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Duration
7 Days
21 Days
Countries Visited
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Price
$800pp
$19,847pp
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162 Cruises (420 Cruise Departures)
Cruise
(1)
Transatlantic Repositioning Cruise
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
More At Sea Offer
INSIDE
$2,567
OCEANVIEW
-
BALCONY
$3,256
SUITE
$3,561
From (per person) 2,567
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
70% Off Second Sailor + Save
INSIDE
$1,886
OCEANVIEW
$2,176
BALCONY
$2,464
SUITE
-
From (per person) 1,886
Cruise
(2)
Transatlantic Cruise: Lisbon, San Juan & Miami
15 Days (14 Nights) Lisbon to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 17 November 2026
Countries Visited: Portugal, Puerto Rico, USA
INSIDE
$2,604
OCEANVIEW
$3,525
BALCONY
$5,287
SUITE
$8,326
From (per person) 2,604
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
Early Booking Offer
INSIDE
$1,169
OCEANVIEW
$1,363
BALCONY
$1,615
SUITE
$2,313
From (per person) 1,169
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
Early Booking Offer
INSIDE
$1,719
OCEANVIEW
$2,020
BALCONY
$2,369
SUITE
$3,494
From (per person) 1,719
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Dec 2024 to Mar 2025
Countries Visited: USA, Puerto Rico, Turks and Caicos Islands
Exclusive Deal
INSIDE
$987
OCEANVIEW
$1,023
BALCONY
$1,666
SUITE
$2,141
From (per person) 987
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
Early Booking Offer
INSIDE
$1,469
OCEANVIEW
$1,615
BALCONY
$1,857
SUITE
$2,857
From (per person) 1,469
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
70% Off Second Sailor + Save
INSIDE
$1,650
OCEANVIEW
$2,534
BALCONY
$2,800
SUITE
$5,704
From (per person) 1,650
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 Feb 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
70% Off Second Sailor + Save
INSIDE
$2,022
OCEANVIEW
$2,510
BALCONY
$2,765
SUITE
$5,608
From (per person) 2,022
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 DealExclusive Solo Offer
INSIDE
$1,566
OCEANVIEW
$1,668
BALCONY
$2,029
SUITE
$3,001
Cruise
(2)
Eastern Caribbean with St. Thomas From Fort Lauderdale
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2024 to Aug 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Deal
INSIDE
$1,173
OCEANVIEW
$1,384
BALCONY
$1,565
SUITE
$1,859
From (per person) 1,173
Cruise
(2)
Eastern Caribbean Cruise
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 21 October 2024
Countries Visited: USA, Dominican Republic, Puerto Rico, Sint Maarten
Exclusive Deal
INSIDE
$1,081
OCEANVIEW
-
BALCONY
$1,768
SUITE
$4,372
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
$1,032
OCEANVIEW
-
BALCONY
$1,289
SUITE
$1,666
From (per person) 1,032
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
$1,512
OCEANVIEW
$1,526
BALCONY
$2,016
SUITE
$3,138
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 Apr 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
70% Off Second Sailor + Save
INSIDE
$2,095
OCEANVIEW
$2,470
BALCONY
$2,715
SUITE
$5,497
From (per person) 2,095
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 DealExclusive Solo Offer
INSIDE
$1,129
OCEANVIEW
$1,177
BALCONY
$1,825
SUITE
$2,646
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
70% Off Second Sailor + Save
INSIDE
$2,312
OCEANVIEW
$2,955
BALCONY
$3,225
SUITE
$6,423
From (per person) 2,312
Cruise
(1)
Transatlantic Repositioning Cruise
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
More At Sea Offer
INSIDE
$3,885
OCEANVIEW
-
BALCONY
$5,308
SUITE
$5,767
From (per person) 3,885
Cruise
Caribbean And Antilles
8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Jan 2026 to Jan 2026
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Early Booking Offer
INSIDE
$1,023
OCEANVIEW
$1,169
BALCONY
$1,411
SUITE
$2,410
From (per person) 1,023
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
Early Booking Offer
INSIDE
$2,043
OCEANVIEW
$2,334
BALCONY
$2,819
SUITE
$6,718
From (per person) 2,043
Cruise
Eastern Caribbean Cruise
10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departure: 30 April 2025
Countries Visited: USA, Haiti, Puerto Rico, Sint Maarten
Exclusive Deal
INSIDE
$1,650
OCEANVIEW
$1,963
BALCONY
$1,955
SUITE
$6,239
Cruise
An Enchanting Crossing
15 Days (14 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 22 November 2024
Countries Visited: Spain, Portugal, Puerto Rico, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
$6,735
BALCONY
$8,220
SUITE
$9,695
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
Exclusive Deal
INSIDE
$1,813
OCEANVIEW
$1,943
BALCONY
$2,546
SUITE
$4,570
Cruise
Eastern Caribbean Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 23 December 2024
Countries Visited: USA, Puerto Rico, Virgin Islands, Bahamas
Flash Deal
INSIDE
$1,626
OCEANVIEW
$1,853
BALCONY
$2,467
SUITE
$4,160
From (per person) 1,626
Cruise
Eastern Caribbean with Turks & Caicos From Orlando
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jan 2025 to Feb 2025
Countries Visited: USA, Bahamas, Puerto Rico, Turks and Caicos Islands
Exclusive Deal
INSIDE
$819
OCEANVIEW
$823
BALCONY
$1,158
SUITE
$1,455
From (per person) 819
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
Exclusive Deal
INSIDE
$1,328
OCEANVIEW
$1,528
BALCONY
$1,547
SUITE
$3,384
Cruise
Eastern Caribbean Holiday Cruise
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Equinox
Departures: Dec 2024 to Dec 2024
Countries Visited: USA, Sint Maarten, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
$1,502
OCEANVIEW
$1,779
BALCONY
$1,931
SUITE
$3,908
Cruise
Eastern Caribbean Holiday
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 28 December 2025
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Deal
INSIDE
$2,070
OCEANVIEW
$2,781
BALCONY
$3,332
SUITE
$3,914
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Oct 2024 to Oct 2024
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Deal
INSIDE
$1,208
OCEANVIEW
$1,296
BALCONY
$1,458
SUITE
$4,909
Cruise
A Grand Journey From Caribbean Cool to Iberian Idylls
15 Days (14 Nights) Miami to Lisbon
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 March 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Portugal
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,434
SUITE
$13,513
From (per person) 9,148
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