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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 537 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 700 departures starting between January 2026 and April 2028.
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537 Cruises (700 Cruise Departures)
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara, Emerald Azzurra
Departures: Mar 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Barthelemy, Anguilla, Saint Martin, Saint Kitts and Nevis
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$3,660
Balcony
-
Suite
$5,261
From
US$3,660
Save 18,075
Per Person
View Trip
16 Day An Extended Journey Through Spectacular Nature And Historic Wonders with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 03 March 2026
Visit: Puerto Rico, Grenada, Saint Vincent, Barbados (+8 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Anguilla, Antigua and Barbuda, Saint Martin, Virgin Islands, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,830
Suite
$12,240
From
US$7,830
Per Person
View Trip
14 Day Eastern Caribbean with Cunard
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$2,039
Oceanview
$2,639
Balcony
$2,759
Suite
$6,935
From
US$2,039
Per Person
View Trip
13 Day Mesoamerican Majesty with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 28 January 2026
Visit: USA, Mexico, Honduras, Guatemala, Belize, Jamaica, Cayman Islands
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,609
Suite
$8,228
From
US$5,609
Save 5,889
Per Person
View Trip
14 Day Caribbean Cruise: San Juan, Antigua & St. Lucia with Azamara Cruises
Cruise
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 December 2026
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
$3,074
Oceanview
$3,345
Balcony
$4,364
Suite
$6,886
From
US$3,074
Save 65
Per Person
View Trip
13 Day Miami to Bridgetown with Silversea
Cruise
 (1)

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Ship: Silver Nova
Departure: 06 January 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,920
Suite
$11,480
From
US$7,920
Save 1,980
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Mar 2028
Visit: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,153
Balcony
-
Suite
$14,548
From
US$11,153
Save 12,342
Per Person
View Trip
10 Day Southern Caribbean Holiday Cruise: Aruba, Bonaire & CuraÇao with Azamara Cruises
Cruise
 (4)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$2,491
Oceanview
$3,035
Balcony
$3,743
Suite
$5,683
From
US$2,491
Save 58
Per Person
View Trip
9 Day A Journey Through Mayan Marvels, Rich Reefs & Ocean Serenity with Explora Journeys
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize, Bahamas
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,350
Suite
$4,950
From
US$4,350
Per Person
View Trip
8 Day A Journey Through Island Charm & Cultural Treasures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Anguilla, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
23 Day Caribbean Holiday Cruise: Belize, Sint Maarten & Barbados with Azamara Cruises
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras (+8 more), Bahamas, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$5,942
Oceanview
$7,242
Balcony
$8,872
Suite
$12,878
From
US$5,942
Save 137
Per Person
View Trip
15 Day Caribbean Enchantment with Oceania Cruises
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 28 October 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Saint Lucia, Grenada, Curacao, Aruba
Your World Inclusions
Upgrade Your Experience
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,884
Suite
$8,037
From
US$4,884
Save 5,114
Per Person
View Trip
18 Day Tropical Sparkle & Holiday Cheer with Regent Seven Seas
Cruise

18 Days (17 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 11 December 2026
Visit: USA, Jamaica, Dominican Republic, Puerto Rico (+5 more), Virgin Islands, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,461
Suite
$12,127
From
US$10,461
Save 17,237
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,210
Suite
$8,295
From
US$7,210
Per Person
View Trip
8 Day Classic Caribbean Yacht Harbors with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,429
Suite
$7,094
From
US$4,429
Save 75
Per Person
View Trip
12 Day Luxurious Island Life with Oceania Cruises
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 22 January 2028
Visit: USA, Saint Martin, Martinique, Saint Lucia, Grenada, Aruba
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,561
Suite
$7,695
From
US$5,561
Save 5,837
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: 22 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,000
Suite
$9,900
From
US$6,000
Save 1,500
Per Person
View Trip
10 Day Classic Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

10 Days (9 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
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,337
Balcony
-
Suite
$6,374
From
US$4,337
Save 7,653
Per Person
View Trip
15 Day Caribbean Gems In Depth with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,273
Suite
$13,937
From
US$7,273
Save 131
Per Person
View Trip
8 Day Caribbean Gems with Seabourn
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 06 February 2027
Visit: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,178
Suite
$7,510
From
US$4,178
Save 71
Per Person
View Trip
10 Day Eastern Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 27 October 2026
Visit: USA, Turks and Caicos Islands, Curacao, Bonaire, Aruba
Inside
$969
Oceanview
$1,099
Balcony
$1,339
Suite
$3,499
From
US$969
Per Person
View Trip
17 Day Spotlight With Southern Living with Regent Seven Seas
Cruise

17 Days (16 Nights) Miami to New York
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 13 June 2026
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Saint Barthelemy, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,463
Suite
$11,296
From
US$10,463
Save 17,235
Per Person
View Trip
17 Day An Extended Journey of Pearl-Blue Horizons & Maritime Grace with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,325
Suite
$9,600
From
US$8,325
Per Person
View Trip
9 Day A Journey of Endless Sophistication and Island Charm with Explora Journeys
Cruise
 (1)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 18 March 2026
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,230
Suite
$4,770
From
US$4,230
Per Person
View Trip
11 Day Paradise At Sea with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 07 February 2028
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Saint Martin, Virgin Islands, Dominican Republic
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$3,033
Oceanview
$3,809
Balcony
$4,488
Suite
$6,525
From
US$3,033
Save 3,165
Per Person
View Trip
13 Day Exotic Caribbean Escape with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 01 February 2027
Visit: USA, Aruba, Curacao, Saint Vincent (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
$3,714
Oceanview
$4,441
Balcony
$5,363
Suite
$7,206
From
US$3,714
Save 3,884
Per Person
View Trip
19 Day An Extended Journey of Coastal Marvels & Caribbean Dreams with Explora Journeys
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+4 more), Jamaica, Guatemala, Honduras, Belize
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,840
Suite
$8,890
From
US$7,840
Per Person
View Trip
8 Day A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
8 Day Bridgetown to Bridgetown with Silversea
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Martinique, Guadeloupe, Antigua and Barbuda, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,010
Balcony
$3,360
Suite
$3,150
From
US$3,010
Save 1,290
Per Person
View Trip
11 Day Golden Caribbean Beaches with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 17 January 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,564
Suite
$7,956
From
US$7,564
Save 13,834
Per Person
View Trip
Results: 211-240 of 537

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