Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 484 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 677 departures starting between December 2024 and April 2027.
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6 Days
128 Days
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$1,400pp
$162,190pp
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484 Cruises (677 Cruise Departures)
Cruise
 (1)

19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$6,135
OCEANVIEW
$6,878
BALCONY
$8,145
SUITE
$13,154
From (per person) 6,135
New ReleaseCruise
 (3)

7 Days (6 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+3 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Super Earlybird
INSIDE
-
OCEANVIEW
$4,655
BALCONY
-
SUITE
$5,833
Save (per person) 3,540
From (per person) 4,655
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 December 2025
Countries Visited: USA, Mexico, Belize, Cayman Islands
Flex FaresExclusive Deal
INSIDE
$3,810
OCEANVIEW
$4,282
BALCONY
$6,108
SUITE
$8,407
Save (per person) 2,450
From (per person) 3,810
Cruise
 (1)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 17 January 2026
Countries Visited: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Bonaire, Curacao, Aruba, Jamaica
Exclusive Deal
INSIDE
$8,613
OCEANVIEW
$9,514
BALCONY
$14,177
SUITE
$19,592
Save (per person) 2,047
From (per person) 8,613
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2025 to Mar 2027
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+1 more), Mexico
Experience Like No Other
INSIDE
$1,537
OCEANVIEW
$1,933
BALCONY
$2,329
SUITE
$5,992
From (per person) 1,537
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 16 February 2027
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Dominica, Barbados, Saint Martin, Virgin Islands
Experience Like No Other
INSIDE
$4,164
OCEANVIEW
$5,352
BALCONY
$6,788
SUITE
$15,975
From (per person) 4,164
Cruise
 (9)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 30 March 2027
Countries Visited: USA, Virgin Islands, Saint Martin, Barbados (+3 more), Curacao, Bonaire, Aruba
Experience Like No Other
INSIDE
$3,271
OCEANVIEW
$4,261
BALCONY
$5,201
SUITE
$12,428
From (per person) 3,271
New ReleaseCruise
 (3)

8 Days (7 Nights) Saint John's to Saint Thomas
Cruise Line: Emerald Cruises
Departure: 07 March 2026
Countries Visited: Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Virgin Islands
Super Earlybird
INSIDE
-
OCEANVIEW
$6,440
BALCONY
-
SUITE
$8,192
Save (per person) 2,555
From (per person) 6,440
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 01 March 2025
Countries Visited: USA, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+1 more), Saint Kitts and Nevis
New Year Sale
INSIDE
$4,980
OCEANVIEW
$4,980
BALCONY
-
SUITE
-
From (per person) 4,980
Cruise
 (3)

23 Days (22 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 01 March 2025
Countries Visited: USA, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Guadeloupe, Barbados, Martinique
Exclusive Deal
INSIDE
$10,111
OCEANVIEW
$10,715
BALCONY
$15,526
SUITE
-
Save (per person) 2,069
From (per person) 10,111
Cruise
 (1)

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 27 December 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Dominica (+4 more), Saint Kitts and Nevis, Sint Maarten, Virgin Islands, USA
Circle Club Voyage
INSIDE
$4,325
OCEANVIEW
$4,523
BALCONY
$4,949
SUITE
$7,235
From (per person) 4,325
Cruise
 (9)

29 Days (28 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 19 January 2027
Countries Visited: USA, Turks and Caicos Islands, Curacao, Bonaire (+9 more), Aruba, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Martinique, Barbados, Saint Martin, Virgin Islands
Experience Like No Other
INSIDE
$5,899
OCEANVIEW
$7,533
BALCONY
$9,711
SUITE
$21,888
From (per person) 5,899
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico
Experience Like No Other
INSIDE
$5,649
OCEANVIEW
$7,134
BALCONY
$9,015
SUITE
$21,153
From (per person) 5,649
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Oct 2026 to Jan 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Saint Martin, Virgin Islands, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Experience Like No Other
INSIDE
$3,966
OCEANVIEW
$5,253
BALCONY
$6,392
SUITE
$15,411
From (per person) 3,966
Cruise
 (3)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departures: Dec 2025 to Nov 2026
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
Experience Like No Other
INSIDE
$2,973
OCEANVIEW
$3,914
BALCONY
$4,132
SUITE
$8,646
From (per person) 2,973
New ReleaseCruise
 (3)

10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Super Earlybird
INSIDE
-
OCEANVIEW
$7,923
BALCONY
-
SUITE
$10,185
Save (per person) 3,572
From (per person) 7,923
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Dec 2025 to Dec 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,428
OCEANVIEW
$4,141
BALCONY
$5,093
SUITE
$8,222
From (per person) 3,428
Cruise
 (1)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Dec 2025 to Dec 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+2 more), Sint Maarten, Puerto Rico
INSIDE
$1,669
OCEANVIEW
$2,036
BALCONY
$2,472
SUITE
$3,828
From (per person) 1,669
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Nov 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
Circle Club Voyage
INSIDE
$3,666
OCEANVIEW
$4,498
BALCONY
$5,688
SUITE
$7,605
From (per person) 3,666
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 11 March 2025
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+3 more), Guadeloupe, Barbados, Martinique
New Year Sale
INSIDE
$5,726
OCEANVIEW
$5,726
BALCONY
$7,082
SUITE
-
From (per person) 5,726
Cruise
 (1)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 22 March 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+4 more), Sint Maarten, Virgin Islands, Puerto Rico, USA
INSIDE
$3,205
OCEANVIEW
$3,354
BALCONY
$5,759
SUITE
-
From (per person) 3,205
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Oct 2026 to Jan 2027
Countries Visited: USA, Turks and Caicos Islands, Curacao, Bonaire (+1 more), Aruba
Experience Like No Other
INSIDE
$1,834
OCEANVIEW
$2,428
BALCONY
$3,071
SUITE
$7,625
From (per person) 1,834
Cruise
 (9)

17 Days (16 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 19 January 2027
Countries Visited: USA, Turks and Caicos Islands, Curacao, Bonaire (+3 more), Aruba, Bahamas, Dominican Republic
Experience Like No Other
INSIDE
$3,569
OCEANVIEW
$4,509
BALCONY
$5,697
SUITE
$13,152
From (per person) 3,569
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Super Earlybird + Epic Voyage Bonus
INSIDE
-
OCEANVIEW
$8,617
BALCONY
-
SUITE
$11,335
Save (per person) 9,073
From (per person) 8,617
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 16 February 2026
Countries Visited: USA, Saint Martin, Antigua and Barbuda, Martinique (+2 more), Dominica, Virgin Islands
Flex FaresExclusive Deal
INSIDE
$4,302
OCEANVIEW
$4,876
BALCONY
$6,446
SUITE
$8,440
Save (per person) 2,258
From (per person) 4,302
Cruise
 (9)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Feb 2026 to Mar 2027
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Experience Like No Other
INSIDE
$3,125
OCEANVIEW
$3,818
BALCONY
$4,956
SUITE
$12,579
From (per person) 3,125
Cruise
 (9)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 25 February 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Dominica (+3 more), Barbados, Saint Martin, Virgin Islands
Experience Like No Other
INSIDE
$2,726
OCEANVIEW
$3,468
BALCONY
$4,310
SUITE
$10,388
From (per person) 2,726
Cruise
 (1)

12 Days (11 Nights) Panama City to Miami
Cruise Line: Azamara Cruises
Departure: 15 March 2026
Countries Visited: Panama, Colombia, Aruba, Bonaire (+3 more), Curacao, Dominican Republic, USA
INSIDE
$5,476
OCEANVIEW
$6,902
BALCONY
$8,506
SUITE
$11,674
From (per person) 5,476
Cruise
 (1)

16 Days (15 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+8 more), Saint Barthelemy, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Circle Club Voyage
INSIDE
$4,520
OCEANVIEW
$4,867
BALCONY
$6,015
SUITE
$9,411
From (per person) 4,520
Cruise
 (9)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Dec 2025 to Mar 2026
Countries Visited: USA, Turks and Caicos Islands, Jamaica, Belize (+1 more), Mexico
Experience Like No Other
INSIDE
$1,438
OCEANVIEW
$1,883
BALCONY
$2,329
SUITE
$6,259
From (per person) 1,438
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Caribbean & Bahamas Cruises