Eastern Caribbean Cruises
Cruises that visit the Eastern Caribbean
Cruises by region
16 Night - An Extended Journey of Caribbean Celebrations & Tropical Idylls
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Basseterre, San Juan
2026 Sails: Dec 28, More...8 Night - A Journey of Spectacular Festivities & Caribbean Wonders
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 28, More...
11 Night - Caribbean and Antilles
Starting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Miami, Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Miami, Florida
2026 Sails: Dec 28, More...
5 Night - Bahamas - Short
Starting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Nassau, Bahamas, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 28, 2027: Feb 16, More...
7 Night - Eastern Caribbean Holiday
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Fort Lauderdale, Florida
2026 Sails: Dec 28, More...
7 Night - Eastern Caribbean Holiday
Starting in Orlando (Port Canaveral), Fl, Grand Bahama Island, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Grand Turk, Turks and Caicos, Orlando (Port Canaveral), Fl
2026 Sails: Dec 28, More...
3 Night - Perfect Day Getaway Cruise
Starting in Miami, Florida, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Dec 28, More...
10 Night - Eastern Caribbean & Bimini New Year's
Starting in Miami, Philipsburg, Sint Maarten, Basseterre, Saint Kitts and Nevis, Road Town, Tortola, British Virgin Islands, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Dec 28, More...
9 Night - Space Discovery Cruisetour
Starting in At Hotel, Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, St Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 29, More...
6 Night - Western Carib & Perfect Day Holiday
Starting in Orlando (Port Canaveral), Fl, Nassau, Bahamas, Falmouth, Jamaica, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 30, 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™.
16 Night - An Extended Journey of Caribbean Celebrations & Tropical IdyllsStarting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Basseterre, San Juan
2026 Sails: Dec 28, More...
Deal link -> Special
8 Night - A Journey of Spectacular Festivities & Caribbean WondersStarting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 28, More...
11 Night - Caribbean and AntillesStarting in Miami, Florida, Ocean Cay Msc Marine Reserve, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Miami, Florida, Nassau, Bahamas, Ocean Cay Msc Marine Reserve, Bahamas, Miami, Florida
2026 Sails: Dec 28, More...
5 Night - Bahamas - ShortStarting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Nassau, Bahamas, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 28, 2027: Feb 16, More...
7 Night - Eastern Caribbean HolidayStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Fort Lauderdale, Florida
2026 Sails: Dec 28, More...
7 Night - Eastern Caribbean HolidayStarting in Orlando (Port Canaveral), Fl, Grand Bahama Island, Bahamas, San Juan, Puerto Rico, Puerto Plata, Dominican Republic, Grand Turk, Turks and Caicos, Orlando (Port Canaveral), Fl
2026 Sails: Dec 28, More...
3 Night - Perfect Day Getaway CruiseStarting in Miami, Florida, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Dec 28, More...
10 Night - Eastern Caribbean & Bimini New Year'sStarting in Miami, Philipsburg, Sint Maarten, Basseterre, Saint Kitts and Nevis, Road Town, Tortola, British Virgin Islands, St Johns AG, Antigua and Barbuda, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Dec 28, More...
9 Night - Space Discovery CruisetourStarting in At Hotel, Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, St Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Dec 29, More...
6 Night - Western Carib & Perfect Day HolidayStarting in Orlando (Port Canaveral), Fl, Nassau, Bahamas, Falmouth, Jamaica, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: Dec 30, More...
