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Caribbean Cruises with Azamara

Join Azamara on one of 46 cruises island hopping through the Caribbean this season. November and December are the most popular months to begin your cruise and Azamara have 55 cruises departing between October 2026 and March 2028.
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7 Days
78 Days
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$1,200pp
$28,729pp
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46 Cruises (55 Cruise Departures)
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+5 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$3,523
Oceanview
$4,348
Balcony
$5,502
Suite
$8,082
From
US$3,523
Save 76
Per Person
View Trip
Cruise
 (3)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,789
Oceanview
$2,079
Balcony
$2,613
Suite
$4,514
From
US$1,789
Per Person
View Trip
Cruise
 (4)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 November 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,919
Oceanview
$2,363
Balcony
$2,877
Suite
$4,361
From
US$1,919
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
$1,459
Oceanview
$1,869
Balcony
$2,381
Suite
$3,739
From
US$1,459
Per Person
View Trip
Cruise
 (4)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$3,844
Oceanview
$4,824
Balcony
$5,978
Suite
$9,179
From
US$3,844
Save 85
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
Exclusive Savings
Inside
$3,812
Oceanview
$3,996
Balcony
$5,151
Suite
$7,993
From
US$3,812
Save 87
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$5,711
Oceanview
$6,895
Balcony
$8,524
Suite
$13,549
From
US$5,711
Save 118
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
Exclusive Savings
Inside
$3,503
Oceanview
$4,269
Balcony
$5,424
Suite
$8,392
From
US$3,503
Save 94
Per Person
View Trip
Cruise
 (8)

9 Days (8 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras
Azamara Always Included
Inside
$2,119
Oceanview
$2,598
Balcony
$3,180
Suite
$4,597
From
US$2,119
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
Exclusive Savings
Inside
$3,867
Oceanview
$4,653
Balcony
$5,749
Suite
$8,329
From
US$3,867
Save 92
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
$2,159
Balcony
$2,741
Suite
$4,225
From
US$1,699
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
Exclusive Savings
Inside
$7,464
Oceanview
$7,852
Balcony
$9,598
Suite
-
From
US$7,464
Save 175
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$2,724
Oceanview
$3,257
Balcony
$4,033
Suite
$5,925
From
US$2,724
Save 65
Per Person
View Trip
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras (+8 more), Bahamas, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$5,942
Oceanview
$7,242
Balcony
$8,872
Suite
$12,878
From
US$5,942
Save 137
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
$1,699
Oceanview
$2,179
Balcony
$2,769
Suite
$4,360
From
US$1,699
Per Person
View Trip
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
Exclusive Savings
Inside
$2,382
Oceanview
$3,042
Balcony
$3,692
Suite
$5,719
From
US$2,382
Save 57
Per Person
View Trip
Cruise
 (3)

19 Days (18 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+8 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$5,356
Oceanview
$5,647
Balcony
$6,986
Suite
$11,060
From
US$5,356
Save 133
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
Exclusive Savings
Inside
$2,861
Oceanview
$3,637
Balcony
$4,733
Suite
$7,459
From
US$2,861
Save 58
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$3,371
Oceanview
$3,914
Balcony
$4,690
Suite
$6,592
From
US$3,371
Save 68
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$2,491
Oceanview
$3,035
Balcony
$3,743
Suite
$5,683
From
US$2,491
Save 58
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
$1,269
Oceanview
$1,629
Balcony
$2,109
Suite
$3,243
From
US$1,269
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$12,145
Oceanview
$13,503
Balcony
$16,316
Suite
$23,581
From
US$12,145
Save 284
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
Exclusive Savings
Inside
$2,382
Oceanview
$2,935
Balcony
$3,701
Suite
$5,971
From
US$2,382
Save 57
Per Person
View Trip
Cruise
 (4)

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
$2,684
Balcony
$3,266
Suite
$4,973
From
US$2,189
Per Person
View Trip
Cruise
 (4)

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
$2,724
Balcony
$3,306
Suite
$5,013
From
US$2,229
Per Person
View Trip
Cruise
 (4)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 06 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
Exclusive Savings
Inside
$4,000
Oceanview
$4,980
Balcony
$6,134
Suite
$9,277
From
US$4,000
Save 89
Per Person
View Trip
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+8 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, Mexico, Belize, Honduras
Azamara Always Included
Exclusive Savings
Inside
$5,618
Oceanview
$6,918
Balcony
$8,683
Suite
$12,689
From
US$5,618
Save 121
Per Person
View Trip
Cruise
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 05 December 2026
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
Exclusive Savings
Inside
$3,112
Oceanview
$3,374
Balcony
$4,402
Suite
$6,944
From
US$3,112
Save 67
Per Person
View Trip
Cruise
 (4)

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
Exclusive Savings
Inside
$25,403
Oceanview
$29,613
Balcony
$35,821
Suite
$51,826
From
US$25,403
Save 586
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
Exclusive Savings
Inside
$28,068
Oceanview
$29,261
Balcony
$32,763
Suite
$53,443
From
US$28,068
Save 661
Per Person
View Trip
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