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Departures
Duration
7 Days
26 Days
End City
Ship Features
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Price
$1,200pp
$32,145pp
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105 Cruises (201 Cruise Departures)
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)
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)
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
(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
(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
(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
-
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
(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
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)
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
Bridgetown to Philipsburg
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
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$5,381
SUITE
$6,569
From 5,381
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
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
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
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
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
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
Caribbean
15 Days (14 Nights) Bridgetown to London
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departures: Mar 2025 to Mar 2026
Countries Visited: Barbados, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda (+2 more), Portugal, England
INSIDE
$1,515
OCEANVIEW
-
BALCONY
$2,736
SUITE
$5,388
From 1,515
Cruise
Southern Island Discovery
15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 03 January 2026
Countries Visited: Barbados, Saint Lucia, Aruba, Bonaire (+6 more), Curacao, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,943
SUITE
$15,665
From 9,943
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
An Extended Journey Of Caribbean Indulgence And Island Adventures
15 Days (14 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 February 2025
Countries Visited: Barbados, Saint Lucia, Martinique, Saint Vincent (+8 more), Trinidad and Tobago, Grenada, Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, USA
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,593
SUITE
$12,276
From 10,593
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: 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
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 06 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
$8,387
From 2,158
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 Jan 2026
Countries Visited: Barbados, Aruba, Curacao, Saint Vincent (+4 more), Grenada, Saint Lucia, Antigua and Barbuda, Sint Maarten
INSIDE
$1,893
OCEANVIEW
-
BALCONY
$3,015
SUITE
$6,510
From 1,893
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