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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128 Days
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577 Cruises (831 Cruise Departures)
New ReleaseCruise

12 Days (11 Nights) Miami to Panama City
Cruise Line: Scenic
Departure: 13 October 2028
Visit: USA, Bahamas, Colombia, Panama
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,042
Suite
$24,484
From
A$14,042
Save 2,703
Per Person
View Trip
Cruise

9 Days (8 Nights) Halifax to Bridgetown
Cruise Line: Seabourn
Departures: Oct 2026 to Oct 2028
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia, Barbados
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,379
Suite
$6,379
From
A$6,379
Save 157
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Departure: 04 March 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
$11,396
Suite
$19,824
From
A$11,396
Save 202
Per Person
View Trip
Cruise

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Regent Seven Seas
Departure: 24 February 2028
Visit: Barbados, Saint Lucia, Martinique, Dominica (+4 more), Guadeloupe, Saint Barthelemy, Saint Martin, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,931
Suite
$13,853
From
A$12,931
Save 2,239
Per Person
View Trip
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Departure: 20 March 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,020
Suite
$23,682
From
A$12,020
Save 219
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 January 2028
Visit: USA, Saint Martin, Martinique, Saint Lucia, Grenada, Aruba
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,371
Suite
$11,581
From
A$8,371
Save 2,219
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,398
Suite
$11,474
From
A$5,398
Save 100
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 11 January 2029
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Guadeloupe, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,813
Suite
$11,994
From
A$8,813
Save 2,257
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,540
From
A$10,540
Save 215
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 18 January 2029
Visit: Barbados, Grenada, Aruba, Curacao (+4 more), Bonaire, Martinique, Saint Lucia, Saint Vincent
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,097
Suite
$9,923
From
A$8,097
Save 7,353
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 14 March 2027
Visit: USA, Turks and Caicos Islands, Antigua and Barbuda, Dominica, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,237
From
A$7,237
Save 148
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 28 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,174
Balcony
$6,860
Suite
$16,072
From
A$6,174
Save 2,826
Per Person
View Trip
Cruise

28 Days (27 Nights) Miami to Barcelona
Cruise Line: Regent Seven Seas
Departure: 20 March 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Barthelemy (+8 more), Dominica, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Bahamas, Portugal, Spain, Morocco
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$28,096
Suite
$30,683
From
A$28,096
Save 2,494
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 26 February 2029
Visit: USA, Mexico, Belize, Honduras (+5 more), Costa Rica, Panama, Colombia, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,534
Suite
$20,562
From
A$18,534
Save 2,326
Per Person
View Trip
Cruise

18 Days (17 Nights) San Juan to Panama City
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis (+6 more), USA, Jamaica, Curacao, Aruba, Colombia, Panama
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,454
From
A$17,454
Save 356
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,900
Balcony
$6,243
Suite
$14,798
From
A$5,900
Save 2,700
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA, Dominican Republic
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,965
From
A$13,965
Save 285
Per Person
View Trip
New ReleaseCruise

10 Days (9 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 07 December 2028
Visit: Barbados, Grenada, Saint Vincent, Saint Lucia (+6 more), Martinique, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,551
Balcony
-
Suite
$9,967
From
A$7,551
Save 3,644
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departure: 22 December 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,544
Suite
$9,861
From
A$6,544
Save 186
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Departure: 19 March 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,767
Balcony
$6,953
Suite
$6,306
From
A$5,767
Save 4,933
Per Person
View Trip
New ReleaseCruise

12 Days (11 Nights) Miami to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 19 February 2028
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico (+4 more), Virgin Islands, Anguilla, Saint Barthelemy, Antigua and Barbuda
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$12,776
Balcony
-
Suite
$15,618
From
A$12,776
Save 4,719
Per Person
View Trip
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,744
Balcony
-
Suite
$7,214
From
A$5,744
Save 2,101
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,369
From
A$9,369
Save 191
Per Person
View Trip
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 20 March 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Martinique (+7 more), Dominica, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Puerto Rico, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,643
Suite
$14,308
From
A$9,643
Save 2,657
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras, Belize
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,820
From
A$8,820
Save 180
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From
A$7,291
Save 149
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 30 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,767
Balcony
$6,953
Suite
$15,974
From
A$5,767
Save 4,933
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,247
From
A$8,247
Save 168
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to Nassau
Cruise Line: Ponant
Ship: Le Champlain
Departure: 12 January 2028
Visit: Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,756
Suite
$13,305
From
A$7,756
Save 224
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 December 2026
Visit: USA, Virgin Islands, Bahamas
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,664
Suite
$4,983
From
A$3,664
Save 3,016
Per Person
View Trip
Results: 541-570 of 577

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