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Departures
Duration
7 Days
86 Days
Start & End Cities
Ship Size
Cruise Lines
Price
$1,600pp
$37,350pp
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362 Cruises (519 Cruise Departures)
Cruise
Bridgetown to Cartagena
10 Days (9 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 22 November 2025
Countries Visited: Barbados, Saint Lucia, Saint Vincent, Bonaire (+3 more), Curacao, Aruba, Colombia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,504
SUITE
$14,058
From 9,009
Cruise
Grenadines & Windwards yachting
8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2025 to Mar 2027
Countries Visited: Barbados, Grenada, Saint Vincent
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,341
BALCONY
-
SUITE
$6,747
Cruise
Dutch Isles Delights
13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 09 March 2026
Countries Visited: USA, Aruba, Curacao, Grenada (+3 more), Saint Vincent, Martinique, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$7,479
SUITE
$12,013
Cruise
Leeward Isles Serenade
16 Days (15 Nights) Tampa to Tampa
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 03 March 2026
Countries Visited: USA, Puerto Rico, Virgin Islands, Sint Maarten (+3 more), Antigua and Barbuda, Dominica, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$7,580
OCEANVIEW
$8,342
BALCONY
$10,936
SUITE
$14,134
Cruise
Bridgetown to Cartagena
10 Days (9 Nights) Bridgetown to Cartagena
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 05 March 2026
Countries Visited: Aruba, Barbados, Colombia, Netherlands Antilles (+2 more), Saint Vincent, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,603
BALCONY
$10,296
SUITE
$15,048
From 9,603
Cruise
Classic Caribbean Yacht Harbors
8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2025 to Feb 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
$6,149
SUITE
$11,282
From 6,149
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
Azure Antilles
12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 26 February 2026
Countries Visited: USA, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy (+2 more), Sint Maarten, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$6,983
SUITE
$11,210
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
A Journey From Miami To Miami
11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2026 to Feb 2026
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,168
SUITE
$8,752
From 7,168
New ReleaseCruise
Discover the Pearls of the Caribbean
15 Days (14 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2024 to Dec 2026
Countries Visited: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Bonaire, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
$8,999
BALCONY
-
SUITE
$11,217
Cruise
Island Odyssey: Bahamas to the Grenadines
13 Days (12 Nights) Nassau to Bridgetown
Cruise Line: Scenic
Ship: Scenic Eclipse I
Departure: 24 October 2024
Countries Visited: Bahamas, Puerto Rico, Virgin Islands, Saint Barthelemy (+5 more), Montserrat, Antigua and Barbuda, Guadeloupe, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$11,232
SUITE
$29,735
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
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$17,438
SUITE
$32,837
From 17,438
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
Discover Eastern Caribbean & Grenadines
15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Dec 2025 to Mar 2027
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,049
BALCONY
-
SUITE
$11,563
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
Cartagena to Bridgetown
10 Days (9 Nights) Cartagena to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Dec 2025 to Mar 2026
Countries Visited: Colombia, Aruba, Bonaire, Curacao (+3 more), Saint Lucia, Saint Vincent, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,504
BALCONY
$10,296
SUITE
$15,048
From 9,504
Cruise
Tropical Retreats
8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 20 March 2025
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$4,991
SUITE
$7,040
Cruise
Antillean Delights
16 Days (15 Nights) Oranjestad to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 27 November 2024
Countries Visited: Aruba, Curacao, Jamaica, Dominican Republic (+10 more), Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Martinique, Saint Lucia, Grenada, Barbados
Cabin Upgrade Offer
INSIDE
$4,828
OCEANVIEW
$4,828
BALCONY
$5,897
SUITE
$8,332
From 4,828
Cruise
Gems Of The Lesser Antilles
11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 30 November 2024
Countries Visited: Barbados, Saint Vincent, Dominica, Saint Kitts and Nevis (+4 more), Aruba, Curacao, Bonaire, Trinidad and Tobago
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$7,582
SUITE
$12,294
From 7,582
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
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,782
SUITE
$6,692
From 5,782
Cruise
Champagne Colored Sands
11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 13 February 2025
Countries Visited: USA, Dominican Republic, Puerto Rico, Saint Barthelemy (+3 more), Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,653
SUITE
$11,247
Cruise
Bridgetown to Fort Lauderdale
10 Days (9 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 23 March 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$10,890
From 10,890
Cruise
A Journey From Miami To San Juan
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 January 2025
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Guadeloupe (+2 more), Saint Martin, Puerto Rico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,608
SUITE
$5,371
From 4,608
Cruise
Heavenly Sunsets
11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 03 February 2025
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,210
SUITE
$11,249
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
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$12,465
SUITE
$24,331
From 12,465
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
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
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