Home > Cruises > Caribbean Cruises > Luxury Cruises

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.
Filter Results
Departures
Show More...
Duration
6 Days
128 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$800pp
$245,598pp
Countries
Show More...
Filter Results
507 Cruises (670 Cruise Departures)
21 Day Sju To Mia with Oceania Cruises
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,749
Suite
$13,049
From
US$8,749
Save 8,749
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
$2,699
Balcony
$3,299
Suite
$4,499
From
US$1,999
Save 2,099
Per Person
View Trip
22 Day Epic Voyage: Sint Maarten to Barbados with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 05 February 2028
Visit: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands (+7 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
-
Oceanview
$20,135
Balcony
-
Suite
-
From
US$20,135
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$6,199
Oceanview
$7,799
Balcony
$9,349
Suite
$13,149
From
US$6,199
Save 6,199
Per Person
View Trip
15 Day Eastern Caribbean Cruise: Sint Maarten, Barbados & Saint Kitts with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+5 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico
Azamara Always Included
Inside
$9,369
Oceanview
$10,829
Balcony
$12,869
Suite
-
From
US$9,369
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
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,420
Suite
$6,205
From
US$4,420
Save 5,978
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$4,991
Balcony
-
Suite
$6,390
From
US$4,991
Save 857
Per Person
View Trip
15 Day An Extended Journey from Vibrant Shores to Spectacular Scenery with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 March 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+4 more), Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$7,770
From
US$7,770
Per Person
View Trip
11 Day Miami to Miami with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 30 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
All-Inclusive Fare
Inside
-
Oceanview
$6,200
Balcony
$7,100
Suite
$12,700
From
US$6,200
Per Person
View Trip
15 Day Discover the Yachting Islands of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$13,590
Balcony
-
Suite
-
From
US$13,590
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
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
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
-
Suite
$15,149
From
US$15,149
Save 15,149
Per Person
View Trip
15 Day An Extended Journey of Tropical Harmony & Natural Wonders with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,200
From
US$7,200
Per Person
View Trip
11 Day Mayan Culture, Island Joy with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 26 March 2027
Visit: USA, Bahamas, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,199
Suite
$10,499
From
US$9,199
Save 9,199
Per Person
View Trip
10 Day Colours of the Caribbean: Antigua to San Juan with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Guadeloupe, Dominica, Saint Kitts and Nevis, Antigua and Barbuda
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$7,863
Balcony
-
Suite
$9,969
From
US$7,863
Save 782
Per Person
View Trip
9 Day Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada with Azamara Cruises
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Inside
$2,189
Oceanview
$2,749
Balcony
$3,349
Suite
$5,109
From
US$2,189
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
Inside
$2,779
Oceanview
$3,449
Balcony
$4,119
Suite
$6,349
From
US$2,779
Per Person
View Trip
8 Day A Journey Of Soft Sands, Azure Waters & Sun-drenched Shores with Explora Journeys
Cruise

8 Days (7 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 14 March 2027
Visit: USA, Turks and Caicos Islands, Antigua and Barbuda, Dominica, Saint Vincent, Barbados
Inside
-
Oceanview
-
Balcony
-
Suite
$4,380
From
US$4,380
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: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+7 more), Montserrat, Guadeloupe, Saint Kitts and Nevis, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,900
Balcony
$7,000
Suite
$9,900
From
US$5,900
Save 1,500
Per Person
View Trip
8 Day Caribbean Yachting Hideaways with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,236
Balcony
-
Suite
$7,874
From
US$6,236
Save 644
Per Person
View Trip
11 Day Caribbean Splendor with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 02 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,099
Suite
$7,199
From
US$5,099
Save 5,099
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
Inside
-
Oceanview
-
Balcony
-
Suite
$9,150
From
US$9,150
Per Person
View Trip
15 Day Caribbean Celebration with Oceania Cruises
Cruise
 (3)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 22 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+6 more), Curacao, Bonaire, Grenada, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,399
Oceanview
$5,649
Balcony
$6,199
Suite
$9,149
From
US$4,399
Save 4,399
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$8,500
Balcony
$9,100
Suite
$15,200
From
US$8,500
Save 3,500
Per Person
View Trip
17 Day Leeward Island Holiday with Seabourn
Cruise
 (1)

17 Days (16 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 20 December 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+8 more), Saint Martin, Guadeloupe, Martinique, Saint Lucia, Dominica, Montserrat, Antigua and Barbuda, Virgin Islands
Yours to Explore
Inside
-
Oceanview
$10,999
Balcony
$12,799
Suite
$19,999
From
US$10,999
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 Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departure: 19 December 2026
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$10,350
Balcony
$14,030
Suite
$15,100
From
US$10,350
Per Person
View Trip
11 Day San Juan to Miami, Fl with Silversea
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Martinique, Antigua and Barbuda, Saint Kitts and Nevis, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,600
Balcony
$5,200
Suite
$9,900
From
US$4,600
Save 1,500
Per Person
View Trip
15 Day Caribbean Yacht Explorer with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 11 March 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Martinique, Saint Vincent, Grenada
Inside
-
Oceanview
-
Balcony
$7,829
Suite
$12,959
From
US$7,829
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
Departure: 25 January 2027
Visit: USA, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$2,199
Oceanview
$2,499
Balcony
$3,149
Suite
$4,499
From
US$2,199
Save 2,199
Per Person
View Trip
Results: 151-180 of 507

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Caribbean & Bahamas Cruises

Aruba Cruises Bahamas Cruises Barbados Cruises Bermunda Cruises Caribbean Cruises Central America Cruises Jamaica Cruises Mexico Cruises Panama Cruises Puerto Rico Cruises Virgin Islands Cruises

Travel Styles

Festivals & Events Luxury Cruises Short Cruise Breaks Wildlife Cruises

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations