Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
10 Night - Caribbean-Philadelphia
Starting in Philadelphia, Pa, Puerto Plata, Dominican Republic, San Juan, Pr, St Thomas, Vi, Tortola, British Virgin Islands, Philadelphia, Pa
2026 Sails: Dec 8, 2027: Feb 2, Mar 2, More...
4 Night - Very Merrytime Bahamian Cruise from Port Canaveral
Starting in Port Canaveral, Disney Lookout Cay, Castaway Cay, Port Canaveral
2026 Sails: Dec 9, Dec 30, 2027: Nov 10, More...
4 Night - Bahamas
Starting in Port Canaveral (Orlando), Fl, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 10, Dec 19, 2027: Jan 7, Jan 21, Feb 4, Feb 18, Mar 4, Mar 18, Apr 1, Apr 15, Apr 29, More...
4 Night - Bahamas - Short
Starting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Nassau, Bahamas, Jacksonville, Florida
2026 Sails: Dec 10, 2027: Feb 3, More...
4 Night - Key West & Bimini Beach Club
Starting in Miami, Florida, Key West, Florida, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 10, 2027: Jan 7, Jan 21, Feb 18, Mar 4, More...
3 Night - Bahamas
Starting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: 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 20, 2028: Jan 3, Feb 18, Mar 3, Mar 17, Mar 31, Apr 14, Aug 18, Sep 15, Oct 27, 2029: Mar 30, More...
16 Night - Eastern Caribbean Holiday : Amber Cove & Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
9 Night - Eastern Caribbean : St. Maarten, Antigua & Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
12 Night - Eastern Caribbean - New York
Starting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, New York City, Ny
2026 Sails: Dec 11, 2027: Jan 4, Mar 1, More...
5 Night - Eastern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Grand Turk, Turks and Caicos, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 11, 2027: Feb 5, Mar 5, Apr 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™.
10 Night - Caribbean-PhiladelphiaStarting in Philadelphia, Pa, Puerto Plata, Dominican Republic, San Juan, Pr, St Thomas, Vi, Tortola, British Virgin Islands, Philadelphia, Pa
2026 Sails: Dec 8, 2027: Feb 2, Mar 2, More...
4 Night - Very Merrytime Bahamian Cruise from Port CanaveralStarting in Port Canaveral, Disney Lookout Cay, Castaway Cay, Port Canaveral
2026 Sails: Dec 9, Dec 30, 2027: Nov 10, More...
4 Night - BahamasStarting in Port Canaveral (Orlando), Fl, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 10, Dec 19, 2027: Jan 7, Jan 21, Feb 4, Feb 18, Mar 4, Mar 18, Apr 1, Apr 15, Apr 29, More...
4 Night - Bahamas - ShortStarting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Nassau, Bahamas, Jacksonville, Florida
2026 Sails: Dec 10, 2027: Feb 3, More...
4 Night - Key West & Bimini Beach ClubStarting in Miami, Florida, Key West, Florida, The Beach Club at Bimini, Bahamas, Miami, Florida
2026 Sails: Dec 10, 2027: Jan 7, Jan 21, Feb 18, Mar 4, More...
3 Night - BahamasStarting in Miami, Fl, Celebration Key, the Bahamas, Miami, Fl
2026 Sails: 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 20, 2028: Jan 3, Feb 18, Mar 3, Mar 17, Mar 31, Apr 14, Aug 18, Sep 15, Oct 27, 2029: Mar 30, More...
16 Night - Eastern Caribbean Holiday : Amber Cove & BahamasStarting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
9 Night - Eastern Caribbean : St. Maarten, Antigua & BahamasStarting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
12 Night - Eastern Caribbean - New YorkStarting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, Tortola, British Virgin Islands, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, New York City, Ny
2026 Sails: Dec 11, 2027: Jan 4, Mar 1, More...
5 Night - Eastern Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, Grand Turk, Turks and Caicos, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 11, 2027: Feb 5, Mar 5, Apr 2, More...