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Departures
Duration
7 Days
30 Days
End City
Ship Features
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Price
$1,200pp
$33,299pp
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106 Cruises (201 Cruise Departures)
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
$1,776
OCEANVIEW
$2,121
BALCONY
$2,581
SUITE
$4,305
From 1,776
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
$9,186
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
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
(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
(1)
Barbados To Brazil & Buenos Aires Voyage
23 Days (22 Nights) Bridgetown to Buenos Aires
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 17 January 2026
Countries Visited: Barbados, Trinidad and Tobago, French Guiana, Brazil (+2 more), Uruguay, Argentina
INSIDE
$8,377
OCEANVIEW
$10,218
BALCONY
$12,057
SUITE
$14,011
From 8,377
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
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
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
(2)
Amazing Amazon To Antilles
26 Days (25 Nights) Bridgetown to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 04 January 2025
Countries Visited: Barbados, Trinidad and Tobago, Brazil, French Guiana (+7 more), Grenada, Guadeloupe, Saint Lucia, Martinique, Saint Barthelemy, Dominica, Saint Vincent
Exclusive Deal
INSIDE
$12,106
OCEANVIEW
-
BALCONY
-
SUITE
$33,103
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
Jewels Of The Caribbean Sea
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 01 February 2025
Countries Visited: Barbados, Curacao, Bonaire, Aruba (+4 more), Colombia, Dominican Republic, Antigua and Barbuda, Martinique
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$14,663
SUITE
$28,622
From 14,663
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 09 January 2026
Countries Visited: Barbados, Bonaire, Curacao, Aruba (+4 more), Saint Vincent, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,960
OCEANVIEW
-
BALCONY
$3,182
SUITE
$7,368
From 1,960
Cruise
Season Of Samba
15 Days (14 Nights) Bridgetown to Rio de Janeiro
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 03 December 2025
Land Package Credit
INSIDE
-
OCEANVIEW
-
BALCONY
$13,761
SUITE
$15,533
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 07 March 2026
Countries Visited: Barbados, Aruba, Curacao, Bonaire (+4 more), Saint Vincent, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$2,158
OCEANVIEW
-
BALCONY
$3,479
SUITE
$7,863
From 2,158
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
$7,863
From 2,158
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$15,463
SUITE
$27,244
From 15,463
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$21,506
SUITE
$39,623
From 21,506
Cruise
Bridgetown to Lisbon
14 Days (13 Nights) Bridgetown to Lisbon
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 23 March 2026
Countries Visited: Barbados, Cape Verde, Portugal, Spain
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,702
BALCONY
$10,692
SUITE
$10,296
From 9,702
Cruise
Bridgetown to Bridgetown
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Spirit
Departure: 19 January 2026
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$8,811
BALCONY
$10,494
SUITE
$9,306
From 8,811
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
Bridgetown to Philipsburg, St. Maarten
8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 12 February 2026
Countries Visited: Barbados, Martinique, Saint Vincent, Dominica (+4 more), Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,702
SUITE
$12,276
From 9,009
Cruise
Bridgetown to Philipsburg, St. Maarten
8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 28 December 2025
Countries Visited: Barbados, Saint Vincent, Grenada, Martinique (+3 more), Virgin Islands, Antigua and Barbuda, Saint Martin
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,603
BALCONY
$10,395
SUITE
$12,771
From 9,603
Cruise
Caribbean
8 Days (7 Nights) Bridgetown to Antigua
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departures: Nov 2024 to Feb 2025
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands (+2 more), Sint Maarten, Antigua and Barbuda
INSIDE
$1,802
OCEANVIEW
$2,316
BALCONY
$2,157
SUITE
$3,987
From 1,802
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,695
SUITE
$18,427
From 11,695
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Saint Kitts and Nevis, Sint Maarten (+4 more), Virgin Islands, Antigua and Barbuda, Grenada, Martinique
INSIDE
$4,071
OCEANVIEW
$5,285
BALCONY
$5,718
SUITE
$9,270
From 4,071
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,405
SUITE
$20,008
From 10,405
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 08 March 2025
Countries Visited: Barbados, Curacao, Bonaire, Saint Vincent (+4 more), Saint Lucia, Grenada, Antigua and Barbuda, Sint Maarten
INSIDE
$2,685
OCEANVIEW
-
BALCONY
$4,085
SUITE
$8,589
From 2,685
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