Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 577 unique cruise itineraries with 787 past traveller reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 831 departures starting between September 2026 and April 2029.
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6 Days
128 Days
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$1,400pp
$203,150pp
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577 Cruises (831 Cruise Departures)
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Departure: 07 March 2027
Visit: Barbados, Saint Vincent, Grenada, Curacao (+5 more), Aruba, Bonaire, Virgin Islands, Puerto Rico, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,145
Balcony
$7,330
Suite
$6,684
From
A$6,684
Save 5,716
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Departures: Jan 2027 to Feb 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,895
Suite
$19,824
From
A$10,895
Save 267
Per Person
View Trip
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize (+5 more), Bahamas, Curacao, Aruba, Colombia, Cayman Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$16,111
From
A$16,111
Save 329
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,884
From
A$6,884
Save 141
Per Person
View Trip
New ReleaseCruise

21 Days (20 Nights) Nassau to Panama City
Cruise Line: Scenic
Departure: 04 October 2028
Visit: Bahamas, Turks and Caicos Islands, USA, Colombia, Panama
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$23,529
Suite
$36,558
From
A$23,529
Save 5,361
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 06 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+5 more), Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,106
Suite
$12,220
From
A$9,106
Save 2,234
Per Person
View Trip
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Oceania Cruises
Departure: 30 October 2028
Visit: USA, Bahamas, Dominican Republic, Bonaire (+4 more), Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,596
Suite
$12,465
From
A$7,596
Save 2,214
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 22 November 2026
Visit: USA, Honduras, Guatemala, Belize, Mexico
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,517
Suite
$6,921
From
A$6,517
Save 7,613
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Departure: 06 February 2027
Visit: Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,790
Balcony
-
Suite
$7,314
From
A$5,790
Save 3,605
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Tampa
Cruise Line: Regent Seven Seas
Departure: 01 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Jamaica, Cayman Islands
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,229
From
A$8,229
Save 10,741
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 28 December 2028
Visit: USA, Dominican Republic, Aruba, Curacao (+4 more), Bonaire, Saint Lucia, Antigua and Barbuda, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,907
Suite
$14,293
From
A$10,907
Save 2,323
Per Person
View Trip
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
$7,291
Balcony
$8,310
Suite
$17,248
From
A$7,291
Save 2,009
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From
A$7,291
Save 149
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 27 November 2027
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,934
From
A$5,934
Save 121
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,790
Balcony
-
Suite
$7,314
From
A$5,790
Save 3,605
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departure: 08 December 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,146
Suite
$9,240
From
A$6,146
Save 174
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departures: Jan 2028
Visit: Barbados, Saint Vincent, Martinique, Saint Barthelemy, Dominica, Grenada, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,723
Balcony
$6,507
Suite
$6,037
From
A$5,723
Save 1,577
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 09 February 2027
Visit: USA, Mexico, Honduras, Belize
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,641
Suite
$11,269
From
A$10,641
Save 2,189
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$5,488
Balcony
$6,586
Suite
$13,622
From
A$6,037
Save 1,663
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands (+4 more), Saint Barthelemy, Puerto Rico, Anguilla, Antigua and Barbuda
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,877
From
A$13,877
Save 283
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 07 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,575
Suite
$15,270
From
A$14,575
Save 2,265
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 19 December 2028
Visit: USA, Mexico, Honduras, Belize, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,650
Suite
$8,813
From
A$6,650
Save 2,190
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 05 February 2028
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$17,510
Suite
$18,098
From
A$17,510
Save 2,320
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,718
Suite
$7,572
From
A$6,718
Save 9,882
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 December 2027
Visit: USA, Jamaica, Bonaire, Curacao, Aruba, Bahamas
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,060
From
A$8,060
Save 165
Per Person
View Trip
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$18,826
From
A$18,826
Save 384
Per Person
View Trip
Cruise

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Champlain
Departures: Mar 2028
Visit: Saint Lucia, Saint Vincent, Barbados, Guadeloupe, Martinique
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,146
Suite
$9,240
From
A$6,146
Save 174
Per Person
View Trip
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,485
From
A$13,485
Save 275
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 11 March 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,670
Suite
$22,274
From
A$12,670
Save 228
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to New York
Cruise Line: Regent Seven Seas
Departure: 15 April 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda, Virgin Islands
Exquisite Escapes
Single Supplement Special
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,354
Suite
$8,364
From
A$7,354
Save 10,096
Per Person
View Trip
Results: 481-510 of 577

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