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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 507 unique cruise itineraries with 805 past traveler reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 670 departures starting between April 2026 and April 2028.
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507 Cruises (670 Cruise Departures)
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,717
Balcony
-
Suite
$7,292
From
US$5,717
Save 618
Per Person
View Trip
11 Day San Juan to Bridgetown with Silversea
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,800
Balcony
$6,900
Suite
$10,000
From
US$5,800
Save 1,500
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
$1,379
Oceanview
$1,769
Balcony
$2,299
Suite
$3,639
From
US$1,379
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 November 2026
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin
Inside
-
Oceanview
-
Balcony
-
Suite
$14,880
From
US$14,880
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,200
From
US$6,600
Save 1,500
Per Person
View Trip
16 Day Southern Caribbean Cruise: Dominica, Bequia & Grenada with Azamara Cruises
Cruise
 (5)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 12 December 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Inside
$3,929
Oceanview
$4,939
Balcony
$6,129
Suite
$9,429
From
US$3,929
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
$7,529
From
US$2,079
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 20 January 2027
Visit: USA, Mexico, Honduras, Belize
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,199
Suite
$5,049
From
US$3,199
Save 3,199
Per Person
View Trip
9 Day Western Caribbean Cruise: Costa Maya, Belize & Cozumel with Azamara Cruises
Cruise
 (8)

9 Days (8 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 14 December 2027
Visit: USA, Mexico, Belize, Honduras
Azamara Always Included
Inside
$5,639
Oceanview
$6,619
Balcony
$7,699
Suite
-
From
US$5,639
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$8,030
From
US$5,360
Per Person
View Trip
8 Day A Journey Through Tropical Utopia & Rhythmic Streets with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 March 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
16 Day An Extended Journey Of Cultural Treasures & Seaside Harmony with Explora Journeys
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,965
From
US$6,965
Per Person
View Trip
11 Day Caribbean Island Hopping: Sint Maarten to Barbados with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 12 January 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$9,012
Balcony
-
Suite
$11,262
From
US$9,012
Save 883
Per Person
View Trip
17 Day An Extended Journey of Relaxing Waters & Blissful Shores with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$9,375
From
US$9,375
Per Person
View Trip
13 Day Curated Caribbean with Oceania Cruises
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 26 January 2028
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Grenada, Saint Lucia, Saint Barthelemy, Virgin Islands
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,799
Oceanview
$4,849
Balcony
$5,699
Suite
$7,999
From
US$3,799
Save 3,799
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$19,950
From
US$12,690
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
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,407
Balcony
-
Suite
$8,205
From
US$6,407
Save 1,038
Per Person
View Trip
15 Day Sun-kissed Soiree with Regent Seven Seas
Cruise

15 Days (14 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 04 November 2027
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,699
Suite
$14,899
From
US$13,699
Save 13,699
Per Person
View Trip
10 Day Tropical Retreat: Roundtrip Bridgetown with Emerald Cruises
New ReleaseCruise
 (3)

10 Days (9 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2027 to Dec 2027
Visit: Barbados, Saint Lucia, Martinique, Saint Vincent
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,974
Balcony
-
Suite
$8,887
From
US$6,974
Save 1,196
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: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Inside
$2,367
Oceanview
$2,443
Balcony
$3,308
Suite
$8,381
From
US$2,367
Per Person
View Trip
9 Day A Journey Of Spectacular Festivities & Caribbean Wonders with Explora Journeys
Cruise

9 Days (8 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands, Dominican Republic, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,840
From
US$6,840
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
Inside
$3,329
Oceanview
$4,199
Balcony
$5,439
Suite
$8,469
From
US$3,329
Per Person
View Trip
12 Day Caribbean Breeze: Miami to Antigua with Emerald Cruises
New ReleaseCruise

12 Days (11 Nights) Miami to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 19 February 2028
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico (+4 more), Virgin Islands, Anguilla, Saint Barthelemy, Antigua and Barbuda
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$9,884
Balcony
-
Suite
$12,315
From
US$9,884
Save 1,511
Per Person
View Trip
10 Day Belize, Costa Rica & Panama Cruise: Belize City, Puerto Limon & Panama City with Azamara Cruises
Cruise
 (5)

10 Days (9 Nights) Miami to Panama City
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 05 January 2028
Visit: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Inside
$2,999
Oceanview
$3,479
Balcony
$4,159
Suite
$5,819
From
US$2,999
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,799
Suite
$9,849
From
US$8,799
Save 8,799
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,991
Balcony
-
Suite
$6,390
From
US$4,991
Save 909
Per Person
View Trip
8 Day A Journey Through A Caribbean Tapestry Of Serenity & Splendour with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$3,850
From
US$3,850
Per Person
View Trip
10 Day A Journey Of Enchanting Ancient History & Coastal Splendour with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras, Belize
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,285
From
US$5,285
Per Person
View Trip
8 Day Miami, Fl to Miami, Fl with Silversea
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 17 December 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
All-Inclusive Fare
Inside
-
Oceanview
$4,500
Balcony
$5,200
Suite
$7,400
From
US$4,500
Per Person
View Trip
11 Day Sweetheart Sojourn with Regent Seven Seas
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 04 February 2028
Visit: Barbados, Grenada, Aruba, Curacao (+4 more), Bonaire, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,899
Suite
$9,949
From
US$8,899
Save 8,899
Per Person
View Trip
Results: 241-270 of 507

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