Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
7 Night - Eastern Caribbean with Puerto Rico
Starting in Port Canaveral (Orlando), Florida, San Juan, Puerto Rico, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Port Canaveral (Orlando), Florida
2026 Sails: Sep 13, Oct 4, More...
3 Night - Bahamas
Starting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Sep 14, Nov 13, Dec 11, 2027: Mar 19, May 21, May 28, Jun 11, Jul 9, Aug 6, Aug 20, Sep 3, Oct 1, Nov 12, Nov 19, Nov 26, Dec 10, Dec 20, 2028: Jan 3, Feb 18, Mar 3, Mar 17, Mar 31, Apr 14, More...
6 Night - Bahamas
Starting in Tampa, Fl, Celebration Key, the Bahamas, Princess Cays, the Bahamas, Nassau, Bahamas, Tampa, Fl
2026 Sails: Sep 14, Sep 28, Oct 12, Nov 9, 2027: Jul 5, Oct 25, More...
5 Night - Bahamas
Starting in Miami, Fl, Celebration Key, the Bahamas, Nassau, Bahamas, Relaxaway, Half Moon Cay, Miami, Fl
2026 Sails: Sep 14, 2027: May 24, Jun 21, Jul 5, Aug 2, Aug 30, Oct 11, Oct 25, 2028: Feb 14, Feb 28, Mar 13, Mar 27, More...
4 Night - Bahamas & Perfect Day Cruise
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 14, 2027: Jul 12, More...4 Night - Bahamas
Starting in Miami, Fl, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Sep 17, Oct 1, Oct 15, Oct 19, Nov 16, Nov 23, Dec 14, Dec 24, Dec 31, 2027: Jan 25, Feb 15, Feb 22, Mar 1, Mar 29, Apr 12, May 10, May 17, Jun 7, Jun 14, Jun 21, Jul 19, Aug 2, Aug 16, Sep 13, More...
8 Night - The Americas & Caribbean
Starting in Bridgetown, Castries, St Lucia, St Johns, Jost Van Dyke, British Virgin Islands, Samana, Grand Turk, New York
2026 Sails: Sep 17, More...
8 Night - Eastern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, St Croix, US Virgin Islands, Charlotte Amalie, St Thomas, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Sep 18, Oct 16, More...3 Night - Perfect Day Getaway Cruise
Starting in Fort Lauderdale, Florida, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 18, Oct 16, More...
5 Night - Bahamas
Starting in Jacksonville, FL, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Jacksonville, FL
2026 Sails: Sep 19, Oct 3, Oct 31, Nov 9, Dec 21, 2027: Jan 4, Jan 18, Feb 1, Feb 15, Mar 1, Mar 15, Mar 29, Apr 12, Apr 26, May 1, May 10, Jul 19, Aug 16, Aug 21, Sep 4, Sep 13, Sep 18, Sep 27, Oct 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 with Puerto RicoStarting in Port Canaveral (Orlando), Florida, San Juan, Puerto Rico, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Port Canaveral (Orlando), Florida
2026 Sails: Sep 13, Oct 4, More...
3 Night - BahamasStarting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Sep 14, Nov 13, Dec 11, 2027: Mar 19, May 21, May 28, Jun 11, Jul 9, Aug 6, Aug 20, Sep 3, Oct 1, Nov 12, Nov 19, Nov 26, Dec 10, Dec 20, 2028: Jan 3, Feb 18, Mar 3, Mar 17, Mar 31, Apr 14, More...
6 Night - BahamasStarting in Tampa, Fl, Celebration Key, the Bahamas, Princess Cays, the Bahamas, Nassau, Bahamas, Tampa, Fl
2026 Sails: Sep 14, Sep 28, Oct 12, Nov 9, 2027: Jul 5, Oct 25, More...
5 Night - BahamasStarting in Miami, Fl, Celebration Key, the Bahamas, Nassau, Bahamas, Relaxaway, Half Moon Cay, Miami, Fl
2026 Sails: Sep 14, 2027: May 24, Jun 21, Jul 5, Aug 2, Aug 30, Oct 11, Oct 25, 2028: Feb 14, Feb 28, Mar 13, Mar 27, More...
4 Night - Bahamas & Perfect Day CruiseStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 14, 2027: Jul 12, More...
4 Night - BahamasStarting in Miami, Fl, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Sep 17, Oct 1, Oct 15, Oct 19, Nov 16, Nov 23, Dec 14, Dec 24, Dec 31, 2027: Jan 25, Feb 15, Feb 22, Mar 1, Mar 29, Apr 12, May 10, May 17, Jun 7, Jun 14, Jun 21, Jul 19, Aug 2, Aug 16, Sep 13, More...
8 Night - The Americas & CaribbeanStarting in Bridgetown, Castries, St Lucia, St Johns, Jost Van Dyke, British Virgin Islands, Samana, Grand Turk, New York
2026 Sails: Sep 17, More...
8 Night - Eastern Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, St Croix, US Virgin Islands, Charlotte Amalie, St Thomas, San Juan, Puerto Rico, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Sep 18, Oct 16, More...
3 Night - Perfect Day Getaway CruiseStarting in Fort Lauderdale, Florida, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Sep 18, Oct 16, More...
5 Night - BahamasStarting in Jacksonville, FL, Celebration Key, the Bahamas, Relaxaway, Half Moon Cay, Jacksonville, FL
2026 Sails: Sep 19, Oct 3, Oct 31, Nov 9, Dec 21, 2027: Jan 4, Jan 18, Feb 1, Feb 15, Mar 1, Mar 15, Mar 29, Apr 12, Apr 26, May 1, May 10, Jul 19, Aug 16, Aug 21, Sep 4, Sep 13, Sep 18, Sep 27, Oct 2, More...
