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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
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
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: 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
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
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
Antillean Treasure Holiday
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis (+7 more), Virgin Islands, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$13,308
SUITE
$24,500
From 13,308
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
$1,893
OCEANVIEW
-
BALCONY
$3,015
SUITE
$6,510
From 1,893
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
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
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 28 February 2025
Countries Visited: Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands (+4 more), Sint Maarten, Antigua and Barbuda, Saint Lucia, Grenada
INSIDE
$3,130
OCEANVIEW
$4,245
BALCONY
$4,649
SUITE
$7,508
From 3,130
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: 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
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
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,943
SUITE
$15,665
From 9,943
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 28 November 2025
Countries Visited: Barbados, Grenada, Curacao, Aruba (+4 more), Jamaica, Turks and Caicos Islands, Virgin Islands, Dominica
INSIDE
$1,386
OCEANVIEW
-
BALCONY
$2,439
SUITE
$5,764
From 1,386
Cruise
Antillean Treasures & Caribbean Sea
22 Days (21 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departure: 21 December 2024
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis (+9 more), Virgin Islands, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent, Antigua and Barbuda, Sint Maarten
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$17,522
SUITE
$31,828
From 17,522
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 Chorus
11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 12 December 2024
Countries Visited: Barbados, Grenada, Saint Vincent, Saint Lucia (+6 more), Dominica, Antigua and Barbuda, Saint Barthelemy, Puerto Rico, Dominican Republic, USA
Cabin Upgrade Offer
INSIDE
$3,427
OCEANVIEW
$3,427
BALCONY
$4,110
SUITE
$5,714
From 3,427
Cruise
Caribbean
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: P&O Cruises Worldwide
Ship: Britannia
Departure: 29 November 2025
Countries Visited: Barbados, Grenada, Curacao, Aruba (+4 more), Jamaica, Turks and Caicos Islands, Virgin Islands, Dominica
INSIDE
$1,386
OCEANVIEW
-
BALCONY
$2,439
SUITE
$5,368
From 1,386
Cruise
Caribbean
16 Days (15 Nights) Bridgetown to London
Cruise Line: P&O Cruises Worldwide
Ship: Arvia
Departure: 15 March 2025
Countries Visited: Barbados, Saint Lucia, Saint Kitts and Nevis, Sint Maarten (+2 more), Spain, England
INSIDE
$2,438
OCEANVIEW
$3,057
BALCONY
$3,839
SUITE
$6,271
From 2,438
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
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
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
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
$3,130
OCEANVIEW
$4,245
BALCONY
$4,649
SUITE
$7,508
From 3,130
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 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
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$6,192
SUITE
$7,529
From 6,192
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