Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 482 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 655 departures starting between February 2025 and April 2027.
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7 Days
128 Days
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$800pp
$214,598pp
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482 Cruises (655 Cruise Departures)
New ReleaseCruise
 (3)

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Departures: Dec 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy (+2 more), Montserrat, Antigua and Barbuda
2 for 1 Fare + Fly Free Economy2 for 1 Fare + Fly Free Premium Economy
INSIDE
-
OCEANVIEW
$4,120
BALCONY
-
SUITE
$5,220
Save (per person) 5,370
From (per person) 4,120
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Countries Visited: Puerto Rico, Saint Martin, Dominica, Guadeloupe (+3 more), Saint Lucia, Dominican Republic, USA
Unique Oceans OfferEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$4,700
SUITE
$5,735
From (per person) 4,700
Cruise

13 Days (12 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Departure: 29 November 2026
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+2 more), Belize, Mexico
Exclusive DealUpgrade Your Horizon
INSIDE
-
OCEANVIEW
-
BALCONY
$6,699
SUITE
$9,899
Save (per person) 12,299
From (per person) 6,699
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 DealUpgrade Your Horizon
INSIDE
-
OCEANVIEW
-
BALCONY
$7,899
SUITE
$11,799
Save (per person) 14,299
From (per person) 7,899
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe (+2 more), Dominican Republic, USA
Unique Oceans OfferEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
Cruise

21 Days (20 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Departure: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+9 more), Martinique, Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Curacao, Aruba, Bonaire
Sail Of The Year Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,879
SUITE
$18,019
From (per person) 10,879
Cruise
 (11)

29 Days (28 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 28 January 2027
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Barbados, Saint Martin, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Deal
INSIDE
$3,479
OCEANVIEW
$4,129
BALCONY
$5,329
SUITE
$14,629
From (per person) 3,479
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 March 2026
Countries Visited: USA, Mexico, Honduras, Belize
Exclusive Deal
INSIDE
$2,199
OCEANVIEW
$2,449
BALCONY
$3,199
SUITE
$4,099
Save (per person) 2,199
From (per person) 2,199
Cruise

21 Days (20 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 15 January 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Saint Lucia (+6 more), Montserrat, Dominican Republic, Bonaire, Aruba, Curacao, Bahamas
Explora Extended Journey SavingUnique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,800
SUITE
$11,970
From (per person) 10,800
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 27 December 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+4 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
2 for 1 Fare + Fly Free Economy2 for 1 Fare + Fly Free Premium Economy
INSIDE
-
OCEANVIEW
$7,350
BALCONY
-
SUITE
$10,400
Save (per person) 7,430
From (per person) 7,350
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 12 April 2025
Countries Visited: USA, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+1 more), Saint Kitts and Nevis
Your World + Prestige Drinks Package
INSIDE
$2,325
OCEANVIEW
$2,662
BALCONY
-
SUITE
-
Save (per person) 3,873
From (per person) 2,325
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
2 for 1 Fare + Fly Free Economy2 for 1 Fare + Fly Free Premium Economy
INSIDE
-
OCEANVIEW
$7,530
BALCONY
-
SUITE
$10,580
Save (per person) 7,650
From (per person) 7,530
Cruise
 (11)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Nov 2025 to Nov 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Deal
INSIDE
$1,768
OCEANVIEW
$2,248
BALCONY
$2,518
SUITE
$9,318
From (per person) 1,768
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 04 January 2026
Countries Visited: USA, Mexico, Belize, Guatemala (+3 more), Honduras, Jamaica, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$4,799
SUITE
$7,799
Save (per person) 4,799
From (per person) 4,799
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

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Oceania Cruises
Departure: 18 March 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$2,299
OCEANVIEW
$2,549
BALCONY
$3,399
SUITE
$4,299
Save (per person) 2,299
From (per person) 2,299
Cruise
 (1)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
INSIDE
$2,859
OCEANVIEW
$3,519
BALCONY
$4,719
SUITE
$7,759
From (per person) 2,859
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Countries Visited: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+2 more), Bahamas, USA
Unique Oceans OfferEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departures: Jan 2027 to Mar 2027
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
$6,200
Save (per person) 1,500
From (per person) 6,200
Cruise
 (3)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 26 November 2025
Countries Visited: USA, Sint Maarten, Dominica, Barbados (+2 more), Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$1,399
OCEANVIEW
$1,799
BALCONY
$1,899
SUITE
$5,999
From (per person) 1,399
Cruise

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
Explora Extended Journey SavingUnique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,050
SUITE
$8,330
From (per person) 7,050
Cruise

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Mar 2025 to Apr 2027
Countries Visited: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
2 for 1 Fare + Fly Free Economy2 for 1 Fare + Fly Free Premium Economy
INSIDE
-
OCEANVIEW
$3,760
BALCONY
-
SUITE
$5,335
Save (per person) 5,695
From (per person) 3,760
Cruise
 (3)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 20 December 2026
Countries Visited: USA, Dominican Republic, Virgin Islands, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$3,429
OCEANVIEW
$4,429
BALCONY
$4,459
SUITE
$10,729
From (per person) 3,429
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), Saint Martin, Puerto Rico
INSIDE
$1,139
OCEANVIEW
$1,409
BALCONY
$1,669
SUITE
$2,269
From (per person) 1,139
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 December 2026
Countries Visited: USA, Belize, Guatemala, Honduras (+1 more), Bahamas
Unique Oceans OfferEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$3,590
SUITE
$4,120
From (per person) 3,590
Cruise

11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 02 February 2026
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico (+5 more), Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Anguilla, USA
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$8,245
From (per person) 8,245
Cruise

8 Days (7 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 14 March 2027
Countries Visited: USA, Turks and Caicos Islands, Antigua and Barbuda, Dominica (+2 more), Saint Vincent, Barbados
Unique Oceans OfferEarly Booking Saving
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
Cruise
 (11)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 07 January 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Saint Martin, Virgin Islands, Bahamas, Curacao, Bonaire, Aruba
Exclusive Deal
INSIDE
$2,459
OCEANVIEW
$3,059
BALCONY
$3,909
SUITE
$10,859
From (per person) 2,459
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 15 January 2027
Countries Visited: Barbados, Saint Vincent, Grenada, Aruba (+4 more), Curacao, Bonaire, Martinique, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$4,000
BALCONY
$5,000
SUITE
$9,000
Save (per person) 1,500
From (per person) 4,000
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 18 February 2027
Countries Visited: Barbados, Saint Vincent, Grenada, Bonaire (+4 more), Curacao, Saint Kitts and Nevis, Martinique, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$3,800
BALCONY
$5,000
SUITE
$9,000
Save (per person) 1,500
From (per person) 3,800
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Caribbean & Bahamas Cruises