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: St. Thomas & Dominican Republic
9 nights starting at $1,259.00
from Norwegian Cruise Line
available Jan 06, 2027 - Jan 15, 2027
Dominican Daze
5 nights starting at $845.00
from Virgin Voyages
available Nov 25, 2026 - Nov 30, 2026
Caribbean: Great Stirrup Cay & Dominican Republic
7 nights starting at $1,799.00
from Norwegian Cruise Line
available Dec 28, 2025 - Jan 04, 2026
Caribbean: Great Stirrup Cay & Dominican Republic
5 nights starting at $629.00
from Norwegian Cruise Line
available Nov 23, 2026 - Nov 28, 2026
Pre-Holiday Caribbean Getaway
9 nights starting at $1,252.00
from Virgin Voyages
available Dec 14, 2026 - Dec 23, 2026
Bermuda
7 nights starting at $889.00
from Norwegian Cruise Line
available Oct 18, 2026 - Oct 25, 2026
Caribbean: Great Stirrup Cay & Dominican Republic
7 nights starting at $1,089.00
from Norwegian Cruise Line
available Nov 08, 2026 - Nov 15, 2026
Shimmering Reefs, Mighty Ruins
10 nights starting at $6,099.00
from Regent Seven Seas Cruises
available Dec 11, 2026 - Dec 21, 2026
Caribbean & Bahamas
9 nights starting at $618.93
from MSC Cruises
available Jan 16, 2026 - Jan 25, 2026
Leeward St. Barts Bucket Regatta 7 Nights
7 nights starting at $1,970.00
from Star Clippers
available Mar 07, 2026 - Mar 14, 2026