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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577 Cruises (831 Cruise Departures)
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 02 March 2029
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+5 more), Barbados, Dominica, Virgin Islands, Mexico, Belize
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,583
Suite
$16,403
From
A$10,583
Save 2,297
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 10 December 2027
Visit: USA, Turks and Caicos Islands, Bahamas
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,802
Balcony
$5,557
Suite
$11,074
From
A$4,802
Save 2,198
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,387
From
A$12,387
Save 253
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departure: 08 January 2028
Visit: Barbados, Saint Lucia, Curacao, Aruba (+6 more), Bonaire, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,788
Suite
$19,824
From
A$11,788
Save 210
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Departure: 20 March 2027
Visit: USA, Virgin Islands, Dominica, Barbados (+4 more), Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,379
Suite
$13,801
From
A$13,379
Save 2,241
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 08 December 2027
Visit: USA, Jamaica, Aruba, Curacao (+5 more), Bonaire, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,827
Suite
$18,983
From
A$16,827
Save 2,303
Per Person
View Trip
Cruise

25 Days (24 Nights) Halifax to Valparaiso
Cruise Line: Seabourn
Departure: 24 September 2028
Visit: Canada, Bermuda, Puerto Rico, Aruba (+4 more), Panama, Ecuador, Peru, Chile
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$19,354
Suite
$26,606
From
A$19,354
Save 345
Per Person
View Trip
Cruise

17 Days (16 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Saint Kitts and Nevis, Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,660
From
A$17,660
Save 360
Per Person
View Trip
Cruise

8 Days (7 Nights) Marigot to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Apr 2028
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
$10,744
Balcony
$15,312
Suite
$16,486
From
A$10,744
Save 535
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 17 February 2029
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,239
Suite
$13,924
From
A$12,239
Save 2,221
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departures: Jan 2027 to Jan 2028
Visit: Barbados, Saint Lucia, Curacao, Aruba, Bonaire
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,496
Suite
$10,989
From
A$5,496
Save 121
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 February 2029
Visit: USA, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Barbados, Saint Vincent, Saint Lucia, Guadeloupe
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,365
Suite
$14,158
From
A$10,365
Save 2,305
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Departures: Oct 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,978
From
A$6,978
Save 158
Per Person
View Trip
Cruise

18 Days (17 Nights) Fort Lauderdale to Rio de Janeiro
Cruise Line: Cunard
Ship: Queen Anne
Departure: 22 January 2027
Visit: USA, Turks and Caicos Islands, Barbados, Brazil
Exclusive Savings
Inside
$4,995
Oceanview
$7,133
Balcony
$8,242
Suite
$16,934
From
A$4,995
Per Person
View Trip
Cruise

25 Days (24 Nights) Halifax to Rio de Janeiro
Cruise Line: Seabourn
Departures: Oct 2027 to Oct 2028
Visit: Canada, Saint Kitts and Nevis, Spain, Saint Lucia (+4 more), Barbados, Trinidad and Tobago, French Guiana, Brazil
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$20,709
From
A$20,709
Save 399
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Departure: 12 February 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$12,319
Balcony
-
Suite
$16,132
From
A$12,319
Save 8,221
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 25 January 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Martinique (+5 more), Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,237
Suite
$15,265
From
A$13,237
Save 2,243
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 27 November 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,851
Suite
$15,684
From
A$14,851
Save 2,269
Per Person
View Trip
Cruise

8 Days (7 Nights) Nassau to La Romana
Cruise Line: Ponant
Ship: Le Champlain
Departures: Jan 2028 to Feb 2028
Visit: Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,854
Suite
$11,704
From
A$6,854
Save 210
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Dec 2028 to Mar 2029
Visit: Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Saint Barthelemy, Virgin Islands, Puerto Rico
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,367
Balcony
-
Suite
$9,165
From
A$7,367
Save 3,138
Per Person
View Trip
Cruise

18 Days (17 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Trinidad and Tobago, Curacao (+10 more), Bonaire, Grenada, Saint Vincent, Martinique, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,186
Suite
$24,632
From
A$12,186
Save 212
Per Person
View Trip
Cruise

30 Days (29 Nights) London to Rio de Janeiro
Cruise Line: Cunard
Ship: Queen Anne
Departure: 10 January 2027
Visit: England, Bermuda, USA, Turks and Caicos Islands, Barbados, Brazil
Exclusive Savings
Inside
$7,404
Oceanview
$9,830
Balcony
$11,097
Suite
$21,047
From
A$7,404
Per Person
View Trip
Cruise

128 Days (127 Nights) Miami to Rome
Cruise Line: Regent Seven Seas
Departure: 11 January 2027
Visit: USA, Mexico, Belize, Honduras (+32 more), Cayman Islands, Jamaica, Costa Rica, Colombia, Panama, El Salvador, Guatemala, French Polynesia, American Samoa, Samoa, Fiji, Vanuatu, New Caledonia, Australia, Indonesia, Singapore, Malaysia, Thailand, Sri Lanka, Maldives, India, Oman, United Arab Emirates, Qatar, Saudi Arabia, Egypt, Jordan, Israel, Cyprus, Greece, Turkey, Italy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$171,222
Suite
$188,372
From
A$171,222
Save 5,168
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,398
Balcony
-
Suite
$6,922
From
A$5,398
Save 3,597
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 25 October 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Anguilla
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$16,910
From
A$16,910
Save 345
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 05 March 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,761
Suite
$21,173
From
A$20,761
Save 2,389
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,830
From
A$7,830
Save 160
Per Person
View Trip
Cruise

25 Days (24 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados (+6 more), Trinidad and Tobago, Brazil, French Guiana, Saint Vincent, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$30,537
From
A$30,537
Save 623
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Regent Seven Seas
Departure: 07 February 2029
Visit: Barbados, Saint Lucia, Martinique, Dominica (+5 more), Guadeloupe, Saint Barthelemy, Saint Martin, Virgin Islands, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,769
Suite
$15,729
From
A$13,769
Save 2,251
Per Person
View Trip
Results: 211-240 of 577

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