Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
7 Night Eastern Caribbean From Baltimore, MD
Starting in Baltimore with stops in Grand Turk, Princess Cays, Freeport
2019 Sails: Jun 23, Jul 21, Aug 18, Oct 13, 2020: Mar 15, Apr 5, Apr 12, Oct 25, 2021: Apr 4, More...
7 Night Bermuda from New York
Starting in New York with stops in Royal Naval Dockyard
2019 Sails: Jun 2, Jun 9, Jun 16, Jun 23, Jun 30, Jul 7, Jul 14, Jul 21, Jul 28, Aug 4, Aug 11, Aug 18, Aug 25, Sep 1, Oct 6, Oct 13, Oct 20, Nov 3, 2020: Apr 11, More...
7 Night Eastern Caribbean Cruise
Starting in Fort Lauderdale with stops in Philipsburg, San Juan, Labadee
2019 Sails: Jun 16, Jul 7, Jul 28, Aug 18, Sep 8, Sep 29, Oct 20, More...
4 Night Bahamian Cruise roundtrip from Port Canaveral
Starting in Port Canaveral, Florida; with stops in Nassau, The Bahamas; Disney Castaway Cay
2019 Sails: May 27, Jun 3, Jun 10, Jul 29, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Nov 11, Nov 18, Nov 25, Dec 2, Dec 9, Dec 16, Dec 23, Dec 30, More...
4 Night Cuba (Overnight) & Bahamas from Miami
Starting in Miami with stops in Havana, Great Stirrup Cay
2019 Sails: May 27, Jun 3, Jun 10, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, Aug 19, Oct 15, More...
4 Night Cuba (Overnight) & Key West from Orlando (Port Canaveral)
Starting in Port Canaveral with stops in Key West, Havana
2019 Sails: May 27, Jun 3, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, More...
5 Night Key West & Havana & Cozumel
Starting in Miami with stops in Key West, Havana, Cozumel
2019 Sails: May 27, Jun 10, More...
5 Night Key West & Havana Overnight Cruise
Starting in Fort Lauderdale with stops in Key West, Havana
2019 Sails: May 27, Jun 10, Jun 24, Jul 8, Jul 22, Aug 5, Aug 19, Sep 2, Sep 16, Sep 30, Oct 14, Oct 28, Nov 11, Nov 25, Dec 9, More...
4 Night Bahamas & Perfect Day Cruise
Starting in Port Canaveral with stops in Nassau, Perfect Day at Cococay
2019 Sails: May 27, Jun 3, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Nov 25, 2020: Jan 20, Mar 16, More...
4 Night Bahamas & Perfect Day Cruise
Starting in Miami with stops in Nassau, Perfect Day at Cococay
2019 Sails: May 27, Jun 10, Jun 17, Jun 24, Jul 8, Jul 15, Jul 22, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Oct 28, Nov 4, Nov 18, Nov 25, Dec 2, 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™.
7 Night Eastern Caribbean From Baltimore, MDStarting in Baltimore with stops in Grand Turk, Princess Cays, Freeport
2019 Sails: Jun 23, Jul 21, Aug 18, Oct 13, 2020: Mar 15, Apr 5, Apr 12, Oct 25, 2021: Apr 4, More...
Deal link -> Special
7 Night Bermuda from New YorkStarting in New York with stops in Royal Naval Dockyard
2019 Sails: Jun 2, Jun 9, Jun 16, Jun 23, Jun 30, Jul 7, Jul 14, Jul 21, Jul 28, Aug 4, Aug 11, Aug 18, Aug 25, Sep 1, Oct 6, Oct 13, Oct 20, Nov 3, 2020: Apr 11, More...
7 Night Eastern Caribbean CruiseStarting in Fort Lauderdale with stops in Philipsburg, San Juan, Labadee
2019 Sails: Jun 16, Jul 7, Jul 28, Aug 18, Sep 8, Sep 29, Oct 20, More...
Deal link -> Special
4 Night Bahamian Cruise roundtrip from Port CanaveralStarting in Port Canaveral, Florida; with stops in Nassau, The Bahamas; Disney Castaway Cay
2019 Sails: May 27, Jun 3, Jun 10, Jul 29, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Nov 11, Nov 18, Nov 25, Dec 2, Dec 9, Dec 16, Dec 23, Dec 30, More...
4 Night Cuba (Overnight) & Bahamas from MiamiStarting in Miami with stops in Havana, Great Stirrup Cay
2019 Sails: May 27, Jun 3, Jun 10, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, Aug 19, Oct 15, More...
4 Night Cuba (Overnight) & Key West from Orlando (Port Canaveral)Starting in Port Canaveral with stops in Key West, Havana
2019 Sails: May 27, Jun 3, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, More...
5 Night Key West & Havana & CozumelStarting in Miami with stops in Key West, Havana, Cozumel
2019 Sails: May 27, Jun 10, More...
5 Night Key West & Havana Overnight CruiseStarting in Fort Lauderdale with stops in Key West, Havana
2019 Sails: May 27, Jun 10, Jun 24, Jul 8, Jul 22, Aug 5, Aug 19, Sep 2, Sep 16, Sep 30, Oct 14, Oct 28, Nov 11, Nov 25, Dec 9, More...
4 Night Bahamas & Perfect Day CruiseStarting in Port Canaveral with stops in Nassau, Perfect Day at Cococay
2019 Sails: May 27, Jun 3, Jun 17, Jun 24, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Nov 25, 2020: Jan 20, Mar 16, More...
4 Night Bahamas & Perfect Day CruiseStarting in Miami with stops in Nassau, Perfect Day at Cococay
2019 Sails: May 27, Jun 10, Jun 17, Jun 24, Jul 8, Jul 15, Jul 22, Aug 5, Aug 12, Aug 19, Aug 26, Sep 2, Sep 9, Sep 16, Sep 23, Sep 30, Oct 7, Oct 14, Oct 21, Oct 28, Nov 4, Nov 18, Nov 25, Dec 2, More...
