Philadelphia Cruise Guide > Cruises > Caribbean
Many Caribbean cruises are available out of the Philadelphia area. It is the classic famous cruise destination. See the full list of departures below.
Caribbean islands on cruise itineraries include St Thomas, Dominican Republic, Grand Turk, Puerto Rico, St Maarten, Antigua, Tortola, Barbados, Aruba and more. Many of the cruises are in the winter, but departures are offered year-round.
12-day cruise to the Caribbean on Carnival Cruise Line. Round-trip cruise from New York to St Thomas (US Virgin Islands), St Croix, St Maarten, St Kitts and Tortola (British Virgin Islands).
• 2025 departure: October 6.
12-day cruise to the Caribbean on Carnival Cruise Line. Round-trip cruise from New York to St Thomas (US Virgin Islands), Dominica, Barbados, St Lucia and St Maarten.
• 2025 departure: October 18.
12-day cruise to the Caribbean on Carnival Cruise Line. One-way cruise from New York to Port Canaveral (Florida). Visit St Thomas (US Virgin Islands), St Croix (US Virgin Islands), Aruba, Curacao and Celebration Key (Bahamas).
• 2025 departure: November 8.
14-day cruise to the Caribbean on Carnival Cruise Line. Round-trip cruise from Baltimore to St Thomas, St Maarten, St Kitts, Aruba, Curacao and Grand Turk.
• 2025 departure: November 2.
10-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip cruise from New York to Royal Naval Dockyard (Bermuda), St Maarten, St Thomas (US Virgin Islands), San Juan (Puerto Rico) and Puerto Plata (Dominican Republic).
• 2024 departures: January 2, January 17, January 27, March 7.
10-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip cruise from New York to Royal Naval Dockyard (Bermuda), St Maarten, Tortola (British Virgin Islands), San Juan (Puerto Rico) and Puerto Plata (Dominican Republic).
• 2024 departures: February 16, February 26, April 19.
12-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip cruise from New York to Puerto Plata (Dominican Republic), Puerto Rico, St Thomas, St Lucia, St Kitts, Tortola and Bermuda.
• 2024 departure: December 21.
10-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip from New York to Royal Naval Dockyard (Bermuda), St Maarten, Tortola (British Virgin Islands), San Juan (Puerto Rico) and Puerto Plata (Dominican Republic).
• 2025 departure: August 20.
11-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip from New York to St Kitts, St Lucia, St Maarten, St Thomas and Puerto Plata (Dominican Republic).
• 2025 departure: September 8.
11-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip from New York to St Kitts, Barbados, Antigua and St Thomas.
• 2025 departure: December 12.
12-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip from New York to St Kitts, St Lucia, Antigua, St Maarten, St Thomas and Puerto Plata (Dominican Republic).
• 2025 departure: September 29.
12-day cruise to the Caribbean on Norwegian Cruise Line. Round-trip from New York to St Kitts, Barbados, St Lucia, Antigua and St Thomas.
• 2025 departures: November 30, December 23.
9-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Cape Liberty (New Jersey) to Labadee (Haiti), San Juan (Puerto Rico) and Philipsburg (St Maarten).
• 2025 departure: April 30.
11-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Cape Liberty (New Jersey) to St Maarten, Antigua, St Kitts and St Thomas.
• 2025 departure: January 5.
11-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Cape Liberty (New Jersey) to St Maarten, St Lucia, Barbados and St Kitts.
• 2025 departure: January 16.
11-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Cape Liberty (New Jersey) to St Maarten, Antigua, St Kitts and Puerto Rico.
• 2025 departure: November 5.
12-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Baltimore to St Croix, St Maarten, St Lucia, Dominica and St Kitts.
• 2025 departures: February 1, March 1, March 29, April 26, November 1.
12-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Baltimore to St Croix, St Kitts, Martinique, Dominica and St Maarten.
• 2025 departure: November 29.
12-day cruises to the Caribbean on Royal Caribbean. Round-trip cruise from Baltimore to St Croix, St Kitts, Antigua, Dominica and St Maarten.
• 2025 departure: December 27.