Sky Princess • Princess Cruises

9-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & Princess Cays

Nov 20, 2026 → Nov 29, 2026 • Port Canaveral ↔

Sun Princess • Princess Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Mar 14, 2027 → Mar 28, 2027 • Fort Lauderdale ↔

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay

Jan 16, 2027 → Jan 27, 2027 • Miami ↔

Sun Princess • Princess Cruises

7-night Eastern Caribbean Arc via San Juan & Princess Cays

Dec 20, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

Silver Ray • Silversea Cruises

14-night Eastern Caribbean Loop via Grand Turk Island, Basseterre, Saint Kitts & Oranjestad

Dec 22, 2026 → Jan 5, 2027 • Miami ↔

Sun Princess • Princess Cruises

14-night Western Caribbean Loop via Cozumel, Belize City & Roatán

Dec 27, 2026 → Jan 10, 2027 • Fort Lauderdale ↔

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Jost Van Dyke & Little Bay

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

Sun Princess • Princess Cruises

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

Dec 28, 2027 → Jan 8, 2028 • Fort Lauderdale ↔

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay

Jan 27, 2027 → Feb 7, 2027 • Miami ↔

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Little Bay, Saint John's & Saint-Barthélemy

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

Sun Princess • Princess Cruises

7-night Eastern Caribbean Arc via Grand Turk Island & San Juan

Feb 14, 2027 → Feb 21, 2027 • Fort Lauderdale ↔

Crown Princess • Princess Cruises

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

Feb 12, 2027 → Feb 19, 2027 • Bridgetown ↔

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via San Juan, Basseterre, Saint Kitts & Saint-Barthélemy

Feb 7, 2027 → Feb 19, 2027 • Miami → Bridgetown

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Jan 9, 2028 → Jan 20, 2028 • Miami ↔

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Basseterre, Saint Kitts

Jan 20, 2028 → Jan 31, 2028 • Miami ↔

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Jan 31, 2028 → Feb 11, 2028 • Miami ↔

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 15, 2028 → Jan 25, 2028 • San Juan ↔

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Jan 8, 2028 → Jan 15, 2028 • Miami ↔

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Jan 26, 2027 → Feb 5, 2027 • Fort Lauderdale ↔

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint-Barthélemy

Dec 11, 2026 → Dec 22, 2026 • Miami ↔