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Departures
Duration
7 Days
18 Days
Ship Size
Ship Features
Operators
Price
$1,500pp
$15,830pp
Countries
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17 Cruises (18 Cruise Departures)
Cruise
(5)
One-Way San Juan Sojourn
7 Days (6 Nights) Miami to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 30 November 2024
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Saint Kitts and Nevis (+1 more), Puerto Rico
70% Off Second Sailor + Save
INSIDE
$1,553
OCEANVIEW
$1,632
BALCONY
$1,703
SUITE
$3,647
From (per person) 1,553
Cruise
(1)
Eastern Caribbean Voyage
9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$1,681
OCEANVIEW
$2,116
BALCONY
$2,819
SUITE
$4,067
From (per person) 1,681
Cruise
A Journey From Chic French Beaches to Rain-forested Peaks
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 January 2025
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Guadeloupe (+2 more), Saint Martin, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,583
SUITE
$7,672
From (per person) 5,925
Cruise
A Journey from Miami to San Juan
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 December 2025
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,019
SUITE
$9,603
From (per person) 7,217
Cruise
One-way to SJ: DR, St. Maarten & BVI
7 Days (6 Nights) Miami to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 November 2025
70% Off Second Sailor + Save
INSIDE
$1,738
OCEANVIEW
$1,982
BALCONY
$2,166
SUITE
$4,726
From (per person) 1,738
Cruise
New Year In The Tropics
12 Days (11 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 23 December 2024
Countries Visited: USA, Jamaica, Aruba, Curacao (+4 more), Bonaire, Virgin Islands, Sint Maarten, Puerto Rico
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,248
BALCONY
$11,832
SUITE
$13,317
Cruise
An Extended Journey From Caribbean Rhythms To Jungle Mysteries
15 Days (14 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 07 January 2025
Countries Visited: USA, Jamaica, Cayman Islands, Mexico (+5 more), Virgin Islands, Saint Barthelemy, Guadeloupe, Saint Martin, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$9,652
SUITE
$11,217
From (per person) 9,652
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
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,440
BALCONY
-
SUITE
$6,979
Cruise
A Journey to Butterfly Isles & French Caribbean Chic
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 20 December 2024
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,019
SUITE
$9,603
From (per person) 7,618
Cruise
An Extended Journey From Mayan Mysteries To Castaway Chic
15 Days (14 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 February 2025
Countries Visited: USA, Mexico, Belize, Virgin Islands (+4 more), Anguilla, Guadeloupe, Saint Martin, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,999
SUITE
$10,850
From (per person) 8,999
Cruise
A Journey From Miami To San Juan
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 November 2025
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+3 more), Dominica, Saint Martin, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,177
SUITE
$8,266
From (per person) 5,381
Cruise
A Journey of Paradise Coves and Puerto Rican Spirits
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+1 more), Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,286
SUITE
$7,524
From (per person) 5,658
Cruise
A Journey From Miami To San Juan
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 13 January 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Grenada (+3 more), Barbados, Montserrat, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,177
SUITE
$8,266
From (per person) 5,742
Cruise
An Extended Journey Of Central American Jungles And Caribbean Isles
18 Days (17 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 04 February 2025
Countries Visited: USA, Cayman Islands, Mexico, Anguilla (+4 more), Dominica, Guadeloupe, Saint Martin, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$12,672
SUITE
$15,008
From (per person) 12,672
Cruise
A Journey Of Calypso Rhythms And Coconut Breezes
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Nov 2024 to Feb 2025
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,880
SUITE
$8,217
From (per person) 5,504
Cruise
A Journey From Miami To San Juan
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 December 2025
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+3 more), Martinique, Saint Kitts and Nevis, Puerto Rico
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$9,801
SUITE
$11,781
From (per person) 8,331
Cruise
A Journey to Boho-chic Beaches on Rum-Casked Islands
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 February 2025
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,286
SUITE
$7,524
From (per person) 5,341
Results: 17 results
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