Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
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...
8 Night - Eastern Caribbean
Starting in Port Canaveral (Orlando), Fl, St Thomas, US Virgin Islands, St Maarten, San Juan, Puerto Rico, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 18, 2027: Jan 9, Feb 6, Mar 20, Apr 3, Dec 18, More...
10 Night - Caribbean and Antilles
Starting in Miami, Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Dec 18, More...
5 Night - Bahamas - Short
Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
2026 Sails: Dec 18, More...
4 Night - Bahamas - Short
Starting in Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
2026 Sails: Dec 18, 2027: Feb 15, More...
5 Night - Bermuda
Starting in Philadelphia, Pa, Royal Naval Dockyard, Bermuda, Philadelphia, Pa
2026 Sails: Dec 18, More...
8 Night - Bahamas
Starting in New Orleans, La, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, New Orleans, La
2026 Sails: Dec 19, 2027: Nov 20, Dec 18, More...
14 Night - Eastern / Western Caribbean : San Juan & Mexico Holiday
Starting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 19, More...
7 Night - Eastern Caribbean Holiday : Amber Cove & Bahamas
Starting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida
2026 Sails: Dec 19, More...14 Night - Eastern Caribbean : Bahamas & San Juan Holiday
Starting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Dec 19, 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™.
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...
8 Night - Eastern CaribbeanStarting in Port Canaveral (Orlando), Fl, St Thomas, US Virgin Islands, St Maarten, San Juan, Puerto Rico, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Dec 18, 2027: Jan 9, Feb 6, Mar 20, Apr 3, Dec 18, More...
10 Night - Caribbean and AntillesStarting in Miami, Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Dec 18, More...
5 Night - Bahamas - ShortStarting in Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
2026 Sails: Dec 18, More...
4 Night - Bahamas - ShortStarting in Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
2026 Sails: Dec 18, 2027: Feb 15, More...
5 Night - BermudaStarting in Philadelphia, Pa, Royal Naval Dockyard, Bermuda, Philadelphia, Pa
2026 Sails: Dec 18, More...
8 Night - BahamasStarting in New Orleans, La, Nassau, Bahamas, Relaxaway, Half Moon Cay, Celebration Key, the Bahamas, New Orleans, La
2026 Sails: Dec 19, 2027: Nov 20, Dec 18, More...
14 Night - Eastern / Western Caribbean : San Juan & Mexico HolidayStarting in Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Fort Lauderdale, Florida
2026 Sails: Dec 19, More...
7 Night - Eastern Caribbean Holiday : Amber Cove & BahamasStarting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida
2026 Sails: Dec 19, More...
14 Night - Eastern Caribbean : Bahamas & San Juan HolidayStarting in Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, RelaxAway, Half Moon Cay, Bahamas, Miami, Florida
2026 Sails: Dec 19, More...
