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


7-Day Eastern Caribbean with Bahamas
7 nights starting at $924.00
from Princess Cruises®
available Jan 17, 2026 - Jan 24, 2026
7-Day Southern Caribbean with Barbados and St. Lucia
7 nights starting at $904.00
from Princess Cruises®
available Jan 04, 2026 - Jan 11, 2026
Treasure Islands 7 Nights
7 nights starting at $1,970.00
from Star Clippers
available Feb 14, 2026 - Feb 21, 2026
Aruban Sights & Antiguan Nights
7 nights starting at $1,038.00
from Virgin Voyages
available Jan 03, 2026 - Jan 10, 2026
Valiant New Year's Ahoy!
7 nights starting at $1,673.00
from Virgin Voyages
available Dec 27, 2025 - Jan 03, 2026
9-Day Southern Caribbean: Abc Islands
9 nights starting at $1,814.00
from Holland America Line
available Nov 20, 2026 - Nov 29, 2026
8-Day Eastern Caribbean with Puerto Rico Holiday
8 nights starting at $1,057.00
from Princess Cruises®
available Dec 27, 2026 - Jan 04, 2027
Caribbean & Central America Cruise
8 nights starting at $5,600.00
from Silversea Cruises
available Dec 18, 2027 - Dec 26, 2027
History and culture visiting Caribbean jewels
7 nights starting at $8,890.00
from Ponant
available Mar 21, 2026 - Mar 28, 2026
A Journey through Stunning Scenery & Charming Caribbean Culture
7 nights starting at $3,845.00
from Explora Journeys
available Jan 29, 2027 - Feb 05, 2027