Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 536 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 726 departures starting between September 2025 and January 2028.
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6 Days
91 Days
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$700pp
$120,998pp
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536 Cruises (726 Cruise Departures)
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2026 to Feb 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Saint Lucia (+1 more), Montserrat
Best Available FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,580
SUITE
$6,345
From (per person) 5,580
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 December 2025
Countries Visited: USA, Aruba, Curacao, Bonaire (+6 more), Grenada, Barbados, Saint Vincent, Dominica, Antigua and Barbuda, Sint Maarten
Fleetwide SaleExclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$8,199
SUITE
$13,499
Save (per person) 8,199
From (per person) 8,199
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 10 December 2025
Countries Visited: USA, Cayman Islands, Jamaica, Belize (+2 more), Mexico, Honduras
Early Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$7,749
Save (per person) 13,149
From (per person) 7,749
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 06 February 2027
Countries Visited: Barbados, Saint Kitts and Nevis, Martinique, Dominica (+2 more), Guadeloupe, Saint Lucia
Exclusive DealBonus Onboard Credit
INSIDE
-
OCEANVIEW
-
BALCONY
$4,999
SUITE
$7,499
From (per person) 4,999
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Nov 2025 to Jan 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+6 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Anguilla
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$7,820
SUITE
$8,160
From (per person) 7,820
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departure: 07 February 2026
Countries Visited: Barbados, Saint Kitts and Nevis, Martinique, Guadeloupe (+6 more), Dominica, Saint Lucia, Montserrat, Antigua and Barbuda, Virgin Islands, Sint Maarten
Exclusive DealBonus Onboard Credit
INSIDE
-
OCEANVIEW
-
BALCONY
$8,999
SUITE
$16,199
From (per person) 8,999
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Departure: 25 January 2027
Countries Visited: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Virgin Islands, Puerto Rico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$7,500
BALCONY
$8,600
SUITE
$8,100
From (per person) 7,500
Cruise
 (1)

17 Days (16 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 November 2025
Countries Visited: USA, Mexico, Belize, Guatemala (+7 more), Virgin Islands, Guadeloupe, Martinique, Saint Lucia, Grenada, Saint Vincent, Barbados
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$7,990
SUITE
$9,560
From (per person) 7,990
Cruise
 (13)

27 Days (26 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 18 March 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Saint Martin, Virgin Islands, Curacao, Bonaire, Aruba
Exclusive Deal
INSIDE
$3,039
OCEANVIEW
$3,639
BALCONY
$4,539
SUITE
$13,339
From (per person) 3,039
Cruise
 (1)

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Departures: Feb 2027 to Mar 2027
Countries Visited: Saint Lucia, Saint Vincent, Guadeloupe, Dominica
Exclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,760
SUITE
$7,090
From (per person) 4,760
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 07 December 2025
Countries Visited: USA, Aruba, Curacao, Grenada (+2 more), Saint Lucia, Puerto Rico
Fleetwide SaleExclusive Deal
INSIDE
$2,499
OCEANVIEW
$2,899
BALCONY
$4,199
SUITE
$5,599
Save (per person) 2,499
From (per person) 2,499
Cruise
 (1)

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Puerto Rico, Grenada, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$8,360
SUITE
$9,310
From (per person) 8,360
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2026 to Mar 2027
Countries Visited: Guadeloupe, Dominica, Saint Vincent, Grenada (+1 more), Martinique
INSIDE
-
OCEANVIEW
$8,220
BALCONY
$11,650
SUITE
$12,530
From (per person) 8,220
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 22 December 2026
Countries Visited: USA, Turks and Caicos Islands, Saint Kitts and Nevis, Guadeloupe (+4 more), Bonaire, Curacao, Aruba, Puerto Rico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$11,100
From (per person) 11,100
Cruise

10 Days (9 Nights) Bridgetown to Tampa
Cruise Line: Oceania Cruises
Departure: 22 February 2026
Countries Visited: Barbados, Aruba, Jamaica, Mexico (+1 more), USA
Fleetwide SaleExclusive Deal
INSIDE
$2,000
OCEANVIEW
$2,360
BALCONY
$3,200
SUITE
$4,160
Save (per person) 2,998
From (per person) 2,000
Cruise
 (1)

21 Days (20 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 25 January 2026
Countries Visited: USA, Dominican Republic, Bonaire, Aruba (+6 more), Curacao, Bahamas, Virgin Islands, Guadeloupe, Saint Lucia, Montserrat
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$10,530
SUITE
$11,745
From (per person) 10,530
Cruise
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 06 December 2025
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, Saint Martin
INSIDE
$3,619
OCEANVIEW
$3,669
BALCONY
-
SUITE
$5,989
From (per person) 3,619
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 05 December 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, Saint Martin
INSIDE
$2,579
OCEANVIEW
$2,999
BALCONY
$4,089
SUITE
$6,609
From (per person) 2,579
Cruise
 (3)

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
$2,819
OCEANVIEW
$3,349
BALCONY
-
SUITE
-
From (per person) 2,819
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departure: 31 January 2026
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Guadeloupe, Dominica, Saint Lucia
Exclusive DealBonus Onboard Credit
INSIDE
-
OCEANVIEW
-
BALCONY
$8,999
SUITE
$16,199
From (per person) 8,999
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 17 December 2025
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+1 more), Saint Martin
Fleetwide SaleExclusive Deal
INSIDE
$2,400
OCEANVIEW
$2,640
BALCONY
$3,680
SUITE
$5,280
Save (per person) 3,598
From (per person) 2,400
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Oceania Cruises
Departure: 28 October 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Saint Lucia, Grenada, Curacao, Aruba
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,399
SUITE
$8,449
Save (per person) 5,399
From (per person) 5,399
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 09 March 2026
Countries Visited: USA, Aruba, Curacao, Grenada (+3 more), Saint Vincent, Martinique, Virgin Islands
Fleetwide SaleExclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,849
SUITE
$8,299
Save (per person) 5,849
From (per person) 5,849
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 27 October 2026
Countries Visited: USA, Turks and Caicos Islands, Curacao, Bonaire (+1 more), Aruba
Exclusive Deal
INSIDE
$839
OCEANVIEW
$989
BALCONY
$1,199
SUITE
$4,119
From (per person) 839
Cruise
 (1)

10 Days (9 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 December 2025
Countries Visited: USA, Virgin Islands, Guadeloupe, Martinique (+4 more), Saint Lucia, Grenada, Saint Vincent, Barbados
Best Available FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,480
SUITE
$5,360
From (per person) 4,480
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 December 2025
Countries Visited: Puerto Rico, Anguilla, Virgin Islands, Dominican Republic (+1 more), USA
Best Available FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,320
SUITE
$6,125
From (per person) 5,320
Cruise
 (1)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 18 December 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+4 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,079
OCEANVIEW
$2,409
BALCONY
$3,249
SUITE
$5,359
From (per person) 2,079
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departures: Dec 2026 to Jan 2027
Countries Visited: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy (+1 more), Guadeloupe
Exclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,760
SUITE
$7,090
From (per person) 4,760
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 16 January 2026
Countries Visited: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+2 more), Saint Kitts and Nevis, Guadeloupe
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$8,700
From (per person) 8,700
Cruise

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Nov 2025 to Mar 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Barthelemy, Anguilla, Saint Martin, Saint Kitts and Nevis
Mutiple Deals Available
INSIDE
-
OCEANVIEW
$4,960
BALCONY
-
SUITE
$5,335
Save (per person) 6,327
From (per person) 4,960
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Caribbean & Bahamas Cruises