Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
14 Night - Discover Eastern Caribbean & Grenadines
Starting in Bridgetown, Barbados, Speightstown, Barbados, Bequia Island, Saint Vincent and the Grenadines, Kingstown, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, 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: Nov 29, More...
7 Night - A Journey Through a Caribbean Tapestry of Serenity & Splendour
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami
2026 Sails: Nov 29, More...
14 Night - An Extended Journey Through Golden Shores & Island Grace
Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan
2026 Sails: Nov 29, More...
6 Night - Caribbean and Antilles
Starting in Miami, Florida, Grand Turk Island, Turks and Caicos, Ocean Cay Msc Marine Reserve, Bahamas, Nassau, Bahamas, Miami, Florida
2026 Sails: Nov 29, Dec 13, Dec 27, 2027: Jan 10, Feb 7, Mar 7, Mar 21, Apr 4, 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: Nov 29, Dec 13, 2027: Jan 10, Jan 31, Feb 7, Mar 7, Mar 14, Mar 21, Apr 4, More...
12 Night - Eastern Caribbean - New York
Starting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, New York City, Ny
2026 Sails: Nov 29, More...
8 Night - Eastern Caribbean with Puerto Rico
Starting in Port Canaveral (Orlando), Florida, Relaxaway, Half Moon Cay, San Juan, Puerto Rico, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Port Canaveral (Orlando), Florida
2026 Sails: Nov 29, More...
6 Night - Eastern Caribbean Cruise
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Samana, Dominican Republic, Puerto Plata, Dominican Republic, Fort Lauderdale, Florida
2026 Sails: Nov 29, More...
7 Night - Caribbean & Perfect Day
Starting in Miami, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Falmouth, Jamaica, Miami, Florida
2026 Sails: Nov 29, Dec 13, More...
7 Night - Eastern Caribbean & Perfect Day
Starting in Miami, Florida, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Nov 29, 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™.
14 Night - Discover Eastern Caribbean & GrenadinesStarting in Bridgetown, Barbados, Speightstown, Barbados, Bequia Island, Saint Vincent and the Grenadines, Kingstown, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, 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: Nov 29, More...
7 Night - A Journey Through a Caribbean Tapestry of Serenity & SplendourStarting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami
2026 Sails: Nov 29, More...
14 Night - An Extended Journey Through Golden Shores & Island GraceStarting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan
2026 Sails: Nov 29, More...
Deal link -> Special
6 Night - Caribbean and AntillesStarting in Miami, Florida, Grand Turk Island, Turks and Caicos, Ocean Cay Msc Marine Reserve, Bahamas, Nassau, Bahamas, Miami, Florida
2026 Sails: Nov 29, Dec 13, Dec 27, 2027: Jan 10, Feb 7, Mar 7, Mar 21, Apr 4, More...
4 Night - Caribbean and AntillesStarting in Port Canaveral (Orlando), Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Port Canaveral (Orlando), Florida
2026 Sails: Nov 29, Dec 13, 2027: Jan 10, Jan 31, Feb 7, Mar 7, Mar 14, Mar 21, Apr 4, More...
12 Night - Eastern Caribbean - New YorkStarting in New York City, Ny, Puerto Plata, Dominican Republic, San Juan, Pr, Basseterre, Saint Kitts / Nevis, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, Tortola, British Virgin Islands, New York City, Ny
2026 Sails: Nov 29, More...
8 Night - Eastern Caribbean with Puerto RicoStarting in Port Canaveral (Orlando), Florida, Relaxaway, Half Moon Cay, San Juan, Puerto Rico, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, Port Canaveral (Orlando), Florida
2026 Sails: Nov 29, More...
6 Night - Eastern Caribbean CruiseStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Samana, Dominican Republic, Puerto Plata, Dominican Republic, Fort Lauderdale, Florida
2026 Sails: Nov 29, More...
7 Night - Caribbean & Perfect DayStarting in Miami, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Falmouth, Jamaica, Miami, Florida
2026 Sails: Nov 29, Dec 13, More...
7 Night - Eastern Caribbean & Perfect DayStarting in Miami, Florida, Perfect Day Cococay, Bahamas, Charlotte Amalie, St Thomas, Puerto Plata, Dominican Republic, Miami, Florida
2026 Sails: Nov 29, More...