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Caribbean Cruises with Azamara

Join Azamara on one of 39 cruises island hopping through the Caribbean this season. December is the most popular month to begin your cruise and Azamara have 48 cruises departing between October 2026 and March 2028.
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7 Days
78 Days
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$1,400pp
$29,549pp
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39 Cruises (48 Cruise Departures)
Cruise
 (3)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
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
Inside
$2,549
Oceanview
$3,269
Balcony
$3,969
Suite
$6,159
From
US$2,549
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 06 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,229
Oceanview
$2,789
Balcony
$3,389
Suite
$5,149
From
US$2,229
Per Person
View Trip
Cruise
 (5)

29 Days (28 Nights) Bridgetown to Valparaiso
Cruise Line: Azamara Cruises
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba (+11 more), Dominican Republic, Bahamas, USA, Mexico, Belize, Honduras, Costa Rica, Panama, Ecuador, Peru, Chile
Azamara Always Included
Inside
$8,779
Oceanview
$10,339
Balcony
$12,599
Suite
$18,419
From
US$8,779
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
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
$1,799
Oceanview
$2,229
Balcony
$2,769
Suite
$4,359
From
US$1,799
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
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
$2,189
Oceanview
$2,749
Balcony
$3,349
Suite
$5,109
From
US$2,189
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,699
Oceanview
$2,209
Balcony
$2,809
Suite
$4,339
From
US$1,699
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Inside
$2,919
Oceanview
$3,449
Balcony
$4,119
Suite
$6,349
From
US$2,919
Per Person
View Trip
Cruise
 (3)

27 Days (26 Nights) Montreal to Bridgetown
Cruise Line: Azamara Cruises
Departure: 19 October 2026
Visit: Canada, USA, Bermuda, Saint Martin (+8 more), Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$8,039
Balcony
$10,039
Suite
$25,739
From
US$8,039
Per Person
View Trip
Cruise
 (3)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Inside
$1,489
Oceanview
$1,919
Balcony
$2,499
Suite
$3,959
From
US$1,489
Per Person
View Trip
Cruise
 (5)

78 Days (77 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 05 January 2028
Visit: USA, Mexico, Belize, Honduras (+19 more), Costa Rica, Panama, Ecuador, Peru, Chile, Argentina, Antarctica, Falkland Islands, Uruguay, Brazil, French Guiana, Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands
Azamara Always Included
Inside
$26,729
Oceanview
$30,329
Balcony
$36,729
Suite
$53,229
From
US$26,729
Per Person
View Trip
Cruise
 (5)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara Cruises
Departure: 16 February 2028
Visit: Argentina, Uruguay, Brazil, French Guiana (+9 more), Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$12,129
Oceanview
$13,829
Balcony
$16,729
Suite
$24,219
From
US$12,129
Per Person
View Trip
Cruise
 (5)

12 Days (11 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 22 March 2028
Visit: USA, Mexico
Azamara Always Included
Inside
$2,329
Oceanview
$3,089
Balcony
$3,889
Suite
$6,299
From
US$2,329
Per Person
View Trip
Cruise
 (3)

18 Days (17 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia (+7 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Saint Barthelemy, Saint Martin, Antigua and Barbuda, USA
Azamara Always Included
Inside
-
Oceanview
$6,619
Balcony
$8,399
Suite
$11,839
From
US$6,619
Per Person
View Trip
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Inside
$3,959
Oceanview
$4,769
Balcony
$5,899
Suite
$8,559
From
US$3,959
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+9 more), Saint Martin, Saint Barthelemy, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
-
Oceanview
$4,499
Balcony
$5,799
Suite
$8,819
From
US$4,499
Per Person
View Trip
Cruise
 (3)

35 Days (34 Nights) Miami to Buenos Aires
Cruise Line: Azamara Cruises
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina
Azamara Always Included
Inside
$12,329
Oceanview
$12,429
Balcony
$14,739
Suite
$23,149
From
US$12,329
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Inside
$3,949
Oceanview
$4,589
Balcony
$5,959
Suite
$9,289
From
US$3,949
Per Person
View Trip
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$2,649
Oceanview
$3,269
Balcony
$4,129
Suite
$6,689
From
US$2,649
Per Person
View Trip
Cruise
 (3)

17 Days (16 Nights) New York to Bridgetown
Cruise Line: Azamara Cruises
Departure: 29 October 2026
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+7 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
-
Oceanview
$4,819
Balcony
$5,639
Suite
$9,309
From
US$4,819
Per Person
View Trip
Cruise
 (3)

75 Days (74 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+18 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina, Falkland Islands, Antarctica, Chile, Peru, Panama, Costa Rica, Colombia, Mexico
Azamara Always Included
Inside
$29,549
Oceanview
$29,959
Balcony
$38,099
Suite
$54,889
From
US$29,549
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Inside
$3,579
Oceanview
$4,369
Balcony
$5,559
Suite
$8,619
From
US$3,579
Per Person
View Trip
Cruise
 (5)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 28 November 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,649
Oceanview
$4,589
Balcony
$5,709
Suite
$8,779
From
US$3,649
Per Person
View Trip
Cruise
 (5)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Inside
$5,829
Oceanview
$7,049
Balcony
$8,729
Suite
$13,909
From
US$5,829
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$2,089
Oceanview
$2,339
Balcony
$3,059
Suite
$4,829
From
US$2,089
Per Person
View Trip
Cruise
 (5)

10 Days (9 Nights) Miami to Panama City
Cruise Line: Azamara Cruises
Departure: 05 January 2028
Visit: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Inside
$2,999
Oceanview
$3,479
Balcony
$4,159
Suite
$5,819
From
US$2,999
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
Azamara Always Included
Inside
$2,969
Oceanview
$3,189
Balcony
$4,569
Suite
$6,619
From
US$2,969
Per Person
View Trip
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Inside
$3,799
Oceanview
$4,809
Balcony
$5,859
Suite
$8,929
From
US$3,799
Per Person
View Trip
Cruise
 (3)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
Azamara Always Included
Inside
-
Oceanview
$4,949
Balcony
$7,019
Suite
$9,699
From
US$4,949
Per Person
View Trip
Cruise
 (5)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Inside
$2,549
Oceanview
$3,109
Balcony
$3,839
Suite
$5,839
From
US$2,549
Per Person
View Trip
Cruise
 (5)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 13 March 2028
Visit: Barbados, Grenada, Saint Lucia, Martinique (+4 more), Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Inside
$2,789
Oceanview
$3,339
Balcony
$4,139
Suite
$6,089
From
US$2,789
Per Person
View Trip
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