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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)
13 Day Miami to Miami with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 18 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,960
Balcony
$5,920
Suite
$8,840
From
US$4,960
Save 1,240
Per Person
View Trip
23 Day Caribbean Intensive Cruise: Sint Maarten, Barbados & Cozumel with Azamara Cruises
Cruise
 (8)

23 Days (22 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+8 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, Mexico, Belize, Honduras
Azamara Always Included
Exclusive Savings
Inside
$5,618
Oceanview
$6,918
Balcony
$8,683
Suite
$12,689
From
US$5,618
Save 121
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
15 Day Caribbean Cruise: Barbados, St. Lucia & St. Maarten with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+9 more), Saint Martin, Saint Barthelemy, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$3,628
Oceanview
$3,812
Balcony
$4,966
Suite
$7,837
From
US$3,628
Save 81
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departure: 10 February 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,060
Suite
$7,560
From
US$5,060
Per Person
View Trip
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,949
Balcony
-
Suite
$5,210
From
US$3,949
Save 6,241
Per Person
View Trip
8 Day Quintessential Caribbean with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,854
Balcony
-
Suite
$5,455
From
US$3,854
Save 7,835
Per Person
View Trip
15 Day Singapore to Hong Kong with Silversea
Cruise

15 Days (14 Nights) Singapore to Hong Kong
Cruise Line: Silversea
Ship: Silver Muse
Departure: 14 January 2028
Visit: Singapore, Vietnam, China
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,050
Balcony
$8,680
Suite
$14,090
From
US$8,050
Save 3,450
Per Person
View Trip
15 Day Caribbean Cruise: Barbados, St. Lucia & St. Kitts with Azamara Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Nov 2026 to Nov 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$3,717
Oceanview
$4,365
Balcony
$5,577
Suite
$8,536
From
US$3,717
Save 98
Per Person
View Trip
13 Day Antillean Island Sojourn with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 25 November 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Martinique, Guadeloupe, Antigua and Barbuda
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,636
Suite
$7,012
From
US$4,636
Save 4,862
Per Person
View Trip
15 Day Eastern Caribbean with Cunard
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2027 to Nov 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Grenada, Barbados, Saint Lucia, Saint Martin
Inside
$2,079
Oceanview
$2,479
Balcony
$2,979
Suite
$7,460
From
US$2,079
Per Person
View Trip
10 Day Southern Caribbean Cruise: St.barts, Antigua & Tortola with Azamara Cruises
Cruise
 (3)

10 Days (9 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 05 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Exclusive Savings
Inside
$2,488
Oceanview
$3,079
Balcony
$3,681
Suite
$5,650
From
US$2,488
Save 61
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Marigot to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$8,220
Balcony
$11,650
Suite
$12,530
From
US$8,220
Per Person
View Trip
10 Day Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique with Azamara Cruises
Cruise
 (4)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 March 2028
Visit: Barbados, Grenada, Saint Lucia, Martinique (+4 more), Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Exclusive Savings
Inside
$2,724
Oceanview
$3,257
Balcony
$4,033
Suite
$5,925
From
US$2,724
Save 65
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,920
Balcony
$4,620
Suite
$11,460
From
US$3,920
Save 1,680
Per Person
View Trip
11 Day Southern Caribbean & St. Barts Holiday with Seabourn
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 18 December 2027
Visit: USA, Puerto Rico, Anguilla, Montserrat, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,919
Balcony
$5,899
Suite
$8,839
From
US$4,919
Save 80
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
-
Suite
$12,240
From
US$12,240
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 03 March 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,400
Balcony
$5,040
Suite
$10,140
From
US$4,400
Save 1,100
Per Person
View Trip
13 Day Miami, Fl to Miami, Fl with Silversea
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 03 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$10,600
From
US$6,240
Save 1,560
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: 31 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$10,240
From
US$6,240
Save 1,560
Per Person
View Trip
21 Day Coastal Calm & Coconuts with Oceania Cruises
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 06 January 2028
Visit: USA, Mexico, Belize, Honduras (+7 more), Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
$6,091
Oceanview
$7,643
Balcony
$9,147
Suite
$12,833
From
US$6,091
Save 6,307
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,680
Balcony
$4,240
Suite
$8,560
From
US$3,680
Save 920
Per Person
View Trip
8 Day Reverie Under Sail in the Heart of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Marigot to Philipsburg
Cruise Line: Ponant
Ship: Le Ponant
Departure: 14 March 2026
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$9,870
Balcony
-
Suite
-
From
US$9,870
Per Person
View Trip
13 Day Caribbean Carousel with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 28 November 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Guadeloupe, Saint Martin
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
$3,329
Oceanview
$3,620
Balcony
$5,463
Suite
$7,500
From
US$3,329
Save 3,469
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
11 Day New Year Exuberance with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 28 December 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,880
Suite
$7,272
From
US$6,880
Save 13,118
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
$4,428
Suite
$7,926
From
US$4,428
Save 76
Per Person
View Trip
17 Day An Extended Journey through Enchanting Islands & Lush Landscapes with Explora Journeys
Cruise

17 Days (16 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Saint Kitts and Nevis, Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$8,400
Suite
$9,800
From
US$8,400
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departures: Mar 2026 to Jan 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Inside
-
Oceanview
$8,220
Balcony
$11,210
Suite
$12,020
From
US$8,220
Per Person
View Trip
8 Day A Journey of Intimate Island Bliss & Caribbean Breeze with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,820
From
US$4,180
Per Person
View Trip
Results: 31-60 of 522

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