Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
5 Night - Bahamas
Starting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Nassau, Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 23, More...
4 Night - Caribbean from Pointe a Pitre to La Romana
Starting in Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Saint Kitts, Road Harbour (Tortola), La Romana
2026 Sails: Dec 23, More...
5 Night - Very Merrytime Bahamian Cruise from Fort Lauderdale
Starting in Port Everglades, Disney Lookout Cay, Castaway Cay, Port Everglades
2026 Sails: Dec 23, More...
12 Night - Eastern Caribbean - New York
Starting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, New York City, Ny
2026 Sails: Dec 23, More...
11 Night - Caribbean-Philadelphia
Starting in Philadelphia, Pa, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr, Puerto Plata, Dominican Republic, Philadelphia, Pa
2026 Sails: Dec 23, More...
5 Night - Grand Turk & Bimini Holiday
Starting in Miami, Florida, The Beach Club at Bimini, Bahamas, Grand Turk, Turks and Caicos, Miami, Florida
2026 Sails: Dec 23, More...
4 Night - Bahamas
Starting in Port Canaveral (Orlando), Fl, Nassau, Bahamas, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 24, 2027: Feb 15, Mar 29, May 24, Jun 7, Jun 21, Jun 28, Jul 5, Jul 12, Jul 19, Aug 2, Aug 16, Aug 30, Sep 6, Oct 4, Oct 11, More...
6 Night - Cruise from Pointe a Pitre to Fort de France
Starting in Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic, Martinique (Antilles)
2026 Sails: Dec 24, More...
4 Night - Cruise from Pointe a Pitre to Santo Domingo
Starting in Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic
2026 Sails: Dec 24, More...
4 Night - Very Merrytime Bahamian Cruise from Port Canaveral
Starting in Port Canaveral, Disney Lookout Cay, Port Canaveral
2026 Sails: Dec 24, More...
Cruises that visit the Eastern Caribbean
Cruises by region
Click on a cruise ship itinerary in the Eastern Caribbean (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Eastern Caribbean), please visit: Cruise Search or try our Virtual Cruise Advisor™.
5 Night - BahamasStarting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Nassau, Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 23, More...
4 Night - Caribbean from Pointe a Pitre to La RomanaStarting in Pointe-a-Pitre, St Johns AG, Antigua, Basseterre, Saint Kitts, Road Harbour (Tortola), La Romana
2026 Sails: Dec 23, More...
5 Night - Very Merrytime Bahamian Cruise from Fort LauderdaleStarting in Port Everglades, Disney Lookout Cay, Castaway Cay, Port Everglades
2026 Sails: Dec 23, More...
12 Night - Eastern Caribbean - New YorkStarting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, New York City, Ny
2026 Sails: Dec 23, More...
11 Night - Caribbean-PhiladelphiaStarting in Philadelphia, Pa, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr, Puerto Plata, Dominican Republic, Philadelphia, Pa
2026 Sails: Dec 23, More...
5 Night - Grand Turk & Bimini HolidayStarting in Miami, Florida, The Beach Club at Bimini, Bahamas, Grand Turk, Turks and Caicos, Miami, Florida
2026 Sails: Dec 23, More...
4 Night - BahamasStarting in Port Canaveral (Orlando), Fl, Nassau, Bahamas, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 24, 2027: Feb 15, Mar 29, May 24, Jun 7, Jun 21, Jun 28, Jul 5, Jul 12, Jul 19, Aug 2, Aug 16, Aug 30, Sep 6, Oct 4, Oct 11, More...
6 Night - Cruise from Pointe a Pitre to Fort de FranceStarting in Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic, Martinique (Antilles)
2026 Sails: Dec 24, More...
4 Night - Cruise from Pointe a Pitre to Santo DomingoStarting in Guadeloupe (Antilles), Philipsburg, St Kitts (Antilles), Road Harbour / Tortola, Santo Domingo, Dominican Republic
2026 Sails: Dec 24, More...
4 Night - Very Merrytime Bahamian Cruise from Port CanaveralStarting in Port Canaveral, Disney Lookout Cay, Port Canaveral
2026 Sails: Dec 24, More...