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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 522 unique cruise itineraries with 845 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 684 departures starting between February 2026 and April 2028.
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522 Cruises (684 Cruise Departures)
12 Day Miami to Miami with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 27 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Guadeloupe
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,400
Suite
$9,580
From
US$6,400
Save 1,600
Per Person
View Trip
10 Day Vibrant Island Culture with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 27 January 2028
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Saint Lucia, Saint Martin
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,973
Suite
$7,365
From
US$6,973
Save 12,225
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to The Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 10 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,574
Balcony
-
Suite
$8,854
From
US$6,574
Save 8,916
Per Person
View Trip
11 Day Be My Island Valentine with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 14 February 2028
Visit: Barbados, Grenada, Saint Vincent, Saint Lucia (+5 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,896
Suite
$6,925
From
US$5,896
Save 12,102
Per Person
View Trip
15 Day Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$3,867
Oceanview
$4,653
Balcony
$5,749
Suite
$8,329
From
US$3,867
Save 92
Per Person
View Trip
15 Day Caribbean Cruise: San Juan, Antigua & Barbados with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
$3,987
Oceanview
$4,181
Balcony
$5,393
Suite
$8,381
From
US$3,987
Save 92
Per Person
View Trip
17 Day Discover the Best of the Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Visit: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,653
From
US$10,653
Save 13,427
Per Person
View Trip
13 Day Eastern Caribbean with Cunard
Cruise
 (6)

13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 06 March 2028
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$2,339
Oceanview
$3,289
Balcony
$3,339
Suite
$7,766
From
US$2,339
Per Person
View Trip
22 Day Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Mar 2026 to Nov 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
Inside
$1,750
Oceanview
$1,858
Balcony
$2,269
Suite
$5,856
From
US$1,750
Per Person
View Trip
21 Day Cultural Currents with Regent Seven Seas
Cruise

21 Days (20 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 26 March 2027
Visit: USA, Bahamas, Mexico, Belize (+7 more), Honduras, Jamaica, Cayman Islands, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,245
Suite
$14,695
From
US$12,245
Save 23,853
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 09 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$9,920
From
US$6,240
Save 1,560
Per Person
View Trip
11 Day Captivating Island Rhythms with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 13 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,083
Oceanview
$3,713
Balcony
$4,344
Suite
$6,090
From
US$3,083
Save 3,215
Per Person
View Trip
11 Day A Journey In Beauty with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 05 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Saint Martin (+5 more), Guadeloupe, Dominica, Martinique, Saint Lucia, Barbados
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,291
Suite
$6,928
From
US$6,291
Save 12,507
Per Person
View Trip
13 Day Panama, Colombia & Caribbean Islands with Ponant
Cruise
 (2)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 07 December 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Holland, Colombia, Panama
Inside
-
Oceanview
-
Balcony
$8,960
Suite
$14,210
From
US$8,960
Per Person
View Trip
7 Day Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts with Azamara Cruises
Cruise
 (3)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Inside
$1,269
Oceanview
$1,629
Balcony
$2,109
Suite
$3,243
From
US$1,269
Per Person
View Trip
8 Day A Journey Through Stunning Scenery & Charming Caribbean Culture with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,340
From
US$3,850
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Saint John's to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 07 March 2026
Visit: Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Virgin Islands
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,695
From
US$4,695
Save 7,095
Per Person
View Trip
8 Day A Journey Of Caribbean Celebrations & Island Wonders with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,920
Suite
$5,320
From
US$4,920
Per Person
View Trip
15 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 21 November 2027
Visit: 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
Azamara Always Included
Exclusive Savings
Inside
$3,717
Oceanview
$4,697
Balcony
$5,715
Suite
$8,693
From
US$3,717
Save 82
Per Person
View Trip
22 Day Caribbean with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire (+7 more), Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin, Virgin Islands
Inside
$2,139
Oceanview
$2,419
Balcony
$2,969
Suite
$7,522
From
US$2,139
Per Person
View Trip
16 Day Sapphire Sea Dreams with Regent Seven Seas
Cruise

16 Days (15 Nights) Miami to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 15 November 2026
Visit: USA, Curacao, Aruba, Bonaire (+4 more), Jamaica, Cayman Islands, Honduras, Mexico
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,434
Suite
$11,198
From
US$9,434
Save 16,764
Per Person
View Trip
18 Day Caribbean New Year Cruise: Barbados, Aruba & St. Barts with Azamara Cruises
Cruise
 (3)

18 Days (17 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia (+7 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Saint Barthelemy, Saint Martin, Antigua and Barbuda, USA
Azamara Always Included
Exclusive Savings
Inside
$4,793
Oceanview
$4,939
Balcony
$6,908
Suite
$9,614
From
US$4,793
Save 116
Per Person
View Trip
16 Day An Extended Journey Through Island Joys & Volcanic Majesty with Explora Journeys
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis (+4 more), Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,505
Suite
$9,590
From
US$8,505
Per Person
View Trip
22 Day Caribbean Celebration with Cunard
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 08 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+6 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Inside
$2,297
Oceanview
$2,449
Balcony
$3,124
Suite
$7,936
From
US$2,297
Per Person
View Trip
9 Day Caribbean Cruise: Curacao, Aruba & St.lucia with Azamara Cruises
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,382
Oceanview
$2,935
Balcony
$3,701
Suite
$5,971
From
US$2,382
Save 57
Per Person
View Trip
8 Day Reefs Of The Maya with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 11 March 2028
Visit: USA, Mexico, Honduras, Belize
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,471
Suite
$4,877
From
US$3,471
Save 3,627
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departures: Dec 2027 to Feb 2028
Visit: USA, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,999
Oceanview
$2,641
Balcony
$3,223
Suite
$4,387
From
US$1,999
Save 2,099
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 12 February 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,645
Balcony
-
Suite
$15,040
From
US$11,645
Save 12,335
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 20 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$10,240
From
US$6,240
Save 1,560
Per Person
View Trip
9 Day Southern Caribbean Gems with Seabourn
Cruise

9 Days (8 Nights) Miami to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Vincent, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,347
Suite
$7,095
From
US$3,347
Save 52
Per Person
View Trip
Results: 121-150 of 522

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