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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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363 Cruises (523 Cruise Departures)
Cruise
(1)
Eastern Caribbean Voyage
9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$2,277
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,277
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
(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
Cruise
(2)
Calypso Sands
13 Days (12 Nights) Cartagena to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 11 March 2025
Countries Visited: Colombia, Aruba, Curacao, Trinidad and Tobago (+5 more), Saint Vincent, Guadeloupe, Antigua and Barbuda, Puerto Rico, USA
Exclusive Deal
INSIDE
$6,082
OCEANVIEW
$6,765
BALCONY
$8,824
SUITE
$11,230
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)
Southern Caribbean Voyage
8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
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)
Shimmering Strands
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 11 December 2024
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Saint Barthelemy (+3 more), Puerto Rico, Dominican Republic, Bahamas
Cabin Upgrade Offer
INSIDE
$3,568
OCEANVIEW
$3,568
BALCONY
$4,251
SUITE
$7,023
From 3,568
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
(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
(2)
Caribbean Celebration
14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2024
Countries Visited: USA, Sint Maarten, Dominica, Saint Lucia (+2 more), Barbados, Saint Kitts and Nevis
INSIDE
$4,280
OCEANVIEW
$5,369
BALCONY
$5,567
SUITE
$13,398
From 4,280
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) 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)
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
-
OCEANVIEW
$6,412
BALCONY
$8,392
SUITE
$11,302
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
(9)
Western Caribbean
10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Dec 2025 to Mar 2026
INSIDE
$1,636
OCEANVIEW
$2,180
BALCONY
$2,675
SUITE
$6,635
From 1,636
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
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
8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Nov 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+3 more), Sint Maarten, Virgin Islands, Puerto Rico
INSIDE
$1,909
OCEANVIEW
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
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
Cruise
(9)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Feb 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Turks and Caicos Islands, Jamaica, Belize, Mexico
INSIDE
$3,273
OCEANVIEW
$4,164
BALCONY
$5,253
SUITE
$12,381
From 3,273
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
(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
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
History and Culture Visiting Caribbean Jewels
8 Days (7 Nights) Pointe-A-Pitre to Philipsburg
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2025 to Mar 2025
Countries Visited: Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy (+1 more), Saint Martin
Exclusive Savings
INSIDE
-
OCEANVIEW
$11,192
BALCONY
$14,162
SUITE
$15,200
New ReleaseCruise
Discover the Pearls of the Caribbean
15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2024 to Dec 2026
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Bonaire, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,999
BALCONY
-
SUITE
$11,563
Cruise
Western Caribbean Escape
8 Days (7 Nights) Tampa to Tampa
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 18 March 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$3,644
OCEANVIEW
$4,020
BALCONY
$5,169
SUITE
$6,604
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
Antillean Treasure Holiday
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis (+7 more), Virgin Islands, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$13,308
SUITE
$23,995
From 13,308
Cruise
Grenadines & Windwards yachting
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2025 to Mar 2027
Countries Visited: Barbados, Grenada, Saint Vincent
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,341
BALCONY
-
SUITE
$6,747
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