Caribbean Cruises
Customers often call and say "I want to go to the Caribbean." When we ask "What part of the Caribbean," many people have no idea there are distinct regions and that on a Caribbean cruise you are probably only going to see one region of it. The following may be helpful to you.
Generally, there are five types of Caribbean cruises to choose from. These are:
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The Bahamas - Typically short three or four day cruises and limited to the islands of the Bahamas.
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The next and most popular is the Western Caribbean, which gives you ports of call in Mexico, Belize, Honduras, the Caymen's, Key West and Jamaica. These can range anywhere from three days to seven days, with the seven day itinerary by far the most popular. The ports are fun and they are exceptional for a wide variety of water activities such as scuba and snorkeling and shopping.
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The Eastern Caribbean itineraries often include a stop in the Bahamas followed by St Thomas, St Maarten, San Juan PR, St John and the private islands owned and operated by the cruise lines. These cruises offer good shopping, particularly in Charlotte Amolie in St Thomas. You will often have more time at sea to enjoy the ship on eastern Caribbean cruises as well. Seven day cruises are most popular for the eastern Caribbean
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The southern Caribbean generally embarks and disembarks from San Juan and includes the "Saint" Islands southward. They have an interesting blend of Dutch, French and English history giving the islands a lot of character and some of the best beaches in the world. Seven to ten day cruises are very popular for the southern Caribbean. Travel time and airfare is sometimes a drawback to this region
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Finally, exotic Caribbean itineraries are a hybrid that may mix ports from each of the regions and will typically range from eight to fourteen days. They are great from those who have time and a desire to see more than you would on one of the cruises described above.
Western Caribbean Eastern Caribbean Southern Caribbean


Caribbean & Central America Cruise
7 nights starting at $5,000.00
from Silversea Cruises
available Feb 28, 2027 - Mar 07, 2027
Cruising the Caribbean's Windward Islands – with Smithsonian Journeys
7 nights starting at $5,930.00
from Ponant
available Feb 17, 2027 - Feb 24, 2027
St. Isles & Sun-soaked Seas
10 nights starting at $1,290.00
from Virgin Voyages
available Jan 25, 2027 - Feb 04, 2027
Maya & Isle Mementos
10 nights starting at $5,899.00
from Oceania Cruises
available Dec 29, 2025 - Jan 08, 2026
Leeward Islands
7 nights starting at $2,010.00
from Star Clippers
available Feb 13, 2027 - Feb 20, 2027
7-Day Eastern Caribbean Holiday: San Juan & St. Thomas
7 nights starting at $1,739.00
from Holland America Line
available Dec 26, 2026 - Jan 02, 2027
Panama, Colombia & Caribbean Islands
10 nights starting at $6,760.00
from Ponant
available Mar 12, 2027 - Mar 22, 2027
Caribbean: Cozumel & Great Stirrup Cay
5 nights starting at $789.00
from Norwegian Cruise Line
available Apr 23, 2027 - Apr 28, 2027
Caribbean Illumination
10 nights starting at $4,899.00
from Oceania Cruises
available Apr 04, 2026 - Apr 14, 2026
Tropical Island Havens
10 nights starting at $4,099.00
from Oceania Cruises
available Dec 28, 2026 - Jan 07, 2027