribbean Cruise From Boston To San Juan
8 Days (7 Nights) Boston to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Breakaway
Departure: 08 November 2026
Countries Visited: USA, Virgin Islands, Saint Martin, Puerto Rico
INSIDE
$799
OCEANVIEW
$899
BALCONY
$1,069
SUITE
$1,169
From (per person) 799
Cruise
Eastern Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jul 2026 to Sep 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Summer Swing Sale
INSIDE
$1,279
OCEANVIEW
$1,379
BALCONY
$1,889
SUITE
$2,399
From (per person) 1,279
Cruise
Eastern Caribbean & Bahamas
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 22 August 2025
Countries Visited: USA, Virgin Islands, Puerto Rico, Bahamas
Latest Offer
INSIDE
$965
OCEANVIEW
$1,035
BALCONY
$1,477
SUITE
$2,722
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
Bonus Onboard Credit + SaveExclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$2,887
SUITE
-
From (per person) 4,678
Cruise
Eastern Caribbean
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Oct 2025 to Apr 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands
Latest OfferExclusive Solo Offer
INSIDE
$854
OCEANVIEW
$1,091
BALCONY
$1,403
SUITE
$2,199
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
INSIDE
$1,002
OCEANVIEW
-
BALCONY
$1,762
SUITE
$1,902
From (per person) 1,002
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
Sail Into Deeper Savings Best Rate
INSIDE
$973
OCEANVIEW
$1,183
BALCONY
$1,393
SUITE
$3,185
From (per person) 973
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
Latest Offer
INSIDE
$824
OCEANVIEW
$844
BALCONY
$953
SUITE
$2,019
No Results found. Try changing your search filters.
