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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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381 Cruises (539 Cruise Departures)
New ReleaseCruise
(1)
Classic Caribbean
10 Days (9 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,915
BALCONY
-
SUITE
$10,177
Cruise
(9)
Eastern Caribbean
13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Apr 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+3 more), Barbados, Sint Maarten, Virgin Islands
INSIDE
$2,181
OCEANVIEW
$2,874
BALCONY
$3,567
SUITE
$8,616
From 2,181
Cruise
(2)
Caribbean Celebration
14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 20 November 2024
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Dominica (+3 more), Barbados, Saint Lucia, Sint Maarten
INSIDE
$2,449
OCEANVIEW
$3,647
BALCONY
$3,954
SUITE
$8,745
From 2,449
Cruise
(2)
Caribbean Celebration
15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 20 December 2026
Countries Visited: USA, Dominican Republic, Virgin Islands, Dominica (+3 more), Barbados, Saint Lucia, Saint Kitts and Nevis
INSIDE
$4,261
OCEANVIEW
$5,746
BALCONY
$5,944
SUITE
$11,884
From 4,261
Cruise
(1)
Eastern Caribbean with St. Barths
8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2025 to Apr 2027
Countries Visited: Saint Martin, Saint Barthelemy, Antigua and Barbuda, Guadeloupe (+5 more), Martinique, Saint Lucia, Saint Vincent, Barbados, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,589
BALCONY
-
SUITE
$6,796
New ReleaseCruise
(1)
Discover the Grenadines & Windwards islands
14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 27 December 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+4 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,405
BALCONY
-
SUITE
$11,123
Cruise
(2)
Steel Drum Serenade
11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 29 January 2025
Countries Visited: Barbados, Saint Vincent, Grenada, Curacao (+4 more), Aruba, Jamaica, Bahamas, USA
Exclusive Deal
INSIDE
$5,258
OCEANVIEW
$5,635
BALCONY
$7,090
SUITE
$8,862
Cruise
(9)
Caribbean Celebration
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 18 December 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
INSIDE
$4,758
OCEANVIEW
$5,748
BALCONY
$7,233
SUITE
$16,836
From 4,758
New ReleaseCruise
(1)
Discover the Best of the Caribbean
17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$11,276
BALCONY
-
SUITE
$15,078
Cruise
(9)
Western Caribbean
10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Mar 2026
INSIDE
$1,636
OCEANVIEW
$1,982
BALCONY
$2,576
SUITE
$6,239
From 1,636
Cruise
(2)
Eastern Caribbean
13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 26 November 2025
Countries Visited: USA, Sint Maarten, Dominica, Barbados (+2 more), Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,449
OCEANVIEW
$3,389
BALCONY
$3,577
SUITE
$7,923
From 2,449
Cruise
(2)
Caribbean Celebration
13 Days (12 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 22 December 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Sint Maarten
INSIDE
$3,132
OCEANVIEW
$4,429
BALCONY
$4,617
SUITE
$9,705
From 3,132
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
(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
INSIDE
$3,903
OCEANVIEW
$3,695
BALCONY
$5,505
SUITE
$9,127
From 3,695
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
$4,710
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,710
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)
Discover the Pearls of the Caribbean
15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jan 2027 to Mar 2027
Countries Visited: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,791
BALCONY
-
SUITE
$12,870
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
14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 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
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
Cruise
(2)
Remarkable Caribbean
18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 04 December 2024
Countries Visited: USA, Mexico, Belize, Honduras (+6 more), Antigua and Barbuda, Saint Lucia, Saint Barthelemy, Puerto Rico, Dominican Republic, Bahamas
Exclusive Deal
INSIDE
$5,649
OCEANVIEW
$6,105
BALCONY
$8,392
SUITE
$11,302
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
(1)
Eastern Caribbean Voyage
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Sint Maarten, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Trinidad and Tobago
INSIDE
$3,708
OCEANVIEW
$4,513
BALCONY
$5,548
SUITE
$8,996
From 3,708
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,970
SUITE
$7,286
From 5,861
Cruise
Yachtsman's Island Jewels
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
Cruise
An Extended Journey Of Caribbean Indulgence And Island Adventures
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$13,038
SUITE
$15,088
From 13,167
Cruise
A Journey of Paradise Coves and Puerto Rican Spirits
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+1 more), Puerto Rico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,970
SUITE
$7,286
From 6,643
Cruise
Southern Island Discovery
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
Cruise
Yachtsman's Island Jewels
15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 07 February 2026
Countries Visited: Barbados, Saint Kitts and Nevis, Martinique, Guadeloupe (+6 more), Dominica, Saint Lucia, Montserrat, Antigua and Barbuda, Virgin Islands, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,943
SUITE
$15,665
From 9,943
Cruise
Cartagena to Bridgetown
10 Days (9 Nights) Cartagena to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 01 December 2025
Countries Visited: Colombia, Aruba, Bonaire, Curacao (+3 more), Saint Lucia, Saint Vincent, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,504
SUITE
$14,058
From 9,009
Cruise
Tropical Connoisseur
13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 05 December 2024
Countries Visited: USA, Mexico, Guatemala, Belize (+4 more), Honduras, Cayman Islands, Jamaica, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$6,996
SUITE
$9,550
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