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Caribbean Luxury Cruises

Explore the best luxury cruises to the Caribbean. Choose from 577 unique cruise itineraries with 787 past traveller reviews from 10 leading cruise lines. December is the most popular month to join a luxury cruise to the Caribbean with 831 departures starting between September 2026 and April 2029.
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577 Cruises (831 Cruise Departures)
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
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
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
$12,982
Suite
$14,011
From
A$12,982
Save 2,238
Per Person
View Trip
11 Day Sunset The Year with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 30 December 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,613
Suite
$15,240
From
A$14,613
Save 2,267
Per Person
View Trip
67 Day Grand Voyage: Caribbean to the Panama Canal & Antarctica with Scenic
New ReleaseCruise

67 Days (66 Nights) New York to Buenos Aires
Cruise Line: Scenic
Ship: Scenic Eclipse I
Departure: 24 September 2028
Visit: USA, Bahamas, Turks and Caicos Islands, Colombia (+6 more), Panama, Ecuador, Peru, Chile, Argentina, Antarctica
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$101,091
Suite
$133,093
From
A$101,091
Save 25,179
Per Person
View Trip
8 Day A Journey Through Historical Gems & Idyllic Coastlines with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Martin, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
25 Day Ultimate South America to the Caribbean Through the Panama Canal with Scenic
New ReleaseCruise

25 Days (24 Nights) Santiago to Bridgetown
Cruise Line: Scenic
Ship: Scenic Eclipse II
Departure: 21 March 2027
Visit: Chile, Peru, Ecuador, Colombia (+5 more), Panama, Curacao, Saint Vincent, Saint Lucia, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$26,778
Suite
$33,442
From
A$26,778
Save 8,442
Per Person
View Trip
11 Day A Journey Of Caribbean Charm & Spectacular Natural Beauty with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2026 to Nov 2027
Visit: USA, Curacao, Aruba, Colombia, Cayman Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,060
From
A$8,060
Save 185
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2028 to Apr 2029
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$6,679
Balcony
-
Suite
$8,341
From
A$6,679
Save 3,127
Per Person
View Trip
8 Day Rainforest Reverie with Regent Seven Seas
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 18 November 2028
Visit: USA, Belize, Honduras, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,699
Suite
$11,189
From
A$10,699
Save 2,191
Per Person
View Trip
25 Day Panamanian & Dutch Delights with Oceania Cruises
Cruise

25 Days (24 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 07 January 2029
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+9 more), Curacao, Aruba, Colombia, Panama, Costa Rica, Cayman Islands, Jamaica, Dominican Republic, Puerto Rico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,920
Suite
$22,261
From
A$12,920
Save 2,330
Per Person
View Trip
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,380
Balcony
$7,272
Suite
$15,582
From
A$6,380
Save 2,920
Per Person
View Trip
11 Day A Journey In Beauty with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Bridgetown
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 05 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Saint Martin (+5 more), Guadeloupe, Dominica, Martinique, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,437
Suite
$15,436
From
A$14,437
Save 2,263
Per Person
View Trip
8 Day Sea, Sun & Salsa with Regent Seven Seas
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 November 2027
Visit: USA, Belize, Guatemala, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,198
Suite
$12,336
From
A$12,198
Save 2,222
Per Person
View Trip
12 Day Waterfalls & Divers with Regent Seven Seas
Cruise

12 Days (11 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 30 November 2026
Visit: USA, Cayman Islands, Honduras, Belize, Mexico
Exquisite Escapes
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,578
Suite
$8,244
From
A$7,578
Save 10,122
Per Person
View Trip
9 Day A Journey Through Mayan Marvels, Rich Reefs & Ocean Serenity with Explora Journeys
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize, Bahamas
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,291
From
A$7,291
Save 149
Per Person
View Trip
12 Day Pristine islands of the Caribbean & the Panama Canal with Scenic
New ReleaseCruise

12 Days (11 Nights) Panama City to Bridgetown
Cruise Line: Scenic
Ship: Scenic Eclipse II
Departure: 03 April 2027
Visit: Panama, Colombia, Curacao, Saint Vincent, Saint Lucia, Barbados
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,716
Suite
$15,729
From
A$12,716
Save 4,199
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
$13,669
Suite
$15,276
From
A$13,669
Save 2,251
Per Person
View Trip
10 Day Art Of The Mediterranean with Regent Seven Seas
Cruise

10 Days (9 Nights) Rome to Venice
Cruise Line: Regent Seven Seas
Ship: Seven Seas Explorer
Departure: 05 September 2028
Visit: Italy, Sicily, Greece, Montenegro
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,622
Suite
$16,650
From
A$14,622
Save 2,268
Per Person
View Trip
13 Day Leeward Jewels & Legends with Oceania Cruises
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 13 November 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Dominica, Saint Kitts and Nevis
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,650
Suite
$10,637
From
A$6,650
Save 2,190
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise

8 Days (7 Nights) Fort-de-France to Vieux Fort
Cruise Line: Ponant
Ship: Le Champlain
Departure: 16 February 2028
Visit: Martinique, Saint Vincent, Saint Lucia, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,544
Suite
$9,861
From
A$6,544
Save 186
Per Person
View Trip
15 Day An Extended Journey Through Azure Horizons & Elegant Isles with Explora Journeys
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,642
From
A$13,642
Save 278
Per Person
View Trip
10 Day Vibrant Island Culture with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 27 January 2028
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Saint Lucia, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,745
Suite
$15,353
From
A$14,745
Save 2,275
Per Person
View Trip
16 Day An Extended Journey Through Caribbean Treasures & Peaceful Nature with Explora Journeys
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visit: USA, Virgin Islands, Anguilla, Martinique (+5 more), Saint Kitts and Nevis, Saint Martin, Puerto Rico, Antigua and Barbuda, Turks and Caicos Islands
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$17,199
From
A$17,199
Save 351
Per Person
View Trip
11 Day Island Rendezvous with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 28 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Martin, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,792
Suite
$13,880
From
A$12,792
Save 2,228
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,459
Balcony
$5,419
Suite
$9,702
From
A$5,419
Save 2,481
Per Person
View Trip
20 Day Southern & Western Voyager with Oceania Cruises
Cruise

20 Days (19 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 11 January 2029
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda (+6 more), Dominica, Guadeloupe, Saint Kitts and Nevis, Mexico, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,422
Suite
$18,156
From
A$13,422
Save 2,388
Per Person
View Trip
11 Day Bridgetown to Bridgetown with Silversea
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 18 February 2027
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+4 more), Curacao, Saint Kitts and Nevis, Martinique, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$7,115
Balcony
$8,173
Suite
$7,409
From
A$7,115
Save 4,985
Per Person
View Trip
8 Day A Journey Through Stunning Scenery & Charming Caribbean Culture with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,526
From
A$7,526
Save 154
Per Person
View Trip
8 Day A Journey Through Caribbean Jewels with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 29 April 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Kitts and Nevis, Saint Martin, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$6,378
Balcony
-
Suite
$8,392
From
A$6,378
Save 2,617
Per Person
View Trip
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