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Departures
Duration
7 Days
86 Days
Start & End Cities
Ship Size
Cruise Lines
Price
$1,600pp
$37,350pp
Countries
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362 Cruises (519 Cruise Departures)
Cruise
(1)
Southern Caribbean Voyage
9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,161
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,161
New ReleaseCruise
(1)
Caribbean Sojourn
7 Days (6 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+3 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Deal
INSIDE
-
OCEANVIEW
$4,648
BALCONY
-
SUITE
$5,826
Cruise
(9)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
INSIDE
$3,372
OCEANVIEW
$4,164
BALCONY
$5,253
SUITE
$12,381
From 3,372
Cruise
(1)
Eastern Caribbean Voyage
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,474
OCEANVIEW
$4,510
BALCONY
$5,545
SUITE
$7,856
From 3,474
Cruise
(2)
Rhythms Of The Caribbean
11 Days (10 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 12 April 2025
Countries Visited: USA, Curacao, Aruba, Grenada (+4 more), Barbados, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Deal
INSIDE
$5,112
OCEANVIEW
$5,647
BALCONY
$7,399
SUITE
$9,171
Cruise
(9)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Dominican Republic, Jamaica, Belize, Mexico
INSIDE
$3,273
OCEANVIEW
$4,263
BALCONY
$5,352
SUITE
$12,381
From 3,273
Cruise
(1)
Eastern Caribbean Voyage
7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+2 more), Sint Maarten, Puerto Rico
INSIDE
$1,660
OCEANVIEW
$2,121
BALCONY
$2,581
SUITE
$4,305
From 1,660
Cruise
(1)
Eastern Caribbean Voyage
12 Days (11 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departures: Dec 2024 to Dec 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+2 more), Antigua and Barbuda, Saint Kitts and Nevis
Circle Club Voyage
INSIDE
$2,980
OCEANVIEW
$3,047
BALCONY
$3,680
SUITE
$4,817
From 2,980
Cruise
(9)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Countries Visited: USA, Dominican Republic, Jamaica, Belize (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$3,273
OCEANVIEW
$4,263
BALCONY
$5,253
SUITE
$12,381
From 3,273
Cruise
(1)
Caribbean Chic
11 Days (10 Nights) Cartagena to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 13 December 2024
Countries Visited: Colombia, Aruba, Curacao, Saint Lucia (+4 more), Saint Barthelemy, Puerto Rico, Dominican Republic, USA
Cabin Upgrade Offer
INSIDE
$3,418
OCEANVIEW
$3,418
BALCONY
$4,111
SUITE
$5,715
From 3,418
Cruise
(1)
Caribbean Holiday Voyage
17 Days (16 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 22 December 2024
Countries Visited: USA, Bahamas, Virgin Islands, Saint Kitts and Nevis (+5 more), Saint Lucia, Saint Vincent, Barbados, Antigua and Barbuda, Sint Maarten
Circle Club Voyage
INSIDE
$5,367
OCEANVIEW
$6,289
BALCONY
$8,588
SUITE
-
From 5,367
Cruise
(9)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Cayman Islands, Jamaica, Honduras (+7 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Sint Maarten, Virgin Islands
INSIDE
$3,075
OCEANVIEW
$4,164
BALCONY
$4,956
SUITE
$12,381
From 3,075
Cruise
(1)
Eastern Caribbean with St. Barths
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
Cruise
(2)
Eastern Caribbean
13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 17 November 2026
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
INSIDE
$2,775
OCEANVIEW
$3,765
BALCONY
$3,963
SUITE
$7,923
From 2,775
Cruise
(1)
Eastern Caribbean Voyage
15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 25 November 2024
Countries Visited: USA, Dominican Republic, Virgin Islands, Sint Maarten (+5 more), Saint Kitts and Nevis, Dominica, Barbados, Saint Lucia, Antigua and Barbuda
Circle Club Voyage
INSIDE
$3,903
OCEANVIEW
$3,695
BALCONY
$5,505
SUITE
$9,127
From 3,695
New ReleaseCruise
(1)
Discover the Hidden Wonders of the Caribbean
14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Barthelemy, Saint Martin, Virgin Islands, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,603
BALCONY
-
SUITE
$11,321
Cruise
(1)
Eastern Caribbean Voyage
14 Days (13 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 20 November 2024
Countries Visited: USA, Virgin Islands, Sint Maarten, Dominica (+4 more), Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Circle Club Voyage
INSIDE
$4,302
OCEANVIEW
$4,347
BALCONY
$5,280
SUITE
$10,044
From 4,302
Cruise
(1)
Caribbean Journey Voyage
10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 22 March 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Antigua and Barbuda (+4 more), Sint Maarten, Virgin Islands, Puerto Rico, USA
Circle Club Voyage
INSIDE
$3,524
OCEANVIEW
$3,749
BALCONY
$4,990
SUITE
$7,891
From 3,524
Cruise
(1)
Eastern Caribbean Voyage
13 Days (12 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 30 November 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+2 more), Antigua and Barbuda, Saint Kitts and Nevis
INSIDE
$3,150
OCEANVIEW
$4,187
BALCONY
$5,222
SUITE
$6,715
From 3,150
Cruise
(2)
Island Voyager
16 Days (15 Nights) New York to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 19 November 2024
Countries Visited: USA, Bermuda, Saint Barthelemy, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Grenada, Bonaire, Aruba
Cabin Upgrade Offer
INSIDE
$5,139
OCEANVIEW
$5,139
BALCONY
$6,208
SUITE
$10,623
From 5,139
Cruise
(2)
Windward Island Escape
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 January 2025
Countries Visited: Barbados, Martinique, Saint Barthelemy, Dominica (+3 more), Saint Lucia, Saint Vincent, Grenada
Exclusive Deal
INSIDE
$4,236
OCEANVIEW
$4,533
BALCONY
$5,454
SUITE
$7,048
Cruise
(2)
Eastern Caribbean
15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 15 March 2025
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Lucia (+3 more), Barbados, Dominica, Saint Kitts and Nevis
INSIDE
$3,103
OCEANVIEW
$4,231
BALCONY
$4,419
SUITE
$8,746
From 3,103
Cruise
(1)
Eastern Caribbean Voyage
13 Days (12 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 08 November 2024
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+2 more), Antigua and Barbuda, Puerto Rico
INSIDE
-
OCEANVIEW
$4,012
BALCONY
$5,219
SUITE
$14,897
From 4,012
Cruise
(1)
Eastern Caribbean Voyage
16 Days (15 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+8 more), Saint Barthelemy, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$3,726
OCEANVIEW
$4,762
BALCONY
$5,911
SUITE
$9,705
From 3,726
Cruise
(1)
Eastern Caribbean Voyage
12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 January 2026
Countries Visited: USA, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
INSIDE
$2,965
OCEANVIEW
$3,886
BALCONY
$4,806
SUITE
$8,024
From 2,965
Cruise
(1)
Eastern Caribbean Voyage
19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$4,478
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,478
Cruise
A Journey From Miami To Miami
8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 November 2025
Countries Visited: USA, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,712
SUITE
$5,752
From 4,712
Cruise
Majestic Beaches & Canal Crossing
13 Days (12 Nights) Miami to Panama City
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 03 January 2026
Countries Visited: USA, Cayman Islands, Jamaica, Bonaire (+5 more), Curacao, Aruba, Colombia, Costa Rica, Panama
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,690
SUITE
$12,363
Cruise
Exotic Caribbean In Depth
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Feb 2025
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Virgin Islands, Saint Kitts and Nevis, Sint Maarten, Martinique, Saint Vincent, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$11,121
SUITE
$20,630
From 11,121
Cruise
Tropical Retreats
8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 08 January 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$3,190
OCEANVIEW
$3,645
BALCONY
$4,863
SUITE
$6,309
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