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Cruises from San Juan

Choose from 235 unique cruises starting in San Juan, and traveling 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 396 departures available from twelve leading cruise lines.
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235 Cruises (396 Cruise Departures)
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,736
Balcony
-
Suite
$7,374
From
US$5,736
Save 1,144
Per Person
View Trip
8 Day A Journey Into Tropical Marvels & Enchanting Coastal Discovery with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visit: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,610
From
US$4,610
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
Inside
-
Oceanview
-
Balcony
-
Suite
$11,480
From
US$11,480
Per Person
View Trip
14 Day Spain & Morocco Transatlantic with Celebrity Cruises
Cruise

14 Days (13 Nights) San Juan to Barcelona
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 03 April 2027
Visit: Puerto Rico, Saint Martin, Morocco, Spain
Exclusive Savings
Inside
$770
Oceanview
$901
Balcony
$1,207
Suite
-
From
US$770
Save 512
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
$3,900
Balcony
$4,500
Suite
$8,800
From
US$3,900
Save 1,500
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,932
From
US$5,932
Save 1,558
Per Person
View Trip
13 Day A Journey Of Amazon Exploration & Cultural Discovery with Explora Journeys
Cruise

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$9,585
From
US$9,585
Per Person
View Trip
17 Day An Extended Journey of Island Energy & Ocean Tranquillity with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visit: Puerto Rico, Saint Martin, Guadeloupe, Grenada (+7 more), Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,800
From
US$10,800
Per Person
View Trip
8 Day A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,355
From
US$5,355
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 Summit
Departure: 12 December 2027
Visit: Puerto Rico, Saint Vincent, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$618
Oceanview
$619
Balcony
$893
Suite
$3,035
From
US$618
Save 409
Per Person
View Trip
9 Day A Journey of Caribbean Enchantment & Tranquil Shores with Explora Journeys
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visit: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,360
From
US$5,360
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
$5,800
Balcony
$6,900
Suite
$10,000
From
US$5,800
Save 1,500
Per Person
View Trip
9 Day A Journey Of Spectacular Festivities & Caribbean Wonders with Explora Journeys
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands, Dominican Republic, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,840
From
US$6,840
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
$842
Oceanview
$880
Balcony
$1,049
Suite
$2,948
From
US$842
Save 654
Per Person
View Trip
8 Day A Journey Through Caribbean Gems & Multi-coloured Coasts with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,535
From
US$4,535
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
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,138
Balcony
-
Suite
$5,308
From
US$4,138
Save 957
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 25 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Saint Vincent, Grenada, Curacao, Bonaire
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,200
Balcony
$5,900
Suite
$11,500
From
US$5,200
Save 1,500
Per Person
View Trip
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
$4,300
Balcony
$4,900
Suite
$9,500
From
US$4,300
Save 1,500
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Martinique, Grenada, Bonaire, Curacao, Aruba
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,200
Balcony
$5,900
Suite
$11,500
From
US$5,200
Save 1,500
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
$4,200
Balcony
$5,000
Suite
$8,000
From
US$4,200
Save 1,500
Per Person
View Trip
5 Day San Juan To Ft. Lauderdale with Celebrity Cruises
Cruise

5 Days (4 Nights) San Juan to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visit: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$481
Oceanview
$501
Balcony
$527
Suite
$1,963
From
US$481
Save 321
Per Person
View Trip
8 Day A Journey Across Turquoise Seas and Timeless Streets with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
22 Day San Juan to San Juan with Silversea
Cruise

22 Days (21 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+8 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda, Dominica, Curacao, Bonaire
All-Inclusive Fare
Inside
-
Oceanview
$8,100
Balcony
$9,300
Suite
$17,000
From
US$8,100
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 December 2027
Visit: Puerto Rico, Barbados, Grenada, Dominica, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$679
Oceanview
$729
Balcony
$1,309
Suite
$1,439
From
US$679
Save 396
Per Person
View Trip
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
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,800
Balcony
$5,400
Suite
$10,500
From
US$4,800
Save 1,500
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, Barbados, Grenada, Saint Vincent, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$729
Oceanview
$780
Balcony
$1,509
Suite
$1,660
From
US$729
Save 477
Per Person
View Trip
15 Day An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,475
From
US$8,475
Per Person
View Trip
8 Day A Journey Of Caribbean Celebrations & Island Wonders with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,015
From
US$5,015
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
Departure: 12 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada
Exclusive Savings
Inside
$898
Oceanview
$928
Balcony
$1,133
Suite
$3,516
From
US$898
Save 597
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
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$6,001
Balcony
-
Suite
$7,639
From
US$6,001
Save 1,144
Per Person
View Trip
Results: 181-210 of 235

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