Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 359 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 518 departures starting between September 2024 and April 2027.
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7 Days
86 Days
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$1,300pp
$74,780pp
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359 Cruises (518 Cruise Departures)
Cruise

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2025 to Apr 2027
Countries Visited: Saint Martin, Saint Barthelemy, Antigua and Barbuda, Guadeloupe (+6 more), Martinique, Saint Lucia, Saint Vincent, Barbados, Anguilla, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,589
BALCONY
-
SUITE
$6,796
Save 4,073
From 5,589
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Feb 2025
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Virgin Islands, Saint Kitts and Nevis, Sint Maarten, Martinique, Saint Vincent, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$11,290
SUITE
$20,630
From 11,290
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 December 2024
Countries Visited: USA, Virgin Islands, Anguilla, Dominica (+5 more), Martinique, Barbados, Saint Vincent, Saint Lucia, Saint Kitts and Nevis
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$12,276
SUITE
$14,256
From 12,276
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 December 2025
Countries Visited: USA, Dominican Republic, Virgin Islands, Saint Martin (+1 more), Puerto Rico
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$6,816
SUITE
$8,286
From 6,816
Cruise

7 Days (6 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 10 December 2024
Countries Visited: Barbados, Guadeloupe, Antigua and Barbuda, Puerto Rico
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$4,316
SUITE
$5,267
From 4,316
Cruise

15 Days (14 Nights) Miami to Lisbon
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 March 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Portugal
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,573
SUITE
$10,469
From 8,573
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 25 January 2026
Countries Visited: USA, Jamaica, Cayman Islands, Mexico (+1 more), Bahamas
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,168
SUITE
$8,752
From 7,168
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Departure: 20 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$9,910
SUITE
$11,682
Save 4,316
From 7,554
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 December 2024
Countries Visited: USA, Jamaica, Aruba, Curacao (+6 more), Saint Vincent, Barbados, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
$6,611
OCEANVIEW
$7,225
BALCONY
$9,670
SUITE
$13,917
Save 2,049
From 6,611
Cruise

15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2024 to Nov 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,801
BALCONY
-
SUITE
$11,563
Save 10,125
From 8,801
Cruise

22 Days (21 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 20 December 2025
Countries Visited: USA, Aruba, Bonaire, Curacao (+8 more), Grenada, Saint Lucia, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Mexico, Honduras, Belize
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$17,322
SUITE
$20,570
Save 10,548
From 17,322
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Countries Visited: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,440
BALCONY
-
SUITE
$6,979
Save 3,559
From 5,440
Cruise

9 Days (8 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Moon
Departure: 21 December 2024
Countries Visited: Barbados, Trinidad and Tobago, Saint Lucia, Saint Vincent (+3 more), Aruba, Curacao, Colombia
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
$6,435
BALCONY
$8,316
SUITE
-
From 6,435
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 January 2026
Countries Visited: USA, Jamaica, Honduras, Belize (+1 more), Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,168
SUITE
$8,752
From 7,168
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Departures: Jan 2026 to Feb 2026
Countries Visited: Sint Maarten, Antigua and Barbuda, Virgin Islands, Montserrat (+6 more), Saint Lucia, Saint Vincent, Dominica, Grenada, Martinique, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$11,979
SUITE
$18,315
From 9,009
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 January 2025
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Guadeloupe (+2 more), Saint Martin, Puerto Rico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,401
SUITE
$5,371
From 4,401
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 01 February 2025
Countries Visited: Barbados, Curacao, Bonaire, Aruba (+4 more), Colombia, Dominican Republic, Antigua and Barbuda, Martinique
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$12,465
SUITE
$24,331
From 12,465
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 November 2024
Countries Visited: USA, Anguilla, Dominica, Guadeloupe (+6 more), Saint Martin, Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$12,276
SUITE
$14,256
From 12,276
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departures: Dec 2025 to Mar 2026
Countries Visited: USA, Turks and Caicos Islands, Virgin Islands, Saint Kitts and Nevis (+2 more), Saint Martin, Puerto Rico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$10,593
From 10,593
Cruise

16 Days (15 Nights) Tampa to Tampa
Cruise Line: Oceania Cruises
Departure: 03 March 2026
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+3 more), Antigua and Barbuda, Dominica, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$7,580
OCEANVIEW
$8,342
BALCONY
$10,936
SUITE
$14,134
Save 2,060
From 7,580
Cruise

24 Days (23 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 08 April 2025
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Grenada (+5 more), Barbados, Dominica, Saint Barthelemy, Bahamas, Bermuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$14,713
SUITE
$21,188
Save 2,117
From 14,713
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 December 2025
Countries Visited: USA, Turks and Caicos Islands, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Saint Vincent, Antigua and Barbuda, Puerto Rico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$14,058
BALCONY
$15,345
SUITE
$21,582
From 14,058
Cruise

8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 15 November 2024
Countries Visited: Barbados, Martinique, Saint Lucia, Antigua and Barbuda (+2 more), Puerto Rico, USA
Exclusive DealUnique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$6,192
SUITE
$7,529
From 6,192
Cruise

22 Days (21 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 01 February 2025
Countries Visited: Barbados, Curacao, Bonaire, Aruba (+9 more), Colombia, Dominican Republic, Antigua and Barbuda, Martinique, Saint Lucia, Guadeloupe, Virgin Islands, Saint Kitts and Nevis, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$17,522
SUITE
$32,837
From 17,522
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Moon
Departures: Jan 2025 to Feb 2025
Countries Visited: USA, Puerto Rico, Saint Barthelemy, Antigua and Barbuda (+2 more), Saint Kitts and Nevis, Virgin Islands
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,801
BALCONY
$10,494
SUITE
$26,235
From 9,801
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 09 February 2025
Countries Visited: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis (+3 more), Guadeloupe, Saint Lucia, Antigua and Barbuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$7,784
SUITE
-
Save 2,066
From 7,784
Cruise

16 Days (15 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Departure: 23 October 2024
Countries Visited: USA, Bermuda, Saint Barthelemy, Saint Lucia (+5 more), Barbados, Grenada, Bonaire, Curacao, Aruba
International OfferExclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$12,430
SUITE
$14,094
Save 9,140
From 12,430
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2024 to Jan 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+7 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Virgin Islands, Bonaire
Exclusive Deal
INSIDE
-
OCEANVIEW
$13,548
BALCONY
-
SUITE
$17,320
Save 15,188
From 13,548
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 20 December 2025
Countries Visited: USA, Aruba, Bonaire, Curacao (+5 more), Grenada, Saint Lucia, Guadeloupe, Saint Kitts and Nevis, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$12,134
SUITE
$14,352
Save 7,056
From 12,134
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Oceania Cruises
Departure: 15 January 2026
Countries Visited: USA, Aruba, Curacao, Trinidad and Tobago (+6 more), Grenada, Saint Lucia, Saint Vincent, Dominica, Martinique, Barbados
Exclusive Deal
INSIDE
$5,826
OCEANVIEW
$6,361
BALCONY
$8,262
SUITE
$10,667
Save 2,044
From 5,826
Results: 151-180 of 359

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Caribbean & Bahamas Cruises