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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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105 Cruises (198 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
$3,708
OCEANVIEW
$4,513
BALCONY
$5,548
SUITE
$8,996
From 3,708
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
(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)
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
(1)
Eastern Caribbean with St. Barths
8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Sakara
Departures: Apr 2025 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 Savings
INSIDE
-
OCEANVIEW
$8,423
BALCONY
-
SUITE
$10,648
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
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 Savings
INSIDE
-
OCEANVIEW
$17,140
BALCONY
-
SUITE
$21,790
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 Savings
INSIDE
-
OCEANVIEW
$8,031
BALCONY
-
SUITE
$10,177
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
(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
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 Savings
INSIDE
-
OCEANVIEW
$17,336
BALCONY
-
SUITE
$21,986
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
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
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
Bridgetown to Cartagena
10 Days (9 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 December 2025
Countries Visited: Barbados, Saint Lucia, Saint Vincent, Curacao (+3 more), Bonaire, Aruba, Colombia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,504
SUITE
$14,058
From 9,009
New ReleaseCruise
Discover the Hidden Treasures of the Caribbean
22 Days (21 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2025 to Feb 2026
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+6 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Virgin Islands, Bonaire
Exclusive Savings
INSIDE
-
OCEANVIEW
$25,171
BALCONY
-
SUITE
$31,845
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
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
A Journey of Caribbean Islands from Clouds to Emeralds
9 Days (8 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 December 2025
Countries Visited: Barbados, Saint Vincent, Trinidad and Tobago, Martinique (+3 more), Montserrat, Virgin Islands, USA
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,381
SUITE
$6,569
From 6,717
Cruise
Caribbean Sea Harbors
22 Days (21 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 01 February 2025
Countries Visited: Barbados, Curacao, Bonaire, Aruba (+9 more), Colombia, Dominican Republic, Antigua and Barbuda, Martinique, Saint Lucia, Guadeloupe, Virgin Islands, Saint Kitts and Nevis, Sint Maarten
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$20,313
SUITE
$38,628
From 20,313
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
8 Days (7 Nights) Bridgetown to Antigua
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Saint Kitts and Nevis, Sint Maarten (+2 more), Virgin Islands, Antigua and Barbuda
INSIDE
-
OCEANVIEW
-
BALCONY
$3,077
SUITE
-
From 3,077
Cruise
A Journey To Sainted Shores And Volcanic Islands
8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 13 December 2024
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,192
SUITE
$7,529
From 7,707
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: 07 February 2026
Countries Visited: Barbados, Bonaire, Curacao, Aruba (+4 more), Jamaica, Turks and Caicos Islands, Antigua and Barbuda, Dominica
INSIDE
$2,158
OCEANVIEW
-
BALCONY
$3,479
SUITE
$7,863
From 2,158
Cruise
A Journey To Barefoot Beaches And Colonial Plantations
8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 February 2025
Countries Visited: Barbados, Saint Lucia, Martinique, Saint Vincent (+3 more), Trinidad and Tobago, Grenada, Puerto Rico
Exclusive DealThe Total Luxury Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,504
SUITE
$6,692
From 6,851
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
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
$1,960
OCEANVIEW
-
BALCONY
$3,182
SUITE
$7,368
From 1,960
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
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