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Departures
Duration
7 Days
28 Days
End City
Ship Size
Ship Features
Operators
Price
$900pp
$20,505pp
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31 Cruises (33 Cruise Departures)
Cruise
(1)
Eastern Caribbean Voyage
19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, USA
INSIDE
$6,135
OCEANVIEW
$6,640
BALCONY
$7,323
SUITE
$10,551
From (per person) 6,135
Cruise
(5)
Southern Caribbean Adventurer
19 Days (18 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Countries Visited: Puerto Rico, Saint Martin, Dominica, Grenada (+9 more), Barbados, Virgin Islands, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$2,643
OCEANVIEW
$2,898
BALCONY
$4,068
SUITE
$4,860
From (per person) 2,643
Cruise
(5)
Southern Caribbean Islander
12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$1,491
OCEANVIEW
$1,578
BALCONY
$2,382
SUITE
$2,679
From (per person) 1,491
Cruise
(2)
Eastern Caribbean Cruise
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 19 April 2026
Countries Visited: Puerto Rico, Saint Martin, Virgin Islands, Saint Kitts and Nevis (+2 more), Bahamas, USA
Exclusive DealExclusive Solo Offer
INSIDE
$1,175
OCEANVIEW
$1,335
BALCONY
$1,515
SUITE
$2,739
Cruise
(3)
Southern Caribbean with ABC Islands
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 March 2027
Exclusive Deal
INSIDE
$1,023
OCEANVIEW
$1,110
BALCONY
$1,963
SUITE
$2,300
From (per person) 1,023
Cruise
(1)
Southern Caribbean Cruise: St.barts, Antigua & Tortola
10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 January 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin (+3 more), Antigua and Barbuda, Saint Kitts and Nevis, USA
INSIDE
$2,491
OCEANVIEW
$2,976
BALCONY
$4,006
SUITE
$6,649
From (per person) 2,491
Cruise
(1)
Western Caribbean Cruise
7 Days (6 Nights) San Juan to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 02 November 2025
Exclusive Deal
INSIDE
$920
OCEANVIEW
$942
BALCONY
$1,789
SUITE
$2,334
Cruise
(5)
Panama Canal and Caribbean Adventurer
28 Days (27 Nights) San Juan to Los Angeles
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+8 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA, Panama, Costa Rica, Mexico
Exclusive Deal
INSIDE
$4,427
OCEANVIEW
$4,858
BALCONY
$7,050
SUITE
$8,802
From (per person) 4,427
Cruise
An Extended Journey From Casablanca’s Mystique To Granada’s Grandeur
16 Days (15 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 28 February 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+5 more), Virgin Islands, USA, Mexico, Belize, Cayman Islands
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$20,300
From (per person) 20,300
Cruise
A Journey from San Juan to Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 April 2026
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Dominican Republic (+1 more), USA
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$5,074
SUITE
$5,831
From (per person) 5,074
Cruise
An Extended Journey Of Tropical Radiance And Sun-kissed Splendour
15 Days (14 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 March 2026
Countries Visited: Puerto Rico, Bonaire, Curacao, Aruba (+4 more), Saint Barthelemy, Antigua and Barbuda, Dominican Republic, USA
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$10,098
SUITE
$11,019
From (per person) 10,098
Cruise
An Extended Journey Of Fireworks, Fiestas And Spectacular Shores
18 Days (17 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 December 2025
Countries Visited: Puerto Rico, Anguilla, Virgin Islands, Dominican Republic (+5 more), USA, Colombia, Panama, Costa Rica, Cayman Islands
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$14,513
SUITE
$16,741
From (per person) 14,513
Cruise
An Extended Journey Through Caribbean Cinematic Paradise
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Virgin Islands (+6 more), Anguilla, USA, Guadeloupe, Grenada, Barbados, Montserrat
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,177
SUITE
$11,722
From (per person) 10,177
Cruise
A Journey From San Juan To Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 November 2025
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Barthelemy (+2 more), Virgin Islands, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,341
SUITE
$6,395
From (per person) 5,341
Cruise
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
Up To USD $300 Bar Tab
INSIDE
$2,182
OCEANVIEW
$2,621
BALCONY
$3,059
SUITE
$7,531
From (per person) 2,182
Cruise
A Journey to Yacht-filled Harbours and Scenic Sail-ins
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Departures: Feb 2025 to Mar 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,237
SUITE
$7,366
From (per person) 6,237
Cruise
A Journey From San Juan To Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Dec 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+2 more), Anguilla, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,544
SUITE
$5,782
From (per person) 5,544
Cruise
A Grand Journey From Caribbean Coves To Iberian Charms
22 Days (21 Nights) San Juan to Lisbon
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 07 March 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+3 more), Virgin Islands, USA, Portugal
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$13,444
SUITE
$14,518
From (per person) 13,444
Cruise
A Journey From San Juan To Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Virgin Islands (+2 more), Anguilla, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,029
SUITE
$5,782
From (per person) 5,029
Cruise
An Extended Journey Of Paradise Beauty And Colourful Shores
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$10,266
SUITE
$12,073
From (per person) 10,266
Cruise
San Juan to Fort Lauderdale
15 Days (14 Nights) San Juan to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 24 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Saint Vincent, Saint Lucia, Barbados, Martinique, Guadeloupe, Saint Kitts and Nevis, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$11,286
Cruise
An Extended Journey Of Caribbean Inspiration And Island Beauty
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+6 more), Anguilla, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,692
SUITE
$11,722
From (per person) 10,692
Cruise
A Journey Savy New Year's Celebrations & Caribbean Conviviality
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 December 2025
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,276
SUITE
$8,370
From (per person) 7,276
New ReleaseCruise
Caribbean Escapade
8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Countries Visited: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Super Earlybird
INSIDE
-
OCEANVIEW
$5,447
BALCONY
-
SUITE
$6,986
Cruise
A Journey From San Juan To Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin (+2 more), Virgin Islands, USA
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$5,074
SUITE
$6,074
From (per person) 5,074
Cruise
A Journey Into Caribbean Exploration & Island Delights
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+2 more), Anguilla, USA
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$5,628
SUITE
$6,876
From (per person) 5,628
Cruise
An Extended Journey Of Soulful Sophistication And Idyllic Island Charm
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 November 2025
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Barthelemy (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,286
SUITE
$11,959
From (per person) 11,286
Cruise
A Journey From San Juan To Miami
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+2 more), Anguilla, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,267
SUITE
$5,782
From (per person) 5,267
Cruise
An Extended Journey Through Spectacular Nature And Historic Wonders
16 Days (15 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Barbados (+8 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Anguilla, Antigua and Barbuda, Saint Martin, Virgin Islands, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,811
SUITE
$12,707
From (per person) 10,811
Cruise
A Grand Journey Through Caribbean Serenity And Tropical Treasures
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+7 more), Anguilla, USA, Dominican Republic, Dominica, Barbados, Martinique, Saint Kitts and Nevis
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,509
SUITE
$12,622
From (per person) 11,509
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