Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
7 Night - Cruise from St. Johns to San Juan
Starting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...
8 Night - Eastern Caribbean & Bimini Beach Club
Starting in Miami, Florida, St Croix, US Virgin Islands, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 5, More...
7 Night - Eastern Caribbean
Starting in Miami, Fl, Nassau, Bahamas, Relaxaway, Half Moon Cay, Amber Cove, Dominican Republic, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Dec 6, 2027: Jan 31, Feb 14, More...
7 Night - Bahamas
Starting in Baltimore, MD, Relaxaway, Half Moon Cay, Nassau, Bahamas, Celebration Key, the Bahamas, Baltimore, MD
2026 Sails: Dec 6, Dec 20, 2027: Jan 3, Feb 14, Mar 14, Mar 28, Apr 11, Apr 25, May 2, May 9, May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 1, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 14, Nov 21, More...
6 Night - Bahamas
Starting in Mobile, Al, Bimini, the Bahamas, Celebration Key, the Bahamas, Mobile, Al
2026 Sails: Dec 6, More...
6 Night - Bahamas
Starting in Norfolk, Va, Celebration Key, the Bahamas, Nassau, Bahamas, Bimini, the Bahamas, Norfolk, Va
2026 Sails: Dec 6, More...
6 Night - Eastern Caribbean
Starting in Port Canaveral (Orlando), Fl, Amber Cove, Dominican Republic, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 6, Dec 12, 2027: Jan 3, Jan 17, Jan 31, Feb 14, Mar 14, Mar 28, Apr 11, Apr 25, More...
7 Night - St. Thomas & Antigua Cruise
Starting in Miami, Florida, Nassau, Bahamas, Charlotte Amalie, St Thomas, St Johns AG, Antigua, Miami, Florida
2026 Sails: Dec 6, Dec 27, 2027: Jan 17, Feb 7, Feb 28, Mar 21, More...
7 Night - Eastern Caribbean with St. Barths
Starting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Mar 27, More...
4 Night - Caribbean and Antilles
Starting in Port Canaveral (Orlando), Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Dec 6, 2027: Jan 3, Jan 17, Feb 14, Feb 28, Mar 28, Apr 11, Apr 18, Apr 25, May 2, May 9, May 16, May 23, Jun 6, Jun 20, Jul 4, Jul 11, Jul 18, Aug 1, Aug 15, Aug 22, Aug 29, Sep 5, Sep 12, 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 - Cruise from St. Johns to San JuanStarting in St Johns AG, Sint Eustatius, Gustavia, Charlestown, Nevis, Sandy Ground, White Bay, Jost van Dyke, Spanish Town, Virgin Gorda, Norman Island, San Juan
2026 Sails: Dec 5, More...
8 Night - Eastern Caribbean & Bimini Beach ClubStarting in Miami, Florida, St Croix, US Virgin Islands, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 5, More...
7 Night - Eastern CaribbeanStarting in Miami, Fl, Nassau, Bahamas, Relaxaway, Half Moon Cay, Amber Cove, Dominican Republic, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: Dec 6, 2027: Jan 31, Feb 14, More...
7 Night - BahamasStarting in Baltimore, MD, Relaxaway, Half Moon Cay, Nassau, Bahamas, Celebration Key, the Bahamas, Baltimore, MD
2026 Sails: Dec 6, Dec 20, 2027: Jan 3, Feb 14, Mar 14, Mar 28, Apr 11, Apr 25, May 2, May 9, May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 1, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 14, Nov 21, More...
6 Night - BahamasStarting in Mobile, Al, Bimini, the Bahamas, Celebration Key, the Bahamas, Mobile, Al
2026 Sails: Dec 6, More...
6 Night - BahamasStarting in Norfolk, Va, Celebration Key, the Bahamas, Nassau, Bahamas, Bimini, the Bahamas, Norfolk, Va
2026 Sails: Dec 6, More...
6 Night - Eastern CaribbeanStarting in Port Canaveral (Orlando), Fl, Amber Cove, Dominican Republic, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 6, Dec 12, 2027: Jan 3, Jan 17, Jan 31, Feb 14, Mar 14, Mar 28, Apr 11, Apr 25, More...
Deal link -> Special
7 Night - St. Thomas & Antigua CruiseStarting in Miami, Florida, Nassau, Bahamas, Charlotte Amalie, St Thomas, St Johns AG, Antigua, Miami, Florida
2026 Sails: Dec 6, Dec 27, 2027: Jan 17, Feb 7, Feb 28, Mar 21, More...
7 Night - Eastern Caribbean with St. BarthsStarting in Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Bay (English Harbour), Antigua and Barbuda, Charlestown / Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Norman Island, British Virgin Islands, Marigot, Saint Martin
2026 Sails: Dec 6, 2027: Jan 30, Mar 27, More...
Deal link -> Special
4 Night - Caribbean and AntillesStarting in Port Canaveral (Orlando), Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Dec 6, 2027: Jan 3, Jan 17, Feb 14, Feb 28, Mar 28, Apr 11, Apr 18, Apr 25, May 2, May 9, May 16, May 23, Jun 6, Jun 20, Jul 4, Jul 11, Jul 18, Aug 1, Aug 15, Aug 22, Aug 29, Sep 5, Sep 12, More...