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Departures
Duration
6 Days
23 Days
Countries Visited
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Price
$900pp
$13,305pp
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186 Cruises (488 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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,031
OCEANVIEW
$2,486
BALCONY
$2,941
SUITE
-
From (per person) 2,031
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
INSIDE
$2,203
OCEANVIEW
-
BALCONY
$2,823
SUITE
$3,266
From (per person) 2,203
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
$1,776
OCEANVIEW
$1,862
BALCONY
$2,749
SUITE
-
From (per person) 1,776
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
Exclusive Deal
INSIDE
$1,183
OCEANVIEW
$1,450
BALCONY
$1,787
SUITE
$2,846
From (per person) 1,183
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
8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 20 December 2025
Countries Visited: USA, Bahamas, Puerto Rico
Exclusive Deal
INSIDE
$1,411
OCEANVIEW
$1,678
BALCONY
$2,015
SUITE
$3,401
From (per person) 1,411
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
Exclusive Deal
INSIDE
$1,771
OCEANVIEW
$2,177
BALCONY
$2,632
SUITE
$4,048
From (per person) 1,771
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
$1,103
OCEANVIEW
-
BALCONY
$1,282
SUITE
$1,726
From (per person) 1,103
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
$1,316
OCEANVIEW
$1,347
BALCONY
$1,517
SUITE
$2,964
Cruise
(2)
Eastern Caribbean with Bahamas
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 08 March 2025
Countries Visited: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Deal
INSIDE
$1,470
OCEANVIEW
$2,130
BALCONY
-
SUITE
$8,507
From (per person) 1,470
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
INSIDE
$3,503
OCEANVIEW
-
BALCONY
$4,911
SUITE
$5,140
From (per person) 3,503
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
$1,519
OCEANVIEW
$1,954
BALCONY
$2,261
SUITE
$3,202
From (per person) 1,519
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
$1,014
OCEANVIEW
$1,311
BALCONY
$1,568
SUITE
$2,152
From (per person) 1,014
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,700
OCEANVIEW
$2,043
BALCONY
$2,384
SUITE
$5,470
From (per person) 1,700
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,700
OCEANVIEW
$2,043
BALCONY
$2,384
SUITE
$5,584
From (per person) 1,700
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
$1,142
OCEANVIEW
$1,548
BALCONY
$1,885
SUITE
$2,410
From (per person) 1,142
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,587
OCEANVIEW
$1,929
BALCONY
$2,271
SUITE
$5,185
From (per person) 1,587
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
$1,134
OCEANVIEW
$1,223
BALCONY
$1,360
SUITE
$1,767
From (per person) 1,134
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
$1,080
OCEANVIEW
$1,140
BALCONY
$1,584
SUITE
$2,632
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
$1,278
OCEANVIEW
$1,306
BALCONY
$1,549
SUITE
$3,227
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,271
OCEANVIEW
$2,612
BALCONY
$2,954
SUITE
$6,437
From (per person) 2,271
Cruise
Eastern Caribbean Cruise
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: May 2025 to May 2026
Countries Visited: USA, Sint Maarten, Puerto Rico, Haiti
Exclusive Deal
INSIDE
$2,373
OCEANVIEW
$2,633
BALCONY
$2,791
SUITE
$4,408
Cruise
Caribbean And Antilles
12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departures: Apr 2025 to Sep 2025
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
$2,206
OCEANVIEW
$2,474
BALCONY
$2,850
SUITE
$4,810
From (per person) 2,206
Cruise
Eastern Caribbean & Perfect Day
8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: Jun 2025 to Oct 2026
Countries Visited: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
$2,348
OCEANVIEW
$2,418
BALCONY
$2,578
SUITE
$4,315
New ReleaseCruise
Caribbean escapade
8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Super Earlybird
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,986
Cruise
Caribbean And Antilles
8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2025 to Oct 2025
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive DealSave And Sail Offer
INSIDE
$1,222
OCEANVIEW
$1,420
BALCONY
$1,717
SUITE
$2,341
From (per person) 1,222
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
Exclusive DealNew Year Sale
INSIDE
$1,584
OCEANVIEW
$1,537
BALCONY
$1,751
SUITE
$3,695
Cruise
MSC Grand Voyages
16 Days (15 Nights) Barcelona to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2025
Countries Visited: Spain, Puerto Rico, Virgin Islands, USA
Early Booking Offer
INSIDE
$2,016
OCEANVIEW
$2,323
BALCONY
$2,620
SUITE
$4,858
From (per person) 2,016
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,814
OCEANVIEW
$2,155
BALCONY
$2,497
SUITE
$5,753
From (per person) 1,814
Cruise
Bahamas, San Juan & St. Maarten
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Equinox
Departure: 01 February 2025
Countries Visited: USA, Bahamas, Puerto Rico, Sint Maarten
Exclusive DealNew Year Sale
INSIDE
-
OCEANVIEW
$1,634
BALCONY
-
SUITE
-
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