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Departures
Duration
7 Days
79 Days
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Ship Size
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Price
$1,300pp
$37,999pp
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354 Cruises (511 Cruise Departures)
Cruise
Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
9 Days (8 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Champlain
Departure: 30 January 2025
Exclusive Savings
INSIDE
$14,682
OCEANVIEW
$7,813
BALCONY
$9,812
SUITE
-
New ReleaseCruise
Vibes of the Virgin Islands
8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2026 to Mar 2027
Countries Visited: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Exclusive Deal
INSIDE
-
OCEANVIEW
$5,440
BALCONY
-
SUITE
$6,979
Cruise
Panama City to Fort Lauderdale
8 Days (7 Nights) Panama City to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 20 May 2025
Countries Visited: Panama, Colombia, USA
Port-to-PortExclusive Solo Offer
INSIDE
-
OCEANVIEW
$5,395
BALCONY
$7,078
SUITE
-
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
Caribbean Flavors & Cozumel
13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 14 March 2026
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,956
SUITE
$12,877
Cruise
Vibrant Hues Of Blue
15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 21 March 2025
Countries Visited: USA, Mexico, Honduras, Belize
Exclusive Deal
INSIDE
-
OCEANVIEW
$10,955
BALCONY
$13,757
SUITE
$15,242
Cruise
Caribbean Twilight
20 Days (19 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 20 March 2025
Countries Visited: USA, Mexico, Belize, Honduras (+8 more), Aruba, Curacao, Bonaire, Grenada, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,748
SUITE
$17,490
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
Sand, Surf & Rum
11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 24 January 2025
Countries Visited: USA, Dominican Republic, Puerto Rico, Saint Barthelemy (+3 more), Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,356
SUITE
$11,396
Cruise
A Journey From Miami To Miami
8 Days (7 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departures: Dec 2024 to Jan 2025
Countries Visited: USA, Jamaica, Cayman Islands, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,554
SUITE
$5,584
From 4,554
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
Bridgetown to Fort Lauderdale
11 Days (10 Nights) Bridgetown to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Moon
Departure: 07 February 2025
Countries Visited: Barbados, Saint Vincent, Saint Lucia, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico, USA
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$8,167
BALCONY
$9,553
SUITE
$15,592
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
$4,526
SUITE
$7,040
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
$9,949
From 9,949
Cruise
Merriment & Joy In The Tropics
13 Days (12 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 22 December 2025
Countries Visited: USA, Saint Kitts and Nevis, Antigua and Barbuda, Martinique (+4 more), Barbados, Grenada, Saint Lucia, Sint Maarten
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$10,359
SUITE
$11,399
Cruise
Fort Lauderdale to Lima
14 Days (13 Nights) Fort Lauderdale to Lima
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 06 January 2026
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$14,751
BALCONY
$16,038
SUITE
$31,284
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
$11,290
SUITE
$20,630
From 11,290
Cruise
A Journey to New Orleans Jazz and Mexico's Yucatan
11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 January 2025
Countries Visited: USA, Mexico
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,841
SUITE
$9,583
From 7,841
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
$8,761
BALCONY
$9,553
SUITE
$15,097
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
Fort Lauderdale to New York
16 Days (15 Nights) Fort Lauderdale to New York
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 27 May 2025
Countries Visited: USA, Dominican Republic, Aruba, Saint Barthelemy (+2 more), Virgin Islands, Bermuda
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$11,434
BALCONY
$12,424
SUITE
$20,542
Cruise
Philipsburg to Bridgetown
8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Jan 2026 to Feb 2026
Countries Visited: Saint Martin, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Grenada, Martinique, Saint Vincent, Barbados
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$7,573
BALCONY
$8,266
SUITE
$11,632
Cruise
Tropical Harmony
10 Days (9 Nights) Bridgetown to Tampa
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 22 February 2026
Exclusive Deal
INSIDE
$4,189
OCEANVIEW
$4,882
BALCONY
$6,485
SUITE
$8,396
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
A Journey Of Sunshine Caribbean Shores And Sizzling Magnetism
7 Days (6 Nights) Bridgetown to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 10 December 2024
Countries Visited: Barbados, Guadeloupe, Antigua and Barbuda, Puerto Rico
Unique Escapes
INSIDE
-
OCEANVIEW
-
BALCONY
$4,514
SUITE
$5,267
From 4,514
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
A Journey From Miami To Miami
10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 January 2025
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,856
SUITE
$8,370
From 6,856
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
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