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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 372 unique cruise itineraries from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 524 departures starting between May 2024 and April 2027.
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372 Cruises (524 Cruise Departures)
12 Day Classic Panama Canal with Oceania Cruises
Cruise
 (2)

12 Days (11 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 18 February 2025
Countries Visited: Panama, Colombia, Aruba, Curacao (+4 more), Bonaire, Jamaica, Bahamas, USA
Exclusive Deal
INSIDE
$5,931
OCEANVIEW
$6,386
BALCONY
$8,831
SUITE
$12,217
Save 2,039
From 5,931
View Trip
17 Day Cartagena to Philipsburg with Silversea
Cruise

17 Days (16 Nights) Cartagena to Philipsburg
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 03 February 2026
Countries Visited: Colombia, Aruba, Curacao, Bonaire (+9 more), Saint Vincent, Barbados, Martinique, Dominica, Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Netherlands Antilles, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$11,286
BALCONY
$13,662
SUITE
$21,879
From 11,286
View Trip
11 Day Canal & Coral Isles with Oceania Cruises
Cruise

11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 24 April 2026
Countries Visited: Panama, Colombia, Costa Rica, Honduras (+2 more), Mexico, USA
Exclusive Deal
INSIDE
$5,026
OCEANVIEW
$5,482
BALCONY
$7,927
SUITE
$10,927
Save 2,034
From 5,026
View Trip
11 Day Palms & Panama Canal with Oceania Cruises
Cruise

11 Days (10 Nights) Tampa to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 25 March 2026
Countries Visited: USA, Mexico, Belize, Honduras (+2 more), Costa Rica, Panama
Exclusive Deal
INSIDE
$5,026
OCEANVIEW
$5,482
BALCONY
$7,927
SUITE
$10,927
Save 2,034
From 5,026
View Trip
17 Day Southern Caribbean Beauty with Regent Seven Seas
Cruise

17 Days (16 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 17 November 2025
Countries Visited: USA, Mexico, Belize, Honduras (+8 more), Costa Rica, Panama, Colombia, Aruba, Curacao, Bonaire, Grenada, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$12,878
SUITE
$15,016
Save 7,062
From 12,878
View Trip
21 Day Panama Canal Connoisseur with Oceania Cruises
Cruise

21 Days (20 Nights) Tampa to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 25 March 2026
Countries Visited: USA, Mexico, Belize, Honduras (+7 more), Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Exclusive Deal
INSIDE
$8,894
OCEANVIEW
$9,804
BALCONY
$14,388
SUITE
$20,071
Save 2,056
From 8,894
View Trip
11 Day Vivid Western Caribbean with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Panama City
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 14 April 2026
Countries Visited: USA, Mexico, Belize, Honduras (+2 more), Costa Rica, Panama
Exclusive Deal
INSIDE
$5,028
OCEANVIEW
$5,483
BALCONY
$7,928
SUITE
$10,928
Save 2,032
From 5,028
View Trip
23 Day Tropical Escape Across The Canal with Regent Seven Seas
Cruise

23 Days (22 Nights) Miami to Los Angeles
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 03 January 2026
Countries Visited: USA, Cayman Islands, Jamaica, Bonaire (+7 more), Curacao, Aruba, Colombia, Costa Rica, Panama, Nicaragua, Mexico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$19,913
SUITE
$20,942
Save 10,267
From 19,913
View Trip
17 Day Bridgetown to Fort Lauderdale with Silversea
Cruise

17 Days (16 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Moon
Departure: 21 December 2024
Countries Visited: Aruba, Barbados, Belize, Colombia (+8 more), Honduras, Mexico, Netherlands Antilles, Panama, Saint Vincent, Trinidad and Tobago, USA, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$15,741
BALCONY
$17,325
SUITE
-
From 15,741
View Trip
11 Day Panama Canal Voyage with Azamara Cruises
Cruise

11 Days (10 Nights) Miami to Panama City
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 03 December 2024
Countries Visited: USA, Aruba, Bonaire, Curacao (+2 more), Colombia, Panama
INSIDE
$3,983
OCEANVIEW
$4,345
BALCONY
$5,206
SUITE
$7,506
From 3,983
View Trip
34 Day Seattle To Miami with Cunard
Cruise
 (9)

34 Days (33 Nights) Seattle to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 25 September 2025
Countries Visited: USA, Mexico, Costa Rica, Panama (+8 more), Colombia, Aruba, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$6,149
OCEANVIEW
$7,238
BALCONY
$8,574
SUITE
$18,623
From 6,149
View Trip
17 Day Panama Canal Adventure with Oceania Cruises
Cruise

17 Days (16 Nights) Los Angeles to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 24 January 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$9,804
SUITE
$16,665
Save 2,076
From 9,804
View Trip
79 Day South America Discovery with Cunard
Cruise

79 Days (78 Nights) London to London
Cruise Line: Cunard
Ship: Queen Victoria
Departure: 09 January 2025
Countries Visited: England, Portugal, USA, Turks and Caicos Islands (+11 more), Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Bahamas, Bermuda
INSIDE
$16,361
OCEANVIEW
$19,331
BALCONY
$24,776
SUITE
$58,931
From 16,361
View Trip
18 Day Pacific & Island Holiday with Oceania Cruises
Cruise

18 Days (17 Nights) Los Angeles to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 20 December 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,041
SUITE
$16,545
Save 2,089
From 11,041
View Trip
35 Day Caribbean Gems & Panama Canal with Seabourn
Cruise

35 Days (34 Nights) Miami to Los Angeles
Cruise Line: Seabourn
Ship: Sojourn
Departure: 13 November 2025
Countries Visited: USA, Puerto Rico, Saint Barthelemy, Guadeloupe (+9 more), Dominica, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Curacao, Colombia, Costa Rica, Guatemala, Mexico
The Sail Away Event
INSIDE
-
OCEANVIEW
$15,193
BALCONY
$19,400
SUITE
$33,032
From 15,193
View Trip
23 Day Panama Canal Passage with Seabourn
Cruise

23 Days (22 Nights) Miami to Los Angeles
Cruise Line: Seabourn
Ship: Sojourn
Departure: 25 November 2025
Countries Visited: USA, Dominican Republic, Curacao, Colombia (+3 more), Costa Rica, Guatemala, Mexico
The Sail Away Event
INSIDE
-
OCEANVIEW
$10,131
BALCONY
$12,656
SUITE
$21,407
From 10,131
View Trip
29 Day Southampton To Rio De Janeiro with Cunard
Cruise

29 Days (28 Nights) London to Rio de Janeiro
Cruise Line: Cunard
Ship: Queen Victoria
Departure: 09 January 2025
Countries Visited: England, Portugal, USA, Turks and Caicos Islands (+2 more), Barbados, Brazil
INSIDE
$6,632
OCEANVIEW
$7,731
BALCONY
$10,107
SUITE
$23,274
From 6,632
View Trip
30 Day Bridgetown to Los Angeles with Silversea
Cruise

30 Days (29 Nights) Bridgetown to Los Angeles
Cruise Line: Silversea
Ship: Silver Moon
Departure: 21 March 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Martinique (+12 more), Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Martin, Puerto Rico, Turks and Caicos Islands, USA, Colombia, Panama, Costa Rica, Guatemala, Mexico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$16,632
BALCONY
$19,206
SUITE
$33,066
From 16,632
View Trip
86 Day South America Discovery From Hamburg with Cunard
Cruise

86 Days (85 Nights) Hamburg to Hamburg
Cruise Line: Cunard
Ship: Queen Victoria
Departure: 04 January 2025
Countries Visited: Germany, Holland, Belgium, England (+14 more), Portugal, USA, Turks and Caicos Islands, Barbados, Brazil, Uruguay, Argentina, Chile, Peru, Ecuador, Panama, Aruba, Bahamas, Bermuda
INSIDE
$19,334
OCEANVIEW
$22,304
BALCONY
$29,432
SUITE
$67,349
From 19,334
View Trip
34 Day Los Angeles to New York with Silversea
Cruise

34 Days (33 Nights) Los Angeles to New York
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 09 May 2025
Countries Visited: USA, Mexico, Costa Rica, Panama (+5 more), Colombia, Aruba, Jamaica, Virgin Islands, Bermuda
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$13,959
BALCONY
$17,622
SUITE
$31,185
From 13,959
View Trip
32 Day San Antonio To Southampton with Cunard
Cruise

32 Days (31 Nights) Santiago to London
Cruise Line: Cunard
Ship: Queen Victoria
Departure: 25 February 2025
Countries Visited: Chile, Peru, Ecuador, Panama (+6 more), Aruba, Bahamas, USA, Bermuda, Portugal, England
INSIDE
$7,237
OCEANVIEW
$8,524
BALCONY
$11,098
SUITE
$25,552
From 7,237
View Trip
18 Day New York To San Francisco with Cunard
Cruise

18 Days (17 Nights) New York to San Francisco
Cruise Line: Cunard
Ship: Queen Anne
Departure: 18 January 2025
Countries Visited: USA, Aruba, Panama, Guatemala (+1 more), Mexico
INSIDE
$4,945
OCEANVIEW
$7,242
BALCONY
$7,846
SUITE
$16,231
From 4,945
View Trip
21 Day Panoramic Panama Canal with Oceania Cruises
Cruise

21 Days (20 Nights) San Diego to New York
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 03 July 2025
Countries Visited: USA, Mexico, Guatemala, Nicaragua (+3 more), Costa Rica, Colombia, Cayman Islands
Cabin Upgrade Offer
INSIDE
$8,828
OCEANVIEW
$8,828
BALCONY
$10,046
SUITE
$14,778
From 8,828
View Trip
17 Day Panama Canal Adventure with Oceania Cruises
Cruise

17 Days (16 Nights) Miami to Los Angeles
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 08 January 2025
Countries Visited: USA, Cayman Islands, Colombia, Costa Rica (+3 more), Nicaragua, Guatemala, Mexico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,457
SUITE
$16,644
Save 2,093
From 11,457
View Trip
32 Day Continent To Caribbean with Oceania Cruises
Cruise
 (2)

32 Days (31 Nights) Amsterdam to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 03 November 2024
Countries Visited: Holland, Belgium, England, Spain (+10 more), Portugal, Bermuda, USA, Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Barbados, Grenada, Bonaire, Aruba
Exclusive Deal
INSIDE
$10,888
OCEANVIEW
$11,651
BALCONY
$14,858
SUITE
$20,947
Save 2,072
From 10,888
View Trip
15 Day A Journey from Miami to Casablanca with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Casablanca
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 31 May 2024
Countries Visited: USA, Saint Barthelemy, Antigua and Barbuda, Spain (+1 more), Morocco
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,791
SUITE
$12,573
From 7,014
View Trip
18 Day A Journey From Barcelona To Miami with Explora Journeys
Cruise

18 Days (17 Nights) Barcelona to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 November 2024
Countries Visited: Spain, Barbados, Guadeloupe, Antigua and Barbuda (+2 more), Puerto Rico, USA
INSIDE
-
OCEANVIEW
-
BALCONY
$13,167
SUITE
$16,083
From 8,316
View Trip
23 Day Iberia & Atlantic Sojourn with Oceania Cruises
Cruise

23 Days (22 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 07 November 2025
Countries Visited: Spain, Morocco, Portugal, Barbados (+3 more), Antigua and Barbuda, Puerto Rico, USA
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,093
SUITE
$15,727
Save 2,087
From 11,093
View Trip
20 Day A Transatlantic Journey From Miami To Moroccan Fantasies with Explora Journeys
Cruise

20 Days (19 Nights) Miami to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 31 May 2024
Countries Visited: USA, Saint Barthelemy, Antigua and Barbuda, Spain (+1 more), Morocco
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$16,285
SUITE
$18,909
From 10,583
View Trip
13 Day A Journey From Miami To Lanzarote with Explora Journeys
Cruise

13 Days (12 Nights) Miami to Arrecife
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 31 May 2024
Countries Visited: USA, Saint Barthelemy, Antigua and Barbuda, Spain
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$8,217
SUITE
$9,553
From 5,341
View Trip
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