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Cruises from Barbados to Puerto Rico

Are you looking for a cruise from Barbados to Puerto Rico? December is the most popular month to cruise between Barbados and Puerto Rico and there are 13 departures available from three of the world's leading cruise lines.
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17 Days
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10 Cruises (13 Cruise Departures)
16 Day An Extended Journey Through Turquoise Seas And Festive Caribbean Gems with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 December 2025
Visit: Barbados, Saint Vincent, Trinidad and Tobago, Martinique (+6 more), Montserrat, Virgin Islands, USA, Bahamas, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,985
Suite
$9,515
From
US$7,985
Per Person
View Trip
8 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2025 to Nov 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,719
Oceanview
$1,169
Balcony
$1,989
Suite
$2,218
From
US$1,169
Per Person
View Trip
16 Day An Extended Journey of Endless Beauty & Historic Treasures with Explora Journeys
Cruise

16 Days (15 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 March 2027
Visit: Barbados, Grenada, Saint Lucia, Martinique (+6 more), Saint Barthelemy, Virgin Islands, USA, Antigua and Barbuda, Guadeloupe, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,475
Suite
$10,385
From
US$8,475
Per Person
View Trip
9 Day Bridgetown to San Juan with Silversea
Cruise
 (1)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Nova
Departure: 21 December 2026
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+4 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,280
Suite
$8,000
From
US$5,280
Save 1,320
Per Person
View Trip
8 Day Eastern Caribbean Cruise: St. Lucia, Dominica & St. Kitts with Azamara Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$2,159
Oceanview
$2,604
Balcony
$3,331
Suite
$5,427
From
US$2,159
Per Person
View Trip
17 Day An Extended Journey Into Caribbean Sparkle And Joyful Celebration with Explora Journeys
Cruise

17 Days (16 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 December 2025
Visit: Barbados, Trinidad and Tobago, Martinique, Antigua and Barbuda (+6 more), Saint Martin, Virgin Islands, USA, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$11,400
Suite
-
From
US$11,400
Per Person
View Trip
7 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (4)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Dec 2025 to Dec 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Inside
$1,299
Oceanview
$1,499
Balcony
$1,159
Suite
$1,719
From
US$1,159
Per Person
View Trip
9 Day Caribbean Cruise: Curacao, Aruba & St.lucia with Azamara Cruises
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$2,109
Oceanview
$2,605
Balcony
$3,487
Suite
$5,340
From
US$2,109
Per Person
View Trip
8 Day Bridgetown to San Juan with Silversea
Cruise

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 22 December 2025
Visit: Barbados, Saint Lucia, Grenada, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Last Minute Fare
Inside
-
Oceanview
$2,900
Balcony
$3,400
Suite
$3,000
From
US$2,900
Per Person
View Trip
11 Day Bridgetown to San Juan with Silversea
Cruise

11 Days (10 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 16 February 2027
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+7 more), Martinique, Dominica, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Puerto Rico
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,480
Balcony
$5,360
Suite
$9,100
From
US$4,480
Save 1,120
Per Person
View Trip
Results: 10 results

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