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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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363 Cruises (523 Cruise Departures)
Cruise
Maya To Island Heritage
13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 04 January 2026
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$7,628
SUITE
$12,172
Cruise
Radiant New Year
8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 27 December 2024
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,269
SUITE
$8,001
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, Anguilla (+8 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Curacao, Bonaire, Aruba, Trinidad and Tobago, Saint Vincent
The Sail Away Event
INSIDE
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OCEANVIEW
-
BALCONY
$13,308
SUITE
$23,995
From 13,308
Cruise
A Journey From Miami To Miami
11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 February 2026
Countries Visited: USA, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,613
SUITE
$9,296
From 7,613
Cruise
An Extended Journey of Caribbean Culture and Tropical Trails
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 21 February 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+6 more), Trinidad and Tobago, Barbados, Saint Lucia, Martinique, Saint Vincent, Grenada
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,593
SUITE
$8,365
From 8,365
Cruise
A Journey From Miami To Miami
8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 28 November 2025
Countries Visited: USA, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,712
SUITE
$5,752
From 4,712
Cruise
Radiant Island Dawns
13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 15 January 2026
Countries Visited: USA, Aruba, Curacao, Trinidad and Tobago (+6 more), Grenada, Saint Lucia, Saint Vincent, Dominica, Martinique, Barbados
Exclusive Deal
INSIDE
$5,826
OCEANVIEW
$6,361
BALCONY
$8,262
SUITE
$10,667
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
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
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,192
SUITE
$7,529
From 6,192
Cruise
Joy Of The Islands
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 13 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+3 more), Saint Lucia, Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,334
BALCONY
$7,254
SUITE
$8,581
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
Willemstad to Bridgetown
10 Days (9 Nights) Willemstad to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 12 December 2024
Countries Visited: Antigua and Barbuda, Barbados, Netherlands Antilles, Saint Kitts and Nevis (+4 more), Saint Vincent, Trinidad and Tobago, Virgin Islands, Saint Lucia
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$13,860
From 13,860
Cruise
Caribbean Illumination
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departures: Feb 2026 to Apr 2026
Countries Visited: USA, Puerto Rico, Saint Kitts and Nevis, Saint Lucia (+2 more), Dominica, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$6,190
SUITE
$9,942
Cruise
Fort Lauderdale to Bridgetown
9 Days (8 Nights) Fort Lauderdale to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 05 March 2025
Countries Visited: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+2 more), Martinique, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$4,851
BALCONY
$6,633
SUITE
$11,484
From 4,851
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
Auburn Sunsets, Turquoise Seas
16 Days (15 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 02 November 2025
Countries Visited: USA, Bermuda, Saint Barthelemy, Saint Lucia (+5 more), Barbados, Grenada, Curacao, Bonaire, Aruba
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$16,124
SUITE
$18,045
Cruise
Maya & Isle Mementos
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 29 December 2025
Exclusive Deal
INSIDE
$4,964
OCEANVIEW
$5,499
BALCONY
$7,558
SUITE
$10,548
Cruise
Champagne, Confetti & The Caribbean
11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 28 December 2024
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,357
SUITE
$11,396
Cruise
A Journey From Miami To Miami
8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 February 2025
Countries Visited: USA, Mexico, Belize
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$5,029
SUITE
$6,138
From 5,029
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
Radiant Roatan
11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 23 February 2025
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$9,913
SUITE
$11,022
Cruise
Idyllic West Indies
12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 08 April 2025
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Grenada (+3 more), Barbados, Dominica, Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$6,972
SUITE
$10,734
New ReleaseCruise
Cruising the Leeward Islands
8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Departures: Nov 2024 to Apr 2027
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,490
BALCONY
-
SUITE
$6,747
Cruise
Hidden Caribbean Coves
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 27 November 2024
Countries Visited: USA, Antigua and Barbuda, Saint Lucia, Guadeloupe (+3 more), Saint Barthelemy, Puerto Rico, Dominican Republic
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$5,398
SUITE
-
Cruise
Gems Of The Caribbean
15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Ovation
Departures: Jan 2026 to Feb 2026
Countries Visited: Sint Maarten, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$9,858
SUITE
$15,665
From 9,858
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
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
$6,906
SUITE
$11,366
From 6,906
Cruise
Antilles & Atlantic Gems
27 Days (26 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 09 March 2026
Countries Visited: USA, Aruba, Curacao, Grenada (+5 more), Saint Vincent, Martinique, Virgin Islands, Bermuda, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$15,447
SUITE
$24,693
Cruise
Fort Lauderdale to Cartagena
9 Days (8 Nights) Fort Lauderdale to Cartagena
Cruise Line: Silversea
Ship: Silver Ray
Departure: 19 December 2024
Countries Visited: Aruba, Colombia, Netherlands Antilles, USA
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$8,365
From 8,365
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