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Departures
Duration
7 Days
30 Days
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Price
$1,200pp
$32,145pp
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106 Cruises (203 Cruise Departures)
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
(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
(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
$17,758
SUITE
-
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
-
Cruise
(1)
Eastern Caribbean Voyage
11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 27 December 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Dominica (+4 more), Saint Kitts and Nevis, Sint Maarten, Virgin Islands, USA
INSIDE
$2,777
OCEANVIEW
$3,583
BALCONY
$4,387
SUITE
$7,261
From 2,777
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
(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
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
$3,623
OCEANVIEW
$3,749
BALCONY
$4,990
SUITE
$7,891
From 3,623
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
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)
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)
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
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Mar 2025
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+3 more), Virgin Islands, Saint Kitts and Nevis, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$6,654
SUITE
$11,366
From 6,654
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 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
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
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: 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
A Journey To Rum-soaked Isles And Castaway Bliss
8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 15 November 2024
Countries Visited: Barbados, Martinique, Saint Lucia, Antigua and Barbuda (+2 more), Puerto Rico, USA
INSIDE
-
OCEANVIEW
-
BALCONY
$6,534
SUITE
$7,945
From 6,192
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
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
INSIDE
-
OCEANVIEW
-
BALCONY
$6,816
SUITE
$8,321
From 5,381
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departures: Nov 2024 to Jan 2026
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands (+4 more), Sint Maarten, Antigua and Barbuda, Saint Lucia, Grenada
INSIDE
$2,269
OCEANVIEW
$3,206
BALCONY
$3,560
SUITE
$5,825
From 2,269
Cruise
Discover Eastern Caribbean & Grenadines
15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2024 to Nov 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
$8,801
BALCONY
-
SUITE
$11,217
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
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2026 to Feb 2026
Countries Visited: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda (+3 more), Saint Kitts and Nevis, Virgin Islands, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$5,476
SUITE
$8,674
From 5,476
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departures: Nov 2024 to Feb 2026
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands (+4 more), Sint Maarten, Antigua and Barbuda, Grenada, Saint Lucia
INSIDE
$1,713
OCEANVIEW
$2,619
BALCONY
$2,984
SUITE
$5,158
From 1,713
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
INSIDE
-
OCEANVIEW
-
BALCONY
$6,534
SUITE
$7,945
From 5,504
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
Bridgetown to Cartagena
10 Days (9 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 25 January 2026
Countries Visited: Barbados, Saint Lucia, Saint Vincent, Curacao (+3 more), Bonaire, Aruba, Colombia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,504
BALCONY
$10,395
SUITE
$15,642
From 9,504
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