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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 363 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 523 departures starting between May 2024 and April 2027.
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363 Cruises (523 Cruise Departures)
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: Mar 2025 to Apr 2025
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Guadeloupe
Exclusive Savings
INSIDE
-
OCEANVIEW
$10,526
BALCONY
$14,162
SUITE
$15,200
Save 204
From 10,526
View Trip
15 Day Southern Island Discovery with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 03 January 2026
Countries Visited: Barbados, Saint Lucia, Aruba, Bonaire (+6 more), Curacao, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,943
SUITE
$15,665
From 9,943
View Trip
32 Day A Grand Journey From The Mississippi Delta To Mayan Kingdoms with Explora Journeys
Cruise

32 Days (31 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 January 2025
Countries Visited: USA, Mexico, Bahamas, Saint Barthelemy (+9 more), Guadeloupe, Saint Vincent, Martinique, Antigua and Barbuda, Virgin Islands, Cayman Islands, Costa Rica, Panama, Colombia
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$21,829
SUITE
$26,730
From 21,829
View Trip
11 Day Gems Of The Lesser Antilles with Seabourn
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 30 November 2024
Countries Visited: Barbados, Saint Vincent, Dominica, Saint Kitts and Nevis (+4 more), Aruba, Curacao, Bonaire, Trinidad and Tobago
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$7,582
SUITE
$12,294
From 7,582
View Trip
15 Day Caribbean Quest with Regent Seven Seas
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 20 December 2025
Countries Visited: USA, Aruba, Bonaire, Curacao (+5 more), Grenada, Saint Lucia, Guadeloupe, Saint Kitts and Nevis, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$12,134
SUITE
$14,352
Save 7,056
From 12,134
View Trip
11 Day A Journey to New Orleans Jazz and Mexico's Yucatan with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 January 2025
Countries Visited: USA, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,841
SUITE
$9,583
From 7,841
View Trip
8 Day Bridgetown to Bridgetown with Silversea
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 19 January 2026
Countries Visited: Barbados, Saint Vincent, Aruba, Bonaire (+1 more), Curacao
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$8,811
BALCONY
$10,494
SUITE
$9,306
From 8,811
View Trip
15 Day An Extended Journey Of Caribbean Rhythms with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 November 2024
Countries Visited: USA, Dominica, Guadeloupe, Saint Martin (+5 more), Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,682
SUITE
$14,256
From 11,682
View Trip
8 Day A Journey From Miami To Miami with Explora Journeys
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Dec 2024 to Jan 2025
Countries Visited: USA, Jamaica, Cayman Islands, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,792
SUITE
$5,584
From 4,792
View Trip
22 Day Discover the Hidden Treasures of the Caribbean with Emerald Cruises
New ReleaseCruise

22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara
Departures: Dec 2024 to Feb 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+6 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Virgin Islands, Bonaire
Exclusive Deal
INSIDE
-
OCEANVIEW
$13,548
BALCONY
-
SUITE
$17,320
Save 15,188
From 13,548
View Trip
15 Day Yachtsman's Island Jewels with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 31 January 2026
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Guadeloupe, Dominica, Saint Lucia
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,942
SUITE
$15,665
From 9,942
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
$4,252
BALCONY
-
SUITE
$5,430
Save 3,543
From 4,252
View Trip
15 Day Festive Caribbean with Oceania Cruises
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 22 December 2024
Countries Visited: USA, Jamaica, Aruba, Curacao (+6 more), Saint Vincent, Barbados, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
$6,611
OCEANVIEW
$7,225
BALCONY
$9,670
SUITE
$13,462
Save 2,049
From 6,611
View Trip
9 Day Fort Lauderdale to Bridgetown with Silversea
Cruise

9 Days (8 Nights) Fort Lauderdale to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 05 March 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+2 more), Martinique, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$4,851
BALCONY
$6,633
SUITE
$11,484
From 4,851
View Trip
27 Day Antilles & Atlantic Gems with Oceania Cruises
Cruise

27 Days (26 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 09 March 2026
Countries Visited: USA, Aruba, Curacao, Grenada (+5 more), Saint Vincent, Martinique, Virgin Islands, Bermuda, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$15,447
SUITE
$24,693
Save 2,123
From 15,447
View Trip
15 Day An Extended Journey Of Caribbean Indulgence And Island Adventures with Explora Journeys
Cruise

15 Days (14 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 February 2025
Countries Visited: Barbados, Saint Lucia, Martinique, Saint Vincent (+8 more), Trinidad and Tobago, Grenada, Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, USA
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,593
SUITE
$12,276
From 10,593
View Trip
22 Day Antillean Treasures & Caribbean Sea with Seabourn
Cruise

22 Days (21 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis (+9 more), Virgin Islands, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent, Antigua and Barbuda, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$17,522
SUITE
$31,828
From 17,522
View Trip
8 Day Gliding the Waters of the Windward Islands with Ponant
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2025 to Mar 2025
Countries Visited: Guadeloupe, Dominica, Saint Vincent, Grenada (+1 more), Martinique
Exclusive Savings
INSIDE
-
OCEANVIEW
$10,526
BALCONY
$14,162
SUITE
$15,200
Save 252
From 10,526
View Trip
11 Day Hidden Caribbean Coves with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 27 November 2024
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Guadeloupe (+3 more), Saint Barthelemy, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,398
SUITE
$13,437
Save 2,042
From 5,398
View Trip
9 Day Bridgetown to Cartagena with Silversea
Cruise

9 Days (8 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Moon
Departure: 21 December 2024
Countries Visited: Aruba, Barbados, Colombia, Netherlands Antilles (+3 more), Saint Vincent, Trinidad and Tobago, Saint Lucia
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,316
SUITE
$25,542
From 8,316
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Mar 2025
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+3 more), Saint Vincent, Grenada, Barbados
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$6,149
SUITE
$11,366
From 6,149
View Trip
17 Day Cartagena to Philipsburg with Silversea
Cruise

17 Days (16 Nights) Cartagena to Philipsburg
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 19 December 2025
Countries Visited: Colombia, Aruba, Curacao, Bonaire (+7 more), Saint Vincent, Barbados, Grenada, Martinique, Virgin Islands, Antigua and Barbuda, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$11,484
BALCONY
$13,959
SUITE
$22,374
From 11,484
View Trip
8 Day A Journey Of Wild Isles And Charmed Creole Harbours with Explora Journeys
Cruise

8 Days (7 Nights) Miami to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 December 2024
Countries Visited: USA, Virgin Islands, Dominica, Martinique (+1 more), Barbados
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,192
SUITE
$7,529
From 6,192
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
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+2 more), Antigua and Barbuda, Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,836
BALCONY
-
SUITE
$7,375
Save 3,559
From 5,836
View Trip
9 Day A Journey From Miami To Miami with Explora Journeys
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 07 March 2025
Countries Visited: USA, Mexico, Belize, Cayman Islands
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,024
SUITE
$6,133
From 5,024
View Trip
15 Day Exotic Caribbean Isles with Seabourn
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2026 to Feb 2026
Countries Visited: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Sint Maarten, Martinique, Saint Vincent, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,858
SUITE
$15,665
From 9,858
View Trip
9 Day A Journey From Bridgetown To Miami with Explora Journeys
Cruise

9 Days (8 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 30 December 2024
Countries Visited: Barbados, Grenada, Bonaire, Curacao (+2 more), Aruba, USA
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$8,821
SUITE
$10,781
From 8,821
View Trip
11 Day Autumn Atlantic Migration with Seabourn
Cruise

11 Days (10 Nights) St. John's to Bridgetown
Cruise Line: Seabourn
Ship: Venture
Departure: 27 September 2024
Countries Visited: Canada, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+2 more), Martinique, Barbados
More Moments On Us Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,326
SUITE
$10,603
From 8,326
View Trip
12 Day Leeward Islands Odyssey with Regent Seven Seas
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 10 February 2026
Countries Visited: USA, Bahamas, Puerto Rico, Virgin Islands (+4 more), Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Sint Maarten
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,506
SUITE
$11,546
Save 6,294
From 10,506
View Trip
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
Departures: Dec 2024 to Mar 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Martinique (+5 more), Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,539
BALCONY
-
SUITE
$6,450
Save 4,069
From 5,539
View Trip
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