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Cruises from San Juan

Choose from 247 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Cartagena, Colon, Fort Lauderdale and more. December is the most popular month to join a cruise from San Juan and you can select from 425 departures available from thirteen leading cruise lines.
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247 Cruises (425 Departures)
247 Cruises (425 Departures)
Departures
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Duration
4 Days
25 Days
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Price
$800pp
$28,620pp
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10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (5)

10 Days (9 Nights) San Juan to Miami
Operator: Azamara
Ship: Azamara Journey
Departure: 05 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Exclusive Savings
Inside
$2,689
Oceanview
$3,326
Balcony
$3,963
Suite
$6,070
From (Per Person)
A$2,689
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,383
Oceanview
$2,832
Balcony
$3,373
Suite
$4,789
From (Per Person)
A$2,383
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia Holiday with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Dec 2026 to Dec 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,142
Oceanview
$1,362
Balcony
$1,766
Suite
$2,756
From (Per Person)
A$1,142
Save 21
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 April 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,412
Oceanview
$1,819
Balcony
$2,022
Suite
$5,589
From (Per Person)
A$1,412
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 14 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,182
Oceanview
$2,330
Balcony
$2,628
Suite
$3,938
From (Per Person)
A$2,182
Per Person
View Trip
6 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (12)

6 Days (5 Nights) San Juan to Bridgetown
Operator: Princess
Ship: Crown Princess
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,289
Oceanview
$1,378
Balcony
$1,516
Suite
$2,635
From (Per Person)
A$1,289
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,664
Oceanview
$1,760
Balcony
$2,953
Suite
$3,641
From (Per Person)
A$1,664
Save 912
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,109
Oceanview
$1,311
Balcony
$1,819
Suite
$5,590
From (Per Person)
A$1,109
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 31 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Exclusive Savings
Inside
$2,001
Oceanview
$2,378
Balcony
$3,837
Suite
$4,581
From (Per Person)
A$2,001
Save 1,068
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$1,108
Oceanview
$1,311
Balcony
$1,798
Suite
$5,589
From (Per Person)
A$1,108
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 22 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,449
Balcony
$2,777
Suite
$4,101
From (Per Person)
A$2,121
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,155
Oceanview
$2,694
Balcony
$3,254
Suite
$4,165
From (Per Person)
A$2,155
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Barbados
Exclusive Savings
Inside
$1,290
Oceanview
$1,375
Balcony
$1,646
Suite
$2,082
From (Per Person)
A$1,290
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to The Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Feb 2028 to Feb 2029
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$9,733
Suite
$12,031
From (Per Person)
A$9,733
Save 4,173
Per Person
View Trip
17 Day An Extended Journey of Relaxing Waters & Blissful Shores with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Exclusive Savings
Suite
$15,102
From (Per Person)
A$15,102
Save 308
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 02 April 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Vincent, Grenada, Barbados
Exclusive Savings
Inside
$1,339
Oceanview
$1,467
Balcony
$2,267
Suite
$2,833
From (Per Person)
A$1,339
Save 774
Per Person
View Trip
12 Day Southern Caribbean Intensive with Celebrity Cruises
Cruise

12 Days (11 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 17 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia +5 more, Grenada, Barbados, Saint Vincent, Martinique, Dominica
Exclusive Savings
Inside
$1,980
Oceanview
$2,175
Balcony
$2,960
Suite
$11,244
From (Per Person)
A$1,980
Save 1,145
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,017
Oceanview
$1,017
Balcony
$2,185
Suite
$7,041
From (Per Person)
A$1,287
Save 1,128
Per Person
View Trip
15 Day Discover the Yachting Islands of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Oceanview
$14,635
Suite
$18,530
From (Per Person)
A$14,635
Save 6,276
Per Person
View Trip
10 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 29 October 2027
Visits: Puerto Rico, Antigua and Barbuda, Saint Lucia, Grenada, Barbados, Saint Vincent, Virgin Islands
Exclusive Savings
Inside
$1,378
Oceanview
$1,448
Balcony
$2,190
Suite
$7,126
From (Per Person)
A$1,378
Save 748
Per Person
View Trip
16 Day An Extended Journey Through Wild Beauty and Tropical Festivities with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis +6 more, Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Suite
$18,816
From (Per Person)
A$18,816
Save 384
Per Person
View Trip
22 Day Mediterranean to Caribbean Sojourn with Viking Cruises
Cruise

22 Days (21 Nights) San Juan to Rome
Operator: Viking
Ship: Viking Sea
Departure: 01 March 2029
Visits: Puerto Rico, Sint Maarten, Morocco, Spain, France, Monaco, Italy
Exclusive Savings
Balcony
$13,715
Suite
$20,281
From (Per Person)
A$13,715
Save 280
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 05 December 2027
Visits: Puerto Rico, Barbados, Grenada, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,046
Oceanview
$1,173
Balcony
$1,960
Suite
$2,375
From (Per Person)
A$1,046
Save 641
Per Person
View Trip
8 Day A Journey Through Balmy Shores & Stirring Scenery with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visits: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Exclusive Savings
Suite
$7,066
From (Per Person)
A$7,066
Save 144
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,116
Oceanview
$1,151
Balcony
$3,177
Suite
$3,614
From (Per Person)
A$1,299
Save 492
Per Person
View Trip
8 Day A Journey Of Sun-hazed Island Enchantment & Caribbean Treasures with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$7,762
From (Per Person)
A$7,762
Save 158
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 26 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat
Exclusive Savings
Oceanview
$5,998
Balcony
$6,915
Suite
$14,259
From (Per Person)
A$5,998
Save 4,202
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 03 January 2028
Visits: Puerto Rico, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,115
Oceanview
$1,189
Balcony
$2,071
Suite
$2,480
From (Per Person)
A$1,115
Save 694
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
12 Day San Juan to New York with Crystal Cruises
New ReleaseCruise

12 Days (11 Nights) San Juan to New York
Operator: Crystal
Ship: Crystal Symphony
Departure: 14 September 2026
Visits: Puerto Rico, Saint Martin, Dominica, Barbados +6 more, Saint Lucia, Antigua and Barbuda, Virgin Islands, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Savings
Oceanview
$6,950
Balcony
$9,192
Suite
$9,582
From (Per Person)
A$6,950
Save 1,650
Per Person
View Trip
Results: 121-150 of 247

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