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Departures
Duration
7 Days
86 Days
Start & End Cities
Ship Size
Cruise Lines
Price
$1,600pp
$37,350pp
Countries
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364 Cruises (524 Cruise Departures)
Cruise
A Journey of Paradise Coves and Puerto Rican Spirits
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+1 more), Puerto Rico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,341
SUITE
$6,519
From 5,341
Cruise
Lesser Antilles In Depth
22 Days (21 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 30 November 2024
Countries Visited: Barbados, Saint Vincent, Dominica, Saint Kitts and Nevis (+11 more), Aruba, Bonaire, Curacao, Trinidad and Tobago, Saint Lucia, Antigua and Barbuda, Saint Martin, Virgin Islands, Guadeloupe, Martinique, Grenada
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$13,147
SUITE
$23,160
From 13,147
Cruise
A Journey From Miami To Miami
10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 15 March 2025
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,489
SUITE
$9,128
From 7,489
Cruise
Cartagena to Bridgetown
10 Days (9 Nights) Cartagena to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 01 December 2025
Countries Visited: Colombia, Aruba, Bonaire, Curacao (+3 more), Saint Lucia, Saint Vincent, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,009
BALCONY
$9,504
SUITE
$14,058
From 9,009
Cruise
Cartagena to New York
11 Days (10 Nights) Cartagena to New York
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 08 June 2024
Countries Visited: Aruba, Colombia, USA, Virgin Islands
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
$5,494
BALCONY
$7,276
SUITE
-
From 5,494
Cruise
Idyllic West Indies
12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 19 February 2025
Countries Visited: USA, Saint Barthelemy, Saint Lucia, Grenada (+3 more), Barbados, Dominica, Antigua and Barbuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$7,576
SUITE
$22,634
Cruise
A Journey From Miami To Lisbon
15 Days (14 Nights) Miami to Lisbon
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 March 2025
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Portugal
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,573
SUITE
$10,469
From 8,573
Cruise
A Journey from San Juan to Bridgetown
8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 21 February 2025
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,158
SUITE
$6,272
From 5,158
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
A Journey from Miami to Miami
12 Days (11 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 January 2025
Countries Visited: USA, Saint Barthelemy, Guadeloupe, Saint Vincent (+3 more), Saint Lucia, Antigua and Barbuda, Virgin Islands
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$9,172
SUITE
$11,192
From 9,172
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
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
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OCEANVIEW
-
BALCONY
$4,991
SUITE
$7,040
Cruise
Sunkissed Caribbean Shores
13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 07 December 2025
Exclusive Deal
INSIDE
$3,500
OCEANVIEW
$4,113
BALCONY
$6,103
SUITE
$8,499
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
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
Season Of Sunshine
8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 06 December 2024
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,483
BALCONY
$6,661
SUITE
$6,958
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
Bridgetown to Bridgetown
12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Ship: Silver Moon
Departure: 27 January 2025
Countries Visited: Aruba, Barbados, Grenada, Martinique (+4 more), Netherlands Antilles, Saint Vincent, Trinidad and Tobago, Saint Lucia
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$10,989
BALCONY
$12,375
SUITE
$18,612
From 10,989
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
Cruise
Southern Caribbean Discovery
21 Days (20 Nights) San Juan to Bridgetown
Cruise Line: Seabourn
Ship: Ovation
Departure: 02 December 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+10 more), Martinique, Dominica, Montserrat, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands, Guadeloupe, Saint Vincent, Grenada, Barbados
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$11,380
SUITE
$22,656
From 11,380
Cruise
A Journey from Miami to San Juan
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 February 2025
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,029
SUITE
$6,138
From 5,029
Cruise
A Journey to Yacht-filled Harbours and Scenic Sail-ins
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Departures: Nov 2024 to Mar 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Virgin Islands, USA
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,420
SUITE
$6,272
From 5,420
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
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
Sun-splashed Shores
8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 07 November 2024
Countries Visited: USA, Honduras, Belize, Mexico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$6,958
SUITE
$7,324
Cruise
Southern Caribbean Charm
16 Days (15 Nights) New York to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 23 October 2024
Countries Visited: USA, Bermuda, Saint Barthelemy, Saint Lucia (+5 more), Barbados, Grenada, Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$12,430
SUITE
$14,094
Cruise
Sunlit Seascapes
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 09 February 2025
Countries Visited: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis (+3 more), Guadeloupe, Saint Lucia, Antigua and Barbuda
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$7,091
SUITE
-
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
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