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Cruises From San Juan

Choose from 146 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Fort Lauderdale, Lisbon, Los Angeles and more. December is the most popular month to join a cruise from San Juan and you can select from 293 departures available from twelve leading cruise lines.
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146 Cruises (293 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Oct 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Companion Fly Free
INSIDE
-
OCEANVIEW
-
BALCONY
$6,855
SUITE
$10,775
Save (per person) 1,077
From (per person) 6,855
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Martinique
Exclusive Deal
INSIDE
$1,908
OCEANVIEW
$2,147
BALCONY
$3,224
SUITE
$4,057
From (per person) 1,908
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 22 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Martinique, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Deal
INSIDE
$1,939
OCEANVIEW
$2,178
BALCONY
$3,167
SUITE
$4,088
From (per person) 1,939
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive DealExclusive Solo Offer
INSIDE
$1,360
OCEANVIEW
$1,434
BALCONY
$2,444
SUITE
$3,579
Save (per person) 696
From (per person) 1,360
View Trip
8 Day San Juan, Barbados & Beyond with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 March 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Martinique, Saint Kitts and Nevis
70% Off Second Sailor + Save
INSIDE
$2,346
OCEANVIEW
$2,432
BALCONY
$2,687
SUITE
$8,303
From (per person) 2,346
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 30 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Dominica, Barbados, Saint Kitts and Nevis, Saint Lucia, Saint Vincent
Exclusive Deal
INSIDE
$1,943
OCEANVIEW
$2,163
BALCONY
$3,081
SUITE
$3,646
From (per person) 1,943
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 28 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Saint Kitts and Nevis, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$2,719
OCEANVIEW
$2,980
BALCONY
$3,665
SUITE
$4,507
From (per person) 2,719
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 04 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Sint Maarten (+2 more), Montserrat, Antigua and Barbuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,846
Save (per person) 4,069
From (per person) 6,846
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 16 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Martinique, Barbados, Dominica, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$2,195
OCEANVIEW
$2,453
BALCONY
$3,214
SUITE
$4,303
From (per person) 2,195
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,639
OCEANVIEW
$1,790
BALCONY
$2,710
SUITE
$3,415
Save (per person) 806
From (per person) 1,639
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis (+1 more), Virgin Islands
Exclusive DealExclusive Solo Offer
INSIDE
$1,784
OCEANVIEW
$1,872
BALCONY
$2,847
SUITE
$3,587
Save (per person) 871
From (per person) 1,784
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 07 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Saint Vincent, Barbados, Sint Maarten, Antigua and Barbuda, Dominica
Exclusive Deal
INSIDE
$2,067
OCEANVIEW
$2,300
BALCONY
$3,156
SUITE
$3,740
From (per person) 2,067
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 07 December 2025
Countries Visited: Puerto Rico, Bonaire, Curacao, Aruba (+1 more), Virgin Islands
Exclusive DealExclusive Solo Offer
INSIDE
$1,457
OCEANVIEW
$1,613
BALCONY
$2,131
SUITE
$3,301
Save (per person) 738
From (per person) 1,457
View Trip
11 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+3 more), Bonaire, Barbados, Saint Vincent
Exclusive Deal
INSIDE
$2,034
OCEANVIEW
$2,437
BALCONY
$3,337
SUITE
$5,020
Save (per person) 997
From (per person) 2,034
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+4 more), Saint Vincent, Barbados, Sint Maarten, Antigua and Barbuda
Exclusive Deal
INSIDE
$2,042
OCEANVIEW
$2,298
BALCONY
$3,260
SUITE
$3,983
From (per person) 2,042
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 16 May 2025
Countries Visited: Puerto Rico, Aruba, Bonaire, Curacao (+2 more), Dominica, Saint Kitts and Nevis
Exclusive DealExclusive Solo Offer
INSIDE
$1,248
OCEANVIEW
$1,289
BALCONY
$2,401
SUITE
$2,560
Save (per person) 642
From (per person) 1,248
View Trip
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Dec 2025 to Apr 2026
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+2 more), Saint Lucia, Saint Kitts and Nevis
More At Sea Offer
INSIDE
$2,495
OCEANVIEW
-
BALCONY
$3,107
SUITE
$3,413
From (per person) 2,495
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Dominica, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$1,908
OCEANVIEW
$2,147
BALCONY
$3,136
SUITE
$4,057
From (per person) 1,908
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 May 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+2 more), Barbados, Saint Lucia
Exclusive Deal
INSIDE
$1,422
OCEANVIEW
$1,585
BALCONY
$3,107
SUITE
$3,752
Save (per person) 689
From (per person) 1,422
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

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
Save (per person) 799
From (per person) 1,566
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 20 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Grenada (+2 more), Curacao, Aruba
Exclusive Deal
INSIDE
$1,589
OCEANVIEW
$1,910
BALCONY
$2,544
SUITE
$4,274
Save (per person) 797
From (per person) 1,589
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Dec 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba (+1 more), Bonaire
Exclusive DealExclusive Solo Offer
INSIDE
$1,407
OCEANVIEW
$1,714
BALCONY
$2,196
SUITE
$3,054
Save (per person) 900
From (per person) 1,407
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 04 January 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Grenada, Aruba (+1 more), Curacao
Exclusive DealExclusive Solo Offer
INSIDE
$1,657
OCEANVIEW
$1,704
BALCONY
$1,901
SUITE
$2,750
Save (per person) 838
From (per person) 1,657
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 07 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Sint Maarten (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,543
OCEANVIEW
$1,645
BALCONY
$3,468
SUITE
$5,224
Save (per person) 747
From (per person) 1,543
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,078
OCEANVIEW
$1,193
BALCONY
$1,494
SUITE
$1,890
From (per person) 1,078
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 19 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,200
OCEANVIEW
$1,321
BALCONY
$1,764
SUITE
$2,210
From (per person) 1,200
View Trip
11 Day San Juan, St. Vincent, Barbados & More with Virgin Voyages
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 11 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Saint Vincent
70% Off Second Sailor + Save
INSIDE
$2,799
OCEANVIEW
$2,901
BALCONY
$3,207
SUITE
$10,568
From (per person) 2,799
View Trip
13 Day Amazon & Caribbean Adventure with Viking Cruises
Cruise
 (5)

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Nov 2024 to Feb 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados (+2 more), French Guiana, Brazil
Companion Fly Free
INSIDE
-
OCEANVIEW
-
BALCONY
$8,212
SUITE
$15,283
Save (per person) 1,083
From (per person) 8,212
View Trip
8 Day Southern Caribbean with Barbados From San Juan with Princess
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Martinique, Barbados
Exclusive Deal
INSIDE
$1,010
OCEANVIEW
$1,120
BALCONY
$1,490
SUITE
$1,926
From (per person) 1,010
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Grenada (+2 more), Saint Vincent, Dominica
Exclusive DealExclusive Solo Offer
INSIDE
$1,641
OCEANVIEW
$1,887
BALCONY
$2,595
SUITE
$3,417
Save (per person) 834
From (per person) 1,641
View Trip
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