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Cruises from Puerto Rico to Barbados

Are you looking for a cruise from Puerto Rico to Barbados? December is the most popular month to cruise between Puerto Rico and Barbados and there are 14 departures available from four of the world's leading cruise lines.
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8 Days
17 Days
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$9,780pp
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10 Cruises (14 Cruise Departures)
8 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (4)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 2025
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$1,879
Balcony
-
Suite
-
From
US$1,879
Per Person
View Trip
8 Day Southern Caribbean Cruise: Antigua, Grenada & Barbados with Azamara Cruises
Cruise
 (3)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$1,549
Oceanview
$2,019
Balcony
$2,623
Suite
$3,933
From
US$1,549
Per Person
View Trip
11 Day Southern Caribbean Cruise: Antigua, St. Barts & Martinique with Azamara Cruises
Cruise
 (3)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+4 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$2,169
Oceanview
$2,722
Balcony
$3,459
Suite
$5,438
From
US$2,169
Save 50
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 Fare
Exclusive Savings
Inside
-
Oceanview
$4,900
Balcony
$5,900
Suite
$10,600
From
US$4,900
Save 1,500
Per Person
View Trip
9 Day Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada with Azamara Cruises
Cruise
 (4)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,099
Oceanview
$2,586
Balcony
$3,168
Suite
$4,652
From
US$2,099
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 Fare
Exclusive Savings
Inside
-
Oceanview
$4,900
Balcony
$6,300
Suite
$9,200
From
US$4,900
Save 1,500
Per Person
View Trip
8 Day San Juan to Bridgetown with Silversea
Cruise

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 29 December 2025
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Bonaire, Curacao, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$9,900
From
US$6,600
Save 1,500
Per Person
View Trip
15 Day An Extended Journey from Ocean Calm to Vibrant Culture with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visit: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Dominica, Saint Vincent, Barbados
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,610
Suite
$10,010
From
US$8,610
Per Person
View Trip
9 Day Yachtsman's Caribbean with Seabourn
Cruise

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 14 December 2025
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+4 more), Martinique, Saint Vincent, Grenada, Barbados
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,934
Suite
$9,814
From
US$3,934
Save 64
Per Person
View Trip
17 Day An Extended Journey Of Bewitching Caribbean Gems with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2025
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+7 more), Anguilla, USA, Dominican Republic, Saint Kitts and Nevis, Martinique, Saint Vincent, Barbados
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
-
Suite
$9,780
From
US$9,780
Per Person
View Trip
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