Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
5 Night - Bahamas
Starting in Jacksonville, FL, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Jacksonville, FL
2026 Sails: Sep 28, Oct 12, Oct 17, Oct 26, Nov 14, Dec 7, Dec 12, Dec 30, 2027: Jan 9, Jan 23, Feb 6, Apr 3, Apr 17, May 15, May 24, May 29, Jun 7, Jun 12, Jun 26, Jul 10, Jul 24, Dec 6, 2028: Jan 8, Jan 31, More...
5 Night - Bahamas
Starting in Miami, Fl, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Nassau, Bahamas, Miami, Fl
2026 Sails: Sep 28, Oct 12, Nov 9, 2027: Jan 4, Mar 15, Apr 26, Sep 13, Nov 8, Dec 6, 2028: Jan 17, More...
4 Night - Key West & Grand Bahama
Starting in Port of Palm Beach, Key West, FL, Freeport, Grand Bahama, Port of Palm Beach
2026 Sails: Sep 28, Oct 15, Oct 23, Nov 23, 2027: Jan 11, Mar 1, Mar 29, Apr 19, May 10, May 17, May 31, Jun 14, Jul 12, Jul 26, Aug 16, Sep 13, Oct 4, Oct 11, Nov 4, More...
10 Night - Caribbean and Antilles
Starting in Port Canaveral (Orlando), Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida, Nassau, Bahamas, Cozumel, Mexico, Costa Maya, Mexico, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Oct 1, Oct 15, More...
3 Night - Bahamas
Starting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Oct 2, Nov 13, Dec 18, Dec 21, 2027: Feb 5, Feb 26, Mar 5, Mar 19, Apr 2, May 21, May 28, Jun 4, Jun 11, Jun 18, Jun 25, Jul 9, Jul 16, Jul 23, Jul 30, Aug 6, Aug 20, Aug 27, Sep 3, Sep 10, More...
7 Night - Very Merrytime Eastern Caribbean Cruise from Fort Lauderdale
Starting in Port Everglades, Disney Lookout Cay, San Juan, Puerto Plata, Dominican Republic, Castaway Cay, Port Everglades
2026 Sails: Oct 2, Nov 13, More...
3 Night - Bahamian Cruise from Port Canaveral
Starting in Port Canaveral, Nassau, Castaway Cay, Port Canaveral
2026 Sails: Oct 2, Oct 9, Oct 16, Oct 23, Oct 30, Nov 6, Nov 13, Nov 20, Nov 27, Dec 4, Dec 11, Dec 18, Dec 28, 2027: Jan 8, Jan 15, Jan 22, Jan 29, Feb 5, Feb 12, Feb 19, Feb 26, Mar 5, Mar 12, Mar 19, More...
3 Night - Bahamas & Perfect Day Cruise
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 2, 2027: Aug 27, More...
5 Night - Stuff at Sea
Starting in New York City, New York, Royal Naval Dockyard, Bermuda, New York City, New York
2026 Sails: Oct 2, More...
8 Night - Bahamas
Starting in Galveston, Tx, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Galveston, Tx
2026 Sails: Oct 3, Oct 17, Oct 31, Nov 14, Dec 18, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 20, Apr 3, Apr 17, May 29, Jun 12, Jun 26, Jul 10, Jul 24, Aug 7, Oct 16, Oct 30, Nov 13, Dec 19, 2028: Jan 8, 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 Jacksonville, FL, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Jacksonville, FL
2026 Sails: Sep 28, Oct 12, Oct 17, Oct 26, Nov 14, Dec 7, Dec 12, Dec 30, 2027: Jan 9, Jan 23, Feb 6, Apr 3, Apr 17, May 15, May 24, May 29, Jun 7, Jun 12, Jun 26, Jul 10, Jul 24, Dec 6, 2028: Jan 8, Jan 31, More...
5 Night - BahamasStarting in Miami, Fl, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Nassau, Bahamas, Miami, Fl
2026 Sails: Sep 28, Oct 12, Nov 9, 2027: Jan 4, Mar 15, Apr 26, Sep 13, Nov 8, Dec 6, 2028: Jan 17, More...
4 Night - Key West & Grand BahamaStarting in Port of Palm Beach, Key West, FL, Freeport, Grand Bahama, Port of Palm Beach
2026 Sails: Sep 28, Oct 15, Oct 23, Nov 23, 2027: Jan 11, Mar 1, Mar 29, Apr 19, May 10, May 17, May 31, Jun 14, Jul 12, Jul 26, Aug 16, Sep 13, Oct 4, Oct 11, Nov 4, More...
10 Night - Caribbean and AntillesStarting in Port Canaveral (Orlando), Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida, Nassau, Bahamas, Cozumel, Mexico, Costa Maya, Mexico, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Oct 1, Oct 15, More...
3 Night - BahamasStarting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Oct 2, Nov 13, Dec 18, Dec 21, 2027: Feb 5, Feb 26, Mar 5, Mar 19, Apr 2, May 21, May 28, Jun 4, Jun 11, Jun 18, Jun 25, Jul 9, Jul 16, Jul 23, Jul 30, Aug 6, Aug 20, Aug 27, Sep 3, Sep 10, More...
7 Night - Very Merrytime Eastern Caribbean Cruise from Fort LauderdaleStarting in Port Everglades, Disney Lookout Cay, San Juan, Puerto Plata, Dominican Republic, Castaway Cay, Port Everglades
2026 Sails: Oct 2, Nov 13, More...
3 Night - Bahamian Cruise from Port CanaveralStarting in Port Canaveral, Nassau, Castaway Cay, Port Canaveral
2026 Sails: Oct 2, Oct 9, Oct 16, Oct 23, Oct 30, Nov 6, Nov 13, Nov 20, Nov 27, Dec 4, Dec 11, Dec 18, Dec 28, 2027: Jan 8, Jan 15, Jan 22, Jan 29, Feb 5, Feb 12, Feb 19, Feb 26, Mar 5, Mar 12, Mar 19, More...
3 Night - Bahamas & Perfect Day CruiseStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Oct 2, 2027: Aug 27, More...
5 Night - Stuff at SeaStarting in New York City, New York, Royal Naval Dockyard, Bermuda, New York City, New York
2026 Sails: Oct 2, More...
Deal link -> Special
8 Night - BahamasStarting in Galveston, Tx, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Galveston, Tx
2026 Sails: Oct 3, Oct 17, Oct 31, Nov 14, Dec 18, Dec 26, 2027: Jan 9, Jan 23, Feb 6, Feb 20, Mar 20, Apr 3, Apr 17, May 29, Jun 12, Jun 26, Jul 10, Jul 24, Aug 7, Oct 16, Oct 30, Nov 13, Dec 19, 2028: Jan 8, More...
