Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
5 Night - Bahamas - Short
Starting in Jacksonville, Florida, Key West, FL, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 14, 2027: Jan 19, Mar 2, Mar 30, More...
8 Night - Eastern Caribbean - Port Canaveral
Starting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, San Juan, Pr, Tortola, British Virgin Islands, St Thomas, Vi, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 14, More...
4 Night - Bahamas Getaway Cruise
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Grand Bahama Island, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 14, 2027: Mar 15, More...
9 Night - Eastern Caribbean & Bimini Holiday
Starting in Miami, Florida, San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, Sint Maarten, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 14, 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, Ocho Rios, Jamaica, George Town, Cayman Islands, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Dec 17, More...
10 Night - Eastern Caribbean with St. Kitts
Starting in Fort Lauderdale, Florida, Relaxaway, Half Moon Cay, Amber Cove, Dominican Republic, San Juan, Puerto Rico, St Maarten, Antigua, St Kitts, Fort Lauderdale, Florida
2026 Sails: Dec 17, 2027: Feb 25, More...
4 Night - Eastern Caribbean Cruise
Starting in Miami, Florida, Grand Turk, Turks and Caicos, Miami, Florida
2026 Sails: Dec 17, 2027: Feb 11, Mar 11, Mar 25, Apr 8, More...
3 Night - Bahamas
Starting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Dec 18, Dec 21, Dec 28, 2027: Jan 22, Jan 29, Feb 12, Feb 19, Feb 26, Mar 5, Mar 26, Apr 2, Apr 9, May 14, Jun 4, Jun 18, Jun 25, Jul 2, Jul 16, Jul 23, Jul 30, Aug 13, Sep 10, Sep 17, Sep 24, More...
3 Night - Bahamas
Starting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 18, Dec 21, 2027: Feb 5, Feb 26, Mar 5, Mar 19, Apr 2, Apr 23, 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, Oct 8, More...
8 Night - Bahamas
Starting in Galveston, Tx, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Galveston, Tx
2026 Sails: 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, Feb 5, Feb 19, Mar 4, Mar 18, 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 - Bahamas - ShortStarting in Jacksonville, Florida, Key West, FL, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 14, 2027: Jan 19, Mar 2, Mar 30, More...
8 Night - Eastern Caribbean - Port CanaveralStarting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, San Juan, Pr, Tortola, British Virgin Islands, St Thomas, Vi, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 14, More...
4 Night - Bahamas Getaway CruiseStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Grand Bahama Island, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 14, 2027: Mar 15, More...
9 Night - Eastern Caribbean & Bimini HolidayStarting in Miami, Florida, San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, Sint Maarten, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 14, 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, Ocho Rios, Jamaica, George Town, Cayman Islands, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Dec 17, More...
10 Night - Eastern Caribbean with St. KittsStarting in Fort Lauderdale, Florida, Relaxaway, Half Moon Cay, Amber Cove, Dominican Republic, San Juan, Puerto Rico, St Maarten, Antigua, St Kitts, Fort Lauderdale, Florida
2026 Sails: Dec 17, 2027: Feb 25, More...
Deal link -> Special
4 Night - Eastern Caribbean CruiseStarting in Miami, Florida, Grand Turk, Turks and Caicos, Miami, Florida
2026 Sails: Dec 17, 2027: Feb 11, Mar 11, Mar 25, Apr 8, More...
3 Night - BahamasStarting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Dec 18, Dec 21, Dec 28, 2027: Jan 22, Jan 29, Feb 12, Feb 19, Feb 26, Mar 5, Mar 26, Apr 2, Apr 9, May 14, Jun 4, Jun 18, Jun 25, Jul 2, Jul 16, Jul 23, Jul 30, Aug 13, Sep 10, Sep 17, Sep 24, More...
3 Night - BahamasStarting in Port Canaveral (Orlando), Fl, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 18, Dec 21, 2027: Feb 5, Feb 26, Mar 5, Mar 19, Apr 2, Apr 23, 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, Oct 8, More...
8 Night - BahamasStarting in Galveston, Tx, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Galveston, Tx
2026 Sails: 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, Feb 5, Feb 19, Mar 4, Mar 18, More...