Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 436 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 598 departures starting between February 2025 and April 2027.
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6 Days
128 Days
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$1,600pp
$162,180pp
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436 Cruises (598 Cruise Departures)
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Departure: 30 November 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Super Earlybird
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,986
Save (per person) 4,564
From (per person) 6,986
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Departure: 21 November 2026
Countries Visited: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Super Earlybird
INSIDE
-
OCEANVIEW
$5,447
BALCONY
-
SUITE
$6,986
Save (per person) 3,548
From (per person) 5,447
Cruise

17 Days (16 Nights) Boston to Miami
Cruise Line: Oceania Cruises
Departure: 27 October 2025
Countries Visited: USA, Bermuda, Saint Barthelemy, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Grenada, Bonaire, Aruba
Exclusive Deal
INSIDE
$4,884
OCEANVIEW
$5,448
BALCONY
$8,166
SUITE
$10,874
Save (per person) 2,286
From (per person) 4,884
Cruise
 (3)

20 Days (19 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2025
Countries Visited: England, USA, Sint Maarten, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$4,124
OCEANVIEW
$5,599
BALCONY
$6,045
SUITE
$12,905
From (per person) 4,124
Cruise
 (3)

35 Days (34 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 11 January 2027
Countries Visited: England, Portugal, Saint Kitts and Nevis, Barbados (+7 more), Saint Lucia, Grenada, Dominica, Antigua and Barbuda, Dominican Republic, Saint Martin, Spain
Exclusive Deal
INSIDE
$7,931
OCEANVIEW
$12,386
BALCONY
$12,683
SUITE
$27,533
From (per person) 7,931
Cruise
 (3)

22 Days (21 Nights) Hamburg to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2025
Countries Visited: Germany, England, USA, Sint Maarten (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$5,095
OCEANVIEW
-
BALCONY
$7,134
SUITE
$14,114
From (per person) 5,095
Cruise
 (3)

21 Days (20 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+2 more), Sint Maarten, England
Exclusive Deal
INSIDE
$5,303
OCEANVIEW
$7,283
BALCONY
$7,679
SUITE
-
From (per person) 5,303
Cruise
 (1)

26 Days (25 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Departure: 02 December 2025
Countries Visited: Spain, Gibraltar, Portugal, Bahamas (+5 more), USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Saint Martin
Exclusive Deal
INSIDE
$8,454
OCEANVIEW
$9,207
BALCONY
$12,662
SUITE
$17,770
Save (per person) 2,056
From (per person) 8,454
Cruise
 (3)

20 Days (19 Nights) London to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 December 2025
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$5,104
OCEANVIEW
$6,787
BALCONY
$7,381
SUITE
$14,945
From (per person) 5,104
Cruise
 (3)

28 Days (27 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 December 2025
Countries Visited: England, USA, Virgin Islands, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Sint Maarten
Exclusive Deal
INSIDE
$7,088
OCEANVIEW
$9,264
BALCONY
$9,715
SUITE
$21,773
From (per person) 7,088
Cruise
 (3)

20 Days (19 Nights) New York to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 26 November 2025
Countries Visited: USA, Sint Maarten, Dominica, Barbados (+3 more), Saint Lucia, Saint Kitts and Nevis, England
Exclusive Deal
INSIDE
$3,867
OCEANVIEW
-
BALCONY
$5,649
SUITE
-
From (per person) 3,867
Cruise
 (3)

30 Days (29 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 08 March 2025
Countries Visited: England, USA, Saint Martin, Saint Lucia (+5 more), Grenada, Barbados, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Deal
INSIDE
$6,642
OCEANVIEW
-
BALCONY
-
SUITE
-
From (per person) 6,642
Cruise
 (3)

27 Days (26 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2025
Countries Visited: England, USA, Sint Maarten, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$5,314
OCEANVIEW
$6,901
BALCONY
$7,353
SUITE
$17,548
From (per person) 5,314
Cruise
 (3)

29 Days (28 Nights) Hamburg to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2025
Countries Visited: Germany, England, USA, Sint Maarten (+4 more), Dominica, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$6,196
OCEANVIEW
$8,325
BALCONY
$9,216
SUITE
$18,472
From (per person) 6,196
Cruise
 (3)

25 Days (24 Nights) Miami to Barcelona
Cruise Line: Oceania Cruises
Departure: 12 April 2025
Countries Visited: USA, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Bermuda, Portugal, Spain
Exclusive Deal
INSIDE
$9,055
OCEANVIEW
$9,649
BALCONY
$12,510
SUITE
-
Save (per person) 2,065
From (per person) 9,055
Cruise

22 Days (21 Nights) Rome to Miami
Cruise Line: Regent Seven Seas
Departure: 08 November 2026
Countries Visited: Italy, Spain, Gibraltar, Portugal (+5 more), Bermuda, USA, Honduras, Belize, Mexico
Upgrade Your HorizonExclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$15,405
SUITE
$16,435
Save (per person) 8,275
From (per person) 15,405
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Departure: 08 March 2025
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+4 more), Saint Vincent, Grenada, Barbados, Portugal
Sail Of The Year
INSIDE
-
OCEANVIEW
-
BALCONY
$13,955
SUITE
-
From (per person) 13,955
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 October 2025
Countries Visited: Spain, Portugal, Antigua and Barbuda, Virgin Islands (+2 more), Puerto Rico, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,039
SUITE
$11,286
From (per person) 10,039
Cruise

23 Days (22 Nights) Lisbon to Panama City
Cruise Line: Seabourn
Departure: 20 November 2025
Countries Visited: Portugal, Bermuda, USA, Bonaire (+3 more), Curacao, Colombia, Panama
Sail Of The Year
INSIDE
-
OCEANVIEW
-
BALCONY
$11,980
SUITE
$21,320
From (per person) 11,980
Cruise

22 Days (21 Nights) San Juan to Lisbon
Cruise Line: Silversea
Departure: 27 February 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+4 more), Montserrat, Saint Kitts and Nevis, Spain, Portugal
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$16,137
BALCONY
$18,216
SUITE
$26,235
From (per person) 16,137
Cruise

29 Days (28 Nights) Lisbon to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 09 December 2026
Countries Visited: Portugal, Spain, Cape Verde, Barbados (+11 more), Saint Lucia, Saint Vincent, Grenada, Bonaire, Curacao, Aruba, Martinique, Guadeloupe, Virgin Islands, Puerto Rico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$21,681
From (per person) 21,681
Cruise

36 Days (35 Nights) London to London
Cruise Line: Cunard
Departure: 04 January 2026
Countries Visited: England, Portugal, Barbados, Saint Lucia (+8 more), Grenada, Saint Vincent, Curacao, Aruba, Dominica, Antigua and Barbuda, Saint Kitts and Nevis, Sint Maarten
Exclusive Deal
INSIDE
$7,738
OCEANVIEW
$9,336
BALCONY
$11,170
SUITE
$46,968
From (per person) 7,738
Cruise

24 Days (23 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 April 2026
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Dominican Republic (+4 more), USA, Bermuda, Portugal, Spain
Explora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$14,612
SUITE
$17,285
From (per person) 14,612
Cruise

21 Days (20 Nights) Bridgetown to Lisbon
Cruise Line: Silversea
Departure: 23 February 2026
Countries Visited: Barbados, Saint Vincent, Curacao, Aruba (+4 more), Bonaire, Cape Verde, Spain, Portugal
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$11,583
BALCONY
$15,147
SUITE
$12,969
From (per person) 11,583
Cruise

25 Days (24 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 November 2025
Countries Visited: Spain, Morocco, Barbados, Guadeloupe (+6 more), Antigua and Barbuda, Virgin Islands, USA, Mexico, Belize, Guatemala
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$15,959
SUITE
$17,226
From (per person) 15,959
Cruise

18 Days (17 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 November 2025
Countries Visited: Spain, Morocco, Barbados, Guadeloupe (+3 more), Antigua and Barbuda, Virgin Islands, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$9,979
SUITE
$11,801
From (per person) 9,979
Cruise

28 Days (27 Nights) Bridgetown to Lisbon
Cruise Line: Seabourn
Departure: 21 March 2026
Countries Visited: Barbados, Saint Lucia, Spain, Antigua and Barbuda (+8 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada, Morocco, Portugal
Sail Of The Year
INSIDE
-
OCEANVIEW
-
BALCONY
$18,957
SUITE
$37,807
From (per person) 18,957
Cruise

25 Days (24 Nights) Barcelona to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 October 2025
Countries Visited: Spain, Portugal, Antigua and Barbuda, Virgin Islands (+6 more), Puerto Rico, USA, Guadeloupe, Barbados, Dominica, Saint Martin
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$14,959
SUITE
$16,696
From (per person) 14,959
Cruise

29 Days (28 Nights) London to London
Cruise Line: Cunard
Departure: 22 February 2026
Countries Visited: England, Portugal, Virgin Islands, Sint Maarten (+5 more), Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados, Spain
Exclusive Deal
INSIDE
$6,020
OCEANVIEW
$7,226
BALCONY
$8,275
SUITE
$19,862
From (per person) 6,020
Cruise

13 Days (12 Nights) Santa Cruz de Tenerife to Miami
Cruise Line: Oceania Cruises
Departure: 17 November 2025
Countries Visited: Spain, Barbados, Antigua and Barbuda, Puerto Rico (+1 more), USA
Exclusive Deal
INSIDE
$3,084
OCEANVIEW
$3,782
BALCONY
$4,489
SUITE
$5,895
Save (per person) 2,566
From (per person) 3,084
Results: 331-360 of 436

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Caribbean & Bahamas Cruises