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Cruises from San Juan

Choose from 230 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Colon, Fort Lauderdale, Lisbon and more. December is the most popular month to join a cruise from San Juan and you can select from 408 departures available from twelve leading cruise lines.
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230 Cruises (408 Cruise Departures)
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,380
Balcony
$7,272
Suite
$15,582
From
A$6,380
Save 2,920
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Montserrat, Guadeloupe, Saint Kitts and Nevis, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,703
Balcony
$8,232
Suite
$14,798
From
A$6,703
Save 4,697
Per Person
View Trip
8 Day A Journey Through Shimmering Island History & Mesmerisingly Cultures with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 27 November 2027
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,934
From
A$5,934
Save 121
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 16 April 2028
Visit: Puerto Rico, Virgin Islands, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$1,413
Oceanview
$1,502
Balcony
$2,548
Suite
$3,203
From
A$1,413
Save 808
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,027
Oceanview
$1,300
Balcony
$3,388
Suite
$3,804
From
A$1,027
Save 633
Per Person
View Trip
21 Day Sju To Mia with Oceania Cruises
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,801
Suite
-
From
A$12,801
Save 2,319
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$850
Oceanview
$1,006
Balcony
$1,371
Suite
$3,533
From
A$850
Save 1,209
Per Person
View Trip
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,744
Balcony
-
Suite
$7,214
From
A$5,744
Save 2,101
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,468
Balcony
$7,703
Suite
$29,988
From
A$6,468
Save 4,532
Per Person
View Trip
24 Day A Grand Journey Into Island Whispers & Beauty-Rich Shores with Explora Journeys
Cruise

24 Days (23 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 01 March 2027
Visit: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands (+5 more), Turks and Caicos Islands, USA, Saint Martin, Portugal, Spain
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,992
From
A$19,992
Save 408
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 23 January 2028
Visit: Puerto Rico, Saint Vincent, Grenada, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,162
Oceanview
$1,231
Balcony
$2,140
Suite
$2,726
From
A$1,162
Save 707
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 06 February 2028
Visit: Puerto Rico, Barbados, Dominica, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,191
Oceanview
$1,260
Balcony
$2,264
Suite
$2,824
From
A$1,191
Save 707
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Martin
Exclusive Savings
Inside
$1,348
Oceanview
$1,575
Balcony
$3,380
Suite
$3,766
From
A$1,348
Save 996
Per Person
View Trip
15 Day Discover Island Rhythms & Coastal Dreams with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$13,906
Balcony
-
Suite
$17,679
From
A$13,906
Save 8,234
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Dominica, Barbados
Exclusive Savings
Inside
$1,091
Oceanview
$1,167
Balcony
$1,967
Suite
$2,478
From
A$1,091
Save 726
Per Person
View Trip
11 Day Caribbean Mystique with Regent Seven Seas
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 30 March 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,898
Suite
$13,515
From
A$12,898
Save 2,232
Per Person
View Trip
9 Day Caribbean Essence with Oceania Cruises
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,229
Suite
$6,100
From
A$4,229
Save 2,861
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,066
Balcony
$8,644
Suite
$16,268
From
A$8,644
Save 3,956
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$4,222
Balcony
-
Suite
$5,388
From
A$4,222
Save 3,573
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
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,909
From
A$6,909
Save 141
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 27 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,808
Balcony
-
Suite
$9,817
From
A$7,808
Save 3,137
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,528
Balcony
$5,704
Suite
$12,446
From
A$5,704
Save 3,996
Per Person
View Trip
8 Day A Journey Of Blissful Escapes & Island Splendour with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands, Dominican Republic, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From
A$7,291
Save 149
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 02 April 2028
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Vincent, Grenada, Barbados
Exclusive Savings
Inside
$1,385
Oceanview
$1,467
Balcony
$2,267
Suite
$2,956
From
A$1,385
Save 796
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,488
Balcony
$6,243
Suite
$14,798
From
A$5,488
Save 2,512
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
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$12,675
Balcony
-
Suite
$16,693
From
A$12,675
Save 8,235
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 05 March 2028
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,267
Oceanview
$1,335
Balcony
$2,333
Suite
$2,831
From
A$1,267
Save 738
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Grenada, Barbados, Saint Martin
Exclusive Savings
Inside
$1,825
Oceanview
$1,961
Balcony
$3,220
Suite
$3,935
From
A$1,825
Save 988
Per Person
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Apr 2029
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,417
Balcony
-
Suite
$9,365
From
A$7,417
Save 3,138
Per Person
View Trip
18 Day A Grand Journey Through Balmy Shores & Enchanting Nature to Panama’s Wonders with Explora Journeys
Cruise

18 Days (17 Nights) San Juan to Panama City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis (+6 more), USA, Jamaica, Curacao, Aruba, Colombia, Panama
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$19,365
From
A$19,365
Save 395
Per Person
View Trip
Results: 181-210 of 230

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