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Caribbean Cruises

Cruise around the idyllic islands and turquoise waters of the Caribbean by cruise ship or sailing yacht, uncovering the diverse treasures of Jamaica, Cuba, Puerto Rico, Barbados, the British Virgin Islands and more. Choose from 10 cruises to the Caribbean. Compare cruises, read past passenger reviews and enjoy exclusive savings on every departure.

  10 Cruises Found
 (1 Reviews)

West Indies Explorer

11 Days San Juan to San Juan
Operated By: Viking (Cruise)
“As a first experience of ocean cruising, Viking has probably spoilt us for a number of other lines. While not a small ship...”
Departures: Oct 2019 to Feb 2021   (17 Departures)
Countries Visited: Puerto Rico, Tortola, Antigua and Barbuda, Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Thomas
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$165
From
$3,875
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Sailing Cuba - South Coast Explorer

8 Days Havana to Havana
Operated By: G Adventures (Sailing Trip)
Join G Adventures on this 8 day Cuba sailing trip, beginning and ending your journey in Havana.
Departures: Oct 2019 to Aug 2020   (11 Departures)
Countries Visited: Cuba
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$91
From
$2,015
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Southern Belles & Caribbean Cruise

19 Days Atlanta to Fort Lauderdale
Operated By: Scenic (Guided Tour & Cruise)
Tour through 4 different countries on this 19 day guided tour & cruise with Scenic, beginning your journey in Atlanta and travelling through to Fort Lauderdale....
Departures: Aug 2019 to Aug 2019   (1 Departure)
Countries Visited: USA, Bahamas, Mexico, Honduras
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$296
From
$11,049
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Sailing Cuba

8 Days Havana to Havana
Operated By: G Adventures (Sailing Trip)
Join G Adventures on this 8 day Cuba sailing trip, beginning and ending your journey in Havana.
Departures: Sep 2019 to Aug 2020   (37 Departures)
Countries Visited: Cuba
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$672
From
$1,427
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New York, Bermuda & the West Indies

15 Days New York to San Juan
Operated By: Viking (Cruise)
Visit 9 different countries on this 15 day cruise with Viking, beginning your journey in New York and travelling through to San Juan.
Departures: Oct 2019 to Oct 2020   (3 Departures)
Countries Visited: USA, Bermuda, Antigua and Barbuda, Saint Kitts and Nevis, Saint Martin, Tortola, Saint Thomas, Puerto Rico, Dominica
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$150
From
$4,845
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From the Caribbean to the Amazon

22 Days San Juan to San Juan
Operated By: Viking (Cruise)
Visit 8 different countries on this 22 day cruise with Viking, beginning and ending your journey in San Juan.
Departures: Dec 2019 to Jan 2021   (4 Departures)
Countries Visited: Puerto Rico, Saint Thomas, Antigua and Barbuda, Saint Lucia, Trinidad and Tobago, French Guiana, Brazil, Barbados
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$315
From
$9,113
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Sailing the British Virgin Islands

7 Days Scrub Island to Scrub Island
Operated By: G Adventures (Sailing Trip)
Join G Adventures on this 7 day British Virgin Islands sailing trip, beginning and ending your journey in Scrub Island.
Departures: Oct 2019 to Apr 2021   (60 Departures)
Countries Visited: British Virgin Islands
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$608
From
$1,291
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Cuba Sailing Adventure

9 Days Havana to Havana
Operated By: Intrepid (Sailing Adventure)
Join Intrepid on this 9 day Cuba sailing adventure, beginning and ending your journey in Havana.
Departures: Nov 2019 to Nov 2019   (2 Departures)
Countries Visited: Cuba
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$54
From
$2,651
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Cuba in Depth

13 Days Nassau to Havana
Operated By: Scenic (Discovery Voyage)
Embark on a 13 day discovery voyage with Scenic visiting Bahamas, Jamaica & Cuba, beginning your journey in Nassau and travelling through to Havana.
Departures: Oct 2019 to Oct 2019   (1 Departure)
Countries Visited: Bahamas, Jamaica, Cuba
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$393
From
$14,302
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Panama & Colombia Discovery

10 Days Cartagena to Lima
Operated By: Scenic (Discovery Voyage)
Embark on a 10 day discovery voyage with Scenic visiting Colombia, Panama & Peru, beginning your journey in Cartagena and travelling through to Lima.
Departures: Oct 2019 to Oct 2019   (1 Departure)
Countries Visited: Colombia, Panama, Peru
Save
$279
From
$10,616
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