Oceania Vista • Oceania Cruises

14-night New York → Charlotte Amalie, Saint Thomas → Tortola → Saint John's + 6 more

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

Zuiderdam • Holland America

20-night Eastern Caribbean Loop via Half Moon Cay, Cabo Rojo & Bonaire

Mar 28, 2027 → Apr 17, 2027 • Miami ↔

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Apr 8, 2028 → Apr 22, 2028 • Bridgetown → Philipsburg

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Nov 21, 2026 → Dec 5, 2026 • Bridgetown ↔

Nieuw Statendam • Holland America

14-night Western Caribbean Loop via Half Moon Cay, Ocho Rios & Cozumel

Jan 10, 2027 → Jan 24, 2027 • Fort Lauderdale ↔

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Fort-de-France, Castries & Bridgetown

Dec 11, 2027 → Dec 25, 2027 • Antigua ↔

Majestic Princess • Princess Cruises

18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries

Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 7, 2028 → Jan 21, 2028 • Bridgetown ↔

Oceania Sirena • Oceania Cruises

14-night Southern Caribbean Loop via Oranjestad, Willemstad & Kralendijk

Dec 22, 2027 → Jan 5, 2028 • Miami ↔

Regal Princess • Princess Cruises

14-night Western Caribbean Arc via Roatán, Cozumel & Princess Cays

Jul 25, 2026 → Aug 8, 2026 • Fort Lauderdale ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

14-night Southern Caribbean Loop via Ocho Rios, Oranjestad & Willemstad

Dec 8, 2027 → Dec 22, 2027 • Miami ↔

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 14, 2027 • San Juan ↔

MSC Poesia • MSC Cruises

20-night ABC Islands Loop via Willemstad, Oranjestad & Cabo Rojo

Dec 3, 2026 → Dec 23, 2026 • Miami ↔

MS Europa • Hapag-Lloyd Cruises

15-night Western Caribbean Loop via Costa Maya, Cozumel & Galveston

Nov 18, 2028 → Dec 3, 2028 • Miami ↔

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Mar 7, 2027 → Mar 21, 2027 • San Juan ↔

MS Europa • Hapag-Lloyd Cruises

14-night Southern Caribbean Arc via Cockburn Town, Saint-Barthélemy & Cruz Bay, Saint John

Dec 3, 2028 → Dec 17, 2028 • Miami → Colón (Panama Canal)

Zuiderdam • Holland America

14-night Eastern Caribbean Loop via Puerto Plata, Grand Turk Island & Half Moon Cay

Dec 19, 2026 → Jan 2, 2027 • Miami ↔