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 9 cruises to the Caribbean. Compare cruises, read past passenger reviews and enjoy exclusive savings on every departure.

  9 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: Nov 2019 to Feb 2021   (16 Departures)
Visits: Caribbean
Save
$309
From
$4,651

Caribbean Delights

12 Days Nassau to Cartagena
Operated By: Scenic (Discovery Voyage)
Visit 5 different countries on this 12 day discovery voyage with Scenic, beginning your journey in Nassau and travelling through to Cartagena.
Departures: Oct 2021 to Oct 2021   (1 Departure)
Visits: Caribbean
Save
$1,564
From
$11,101

Ultimate America Discovery

20 Days Boston to Cartagena
Operated By: Scenic (Discovery Voyage)
Visit 6 different countries on this 20 day discovery voyage with Scenic, beginning your journey in Boston and travelling through to Cartagena.
Departures: Sep 2021 to Sep 2021   (1 Departure)
Visits: Caribbean, Central America, USA
Save
$2,571
From
$19,089

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)
Visits: Caribbean
Save
$729
From
$1,550

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: Oct 2019 to Aug 2020   (31 Departures)
Visits: Caribbean
Save
$729
From
$1,427

New York, Bermuda & the West Indies

15 Days New York to San Juan
Operated By: Viking (Cruise)
Ship: Viking Star
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 2020 to Oct 2020   (1 Departure)
Visits: Bermuda, Caribbean
Save
$150
From
$4,845

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)
Visits: Caribbean, Central America
Save
$327
From
$9,598

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 Virgin Islands sailing trip, beginning and ending your journey in Scrub Island.
Departures: Oct 2019 to Apr 2021   (49 Departures)
Visits: Caribbean
Save
$987
From
$912

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   (1 Departure)
Visits: Caribbean
Save
$54
From
$2,651

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