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:
-
The Bahamas - Typically short three or four day cruises and limited to the islands of the Bahamas.
-
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.
-
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
-
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
-
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


10-Day Western Caribbean: Greater Antilles, Belize & Mexico
10 nights starting at $1,939.00
from Holland America Line
available Nov 21, 2026 - Dec 01, 2026
Caribbean: Great Stirrup Cay & Cozumel
7 nights starting at $1,099.00
from Norwegian Cruise Line
available Mar 08, 2026 - Mar 15, 2026
Windward Islands
7 nights starting at $2,080.00
from Star Clippers
available Dec 05, 2026 - Dec 12, 2026
San Juan, Samana & Bimini
7 nights starting at $763.00
from Virgin Voyages
available Jan 17, 2026 - Jan 24, 2026
West Indies Explorer
10 nights starting at $3,699.00
from Viking Ocean Cruises
available Nov 29, 2027 - Dec 09, 2027
Iberian Explorer
7 nights starting at $2,599.00
from Viking Ocean Cruises
available Jan 03, 2028 - Jan 10, 2028
Sailing the St. Lawrence Seaway and Canadian Maritimes
9 nights starting at $9,642.00
from Lindblad Expeditions
available Sep 12, 2026 - Sep 22, 2026
8-Day Eastern Caribbean with St. Thomas
8 nights starting at $1,039.00
from Princess Cruises®
available Jan 11, 2026 - Jan 19, 2026
Caribbean & Central America Cruise
10 nights starting at $6,200.00
from Silversea Cruises
available Jan 20, 2027 - Jan 30, 2027
Caribbean: Curacao, Aruba & Bonaire
7 nights starting at $1,049.00
from Norwegian Cruise Line
available Mar 02, 2026 - Mar 09, 2026