Silver Shadow • Silversea Cruises

10-night Southern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Castries

Feb 16, 2027 → Feb 26, 2027 • Bridgetown → San Juan

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 7, 2026 → Nov 14, 2026 • Port Canaveral ↔

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Philipsburg & Roseau

Jan 31, 2028 → Feb 14, 2028 • Basseterre, Saint Kitts ↔

Nov 29, 2026 → Dec 6, 2026 • San Juan → Miami

Explora I • Explora Journeys

19-night Eastern Caribbean Arc via Parintins, Cruz Bay, Saint John & Road Bay

Feb 17, 2027 → Mar 8, 2027 • Manaus → Miami

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Jan 1, 2028 → Jan 8, 2028 • San Juan ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Iona • P&O Cruises

21-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau

Oct 30, 2027 → Nov 20, 2027 • Southampton → Antigua

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Nov 8, 2027 → Nov 20, 2027 • New York ↔

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 4, 2028 → Mar 11, 2028 • Philipsburg ↔

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 25, 2028 → Apr 1, 2028 • Philipsburg ↔

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Jan 2, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

Emerald Princess • Princess Cruises

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

Feb 27, 2028 → Mar 12, 2028 • San Juan ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Bridgetown

Jan 22, 2028 → Jan 29, 2028 • San Juan ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Emerald Princess • Princess Cruises

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

Mar 5, 2028 → Mar 19, 2028 • San Juan ↔

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Mar 6, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Castries & Bridgetown

Nov 13, 2027 → Nov 20, 2027 • San Juan ↔

Emerald Princess • Princess Cruises

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

Mar 12, 2028 → Mar 26, 2028 • San Juan ↔