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23 Days
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$400pp
$13,290pp
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225 Cruises (586 Cruise Departures)
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
$679
OCEANVIEW
$786
BALCONY
$956
SUITE
$2,799
From (per person) 679
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
$593
OCEANVIEW
-
BALCONY
$774
SUITE
$973
From (per person) 593
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
$618
OCEANVIEW
$725
BALCONY
$895
SUITE
$1,985
From (per person) 618
Cruise
A Journey From Painted Streets To Sculpted Shores
10 Days (9 Nights) San Juan to Lanzarote
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 March 2026
Countries Visited: Puerto Rico, Saint Martin, Spain
Best Available FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,085
SUITE
$4,685
From (per person) 4,085
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
$907
OCEANVIEW
$1,117
BALCONY
$1,347
SUITE
$2,377
From (per person) 907
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
$719
OCEANVIEW
$819
BALCONY
$1,069
SUITE
$1,219
From (per person) 719
Cruise
(3)
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 DealBonus Instant Savings
INSIDE
$729
OCEANVIEW
$829
BALCONY
$1,079
SUITE
$1,249
From (per person) 729
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Wonder of the Seas
Departures: Aug 2025 to Oct 2026
Countries Visited: USA, Bahamas, Puerto Rico, Saint Martin
Latest Offer
INSIDE
$1,988
OCEANVIEW
$1,971
BALCONY
$1,985
SUITE
$7,106
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
Swing Into Savings Best Rate
INSIDE
$1,393
OCEANVIEW
$1,603
BALCONY
$1,813
SUITE
$5,800
From (per person) 1,393
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
Bonus Instant Savings
INSIDE
$1,278
OCEANVIEW
$1,458
BALCONY
$1,858
SUITE
$2,448
From (per person) 1,278
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
Flash DealLatest Offer
INSIDE
$657
OCEANVIEW
$743
BALCONY
$893
SUITE
$1,954
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
$1,099
OCEANVIEW
$1,319
BALCONY
$1,719
SUITE
$2,069
From (per person) 1,099
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
$862
OCEANVIEW
$922
BALCONY
$975
SUITE
$2,914
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: Aug 2025 to Oct 2026
Countries Visited: USA, Virgin Islands, Puerto Rico, Bahamas
Latest OfferLast Minute Deal
INSIDE
$1,281
OCEANVIEW
$1,421
BALCONY
$1,461
SUITE
$2,680
Cruise
(3)
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 DealBonus Instant Savings
INSIDE
$849
OCEANVIEW
$999
BALCONY
$1,279
SUITE
$1,489
From (per person) 849
Cruise
(2)
Eastern Caribbean with Puerto Rico Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2025 to Dec 2026
Countries Visited: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive DealBonus Instant Savings
INSIDE
$1,119
OCEANVIEW
$1,279
BALCONY
$1,539
SUITE
$2,259
From (per person) 1,119
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
Latest Offer
INSIDE
$684
OCEANVIEW
$714
BALCONY
$1,574
SUITE
$4,594
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
Swing Into Savings Best Rate
INSIDE
$973
OCEANVIEW
$1,183
BALCONY
$1,324
SUITE
$3,385
From (per person) 973
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 01 November 2026
Countries Visited: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis
Latest Offer
INSIDE
$902
OCEANVIEW
$1,051
BALCONY
$1,104
SUITE
$1,979
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 12 September 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Bonus Instant Savings
INSIDE
$659
OCEANVIEW
-
BALCONY
$729
SUITE
$979
From (per person) 659
Cruise
Eastern Caribbean: San Juan & St. Thomas Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 21 December 2025
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Deal
INSIDE
$999
OCEANVIEW
$1,099
BALCONY
$1,449
SUITE
$2,749
From (per person) 999
Cruise
Pathway To Sunshine
16 Days (15 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 17 November 2026
Countries Visited: Spain, Morocco, Puerto Rico, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$4,499
SUITE
$6,699
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
$1,039
OCEANVIEW
-
BALCONY
$1,689
SUITE
$1,889
From (per person) 1,039
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
$1,517
OCEANVIEW
$1,716
BALCONY
$1,739
SUITE
$3,094
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
Swing Into Savings Best Rate
INSIDE
$1,330
OCEANVIEW
$1,393
BALCONY
$1,603
SUITE
$3,840
From (per person) 1,330
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
$1,156
OCEANVIEW
$1,394
BALCONY
$1,605
SUITE
$2,310
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
INSIDE
$1,059
OCEANVIEW
$1,159
BALCONY
$1,709
SUITE
$1,909
From (per person) 1,059
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
Swing Into Savings Best Rate
INSIDE
$833
OCEANVIEW
$1,113
BALCONY
$1,323
SUITE
$3,283
From (per person) 833
Cruise
(1)
Tortola, Charleston, Newport & More
10 Days (9 Nights) San Juan to New York
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Dominican Republic, USA
Swing Into Savings Best Rate
INSIDE
$1,071
OCEANVIEW
$1,251
BALCONY
$1,611
SUITE
$4,160
From (per person) 1,071
Cruise
Eastern Caribbean Cruise
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 21 March 2027
Countries Visited: USA, Puerto Rico, Virgin Islands, Dominican Republic
Latest Offer
INSIDE
$1,033
OCEANVIEW
$1,183
BALCONY
$1,356
SUITE
$1,848
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