Nov 22, 2026 → Nov 29, 2026 • Miami → San Juan

Regal Princess • Princess Cruises

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Feb 20, 2027 → Feb 28, 2027 • Fort Lauderdale ↔

Emerald Princess • Princess Cruises

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

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

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Soufriere, Antigua & Charlestown

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

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 ↔

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Apr 17, 2027 → Apr 25, 2027 • Miami ↔

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jul 24, 2027 → Jul 31, 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 ↔

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Curaçao & Bridgetown

Feb 5, 2028 → Feb 19, 2028 • Antigua ↔

Arvia • P&O Cruises

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

Feb 19, 2028 → Mar 4, 2028 • Antigua ↔

Arvia • P&O Cruises

22-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 23, 2026 → Nov 14, 2026 • Southampton → Antigua

Arvia • P&O Cruises

22-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 22, 2027 → Nov 13, 2027 • Southampton → Antigua

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Saint John's

Jan 7, 2028 → Jan 17, 2028 • Miami ↔

Carnival Vista • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Mar 20, 2027 → Mar 28, 2027 • Port Canaveral ↔

Carnival Dream • Carnival Cruise Line

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

Jan 16, 2027 → Jan 30, 2027 • Galveston ↔

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 ↔

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Nov 15, 2026 → Nov 22, 2026 • Port Canaveral ↔