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Departures
Duration
8 Days
26 Days
Ship Size
Ship Features
Operators
Price
$1,300pp
$24,910pp
Countries
Filter Results
58 Cruises (124 Cruise Departures)
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
$3,477
OCEANVIEW
$4,513
BALCONY
$5,548
SUITE
$8,996
From 3,477
Cruise
(2)
Amazon Trailblazer
19 Days (18 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 04 January 2025
Countries Visited: Barbados, Trinidad and Tobago, Brazil, French Guiana (+3 more), Grenada, Guadeloupe, Saint Lucia
Exclusive Deal
INSIDE
$9,414
OCEANVIEW
-
BALCONY
-
SUITE
$27,521
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
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 06 February 2026
Countries Visited: Barbados, Bonaire, Curacao, Aruba (+4 more), Jamaica, Turks and Caicos Islands, Antigua and Barbuda, Dominica
INSIDE
$2,178
OCEANVIEW
-
BALCONY
$3,479
SUITE
$8,387
From 2,178
Cruise
Exotic Caribbean Isles
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2026 to Feb 2026
Countries Visited: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Virgin Islands, Sint Maarten, Martinique, Saint Vincent, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,858
SUITE
$15,665
From 9,858
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 13 December 2025
Countries Visited: Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent (+4 more), Grenada, Saint Lucia, Curacao, Aruba
INSIDE
$3,564
OCEANVIEW
-
BALCONY
$5,182
SUITE
$9,694
From 3,564
Cruise
Captivating Antillean Treasures
26 Days (25 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 10 December 2024
Countries Visited: Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin (+11 more), Saint Kitts and Nevis, Virgin Islands, Guadeloupe, Martinique, Grenada, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$18,283
SUITE
$33,683
From 18,283
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departures: Dec 2024 to Feb 2026
Countries Visited: Barbados, Bonaire, Curacao, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$2,158
OCEANVIEW
-
BALCONY
$3,479
SUITE
$8,387
From 2,158
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 10 January 2026
Countries Visited: Barbados, Bonaire, Curacao, Aruba (+4 more), Saint Vincent, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,980
OCEANVIEW
-
BALCONY
$3,182
SUITE
$7,368
From 1,980
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 14 December 2024
Countries Visited: Barbados, Curacao, Bonaire, Saint Lucia (+4 more), Grenada, Antigua and Barbuda, Sint Maarten, Saint Vincent
INSIDE
$3,477
OCEANVIEW
-
BALCONY
$4,995
SUITE
$9,728
From 3,477
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 12 December 2025
Countries Visited: Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent (+4 more), Grenada, Saint Lucia, Curacao, Aruba
INSIDE
$3,564
OCEANVIEW
-
BALCONY
$5,182
SUITE
$9,694
From 3,564
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 20 December 2024
Countries Visited: Barbados, Saint Lucia, Saint Kitts and Nevis, Sint Maarten (+4 more), Virgin Islands, Antigua and Barbuda, Grenada, Martinique
INSIDE
$4,467
OCEANVIEW
$5,285
BALCONY
$5,718
SUITE
$9,270
From 4,467
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 01 March 2025
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands (+4 more), Sint Maarten, Antigua and Barbuda, Saint Lucia, Grenada
INSIDE
$3,279
OCEANVIEW
$4,443
BALCONY
$4,649
SUITE
$7,508
From 3,279
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departures: Nov 2024 to Feb 2025
Countries Visited: Barbados, Curacao, Bonaire, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,992
OCEANVIEW
-
BALCONY
$3,114
SUITE
$6,510
From 1,992
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 26 December 2025
Countries Visited: Barbados, Grenada, Curacao, Aruba (+4 more), Saint Vincent, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$3,564
OCEANVIEW
-
BALCONY
$5,182
SUITE
$9,694
From 3,564
Cruise
Lesser Antilles In Depth
22 Days (21 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 30 November 2024
Countries Visited: Barbados, Saint Vincent, Dominica, Saint Kitts and Nevis (+11 more), Aruba, Bonaire, Curacao, Trinidad and Tobago, Saint Lucia, Antigua and Barbuda, Saint Martin, Virgin Islands, Guadeloupe, Martinique, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$13,147
SUITE
$23,160
From 13,147
Cruise
Bridgetown to Bridgetown
12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 27 January 2025
Countries Visited: Aruba, Barbados, Grenada, Martinique (+4 more), Netherlands Antilles, Saint Vincent, Trinidad and Tobago, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$10,989
BALCONY
$12,375
SUITE
$18,612
From 10,989
Cruise
Southern Caribbean Holiday & Aruba, Bonaire & Curacao
13 Days (12 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 22 December 2025
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis (+6 more), Montserrat, Curacao, Aruba, Bonaire, Grenada, Saint Vincent
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$8,846
SUITE
$17,009
From 8,846
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departures: Nov 2024 to Jan 2026
Countries Visited: Barbados, Aruba, Curacao, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,972
OCEANVIEW
-
BALCONY
$3,015
SUITE
$6,510
From 1,972
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
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departures: Nov 2024 to Feb 2025
Countries Visited: Barbados, Curacao, Bonaire, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,992
OCEANVIEW
-
BALCONY
$3,114
SUITE
$7,569
From 1,992
Cruise
Bridgetown to Bridgetown
9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 13 March 2025
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$5,049
BALCONY
$6,930
SUITE
$11,781
From 5,049
Cruise
Bridgetown to Bridgetown
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 22 December 2025
Countries Visited: Barbados, Saint Lucia, Grenada, Saint Martin (+5 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Dominica, Saint Vincent
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$14,553
BALCONY
$16,533
SUITE
$15,543
From 14,553
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 27 December 2025
Countries Visited: Barbados, Grenada, Curacao, Aruba (+4 more), Saint Vincent, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$3,564
OCEANVIEW
-
BALCONY
$5,182
SUITE
$9,694
From 3,564
Cruise
Enchantment Of The Lesser Antilles
18 Days (17 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 23 November 2024
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+8 more), Saint Kitts and Nevis, Grenada, Saint Vincent, Dominica, Aruba, Curacao, Bonaire, Trinidad and Tobago
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$12,975
SUITE
$19,959
From 12,975
Cruise
Bridgetown to Bridgetown
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departures: Dec 2025 to Mar 2026
Countries Visited: Barbados, Saint Vincent, Martinique, Saint Barthelemy (+3 more), Dominica, Grenada, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$7,722
BALCONY
$8,910
SUITE
$8,118
From 7,722
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 15 November 2025
Countries Visited: Barbados, Curacao, Aruba, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,465
OCEANVIEW
-
BALCONY
$2,489
SUITE
$5,368
From 1,465
Cruise
Bridgetown to Bridgetown
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departures: Jan 2026 to Feb 2026
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$8,613
BALCONY
$9,999
SUITE
$9,108
From 8,613
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