Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cruz Bay, Saint John

Nov 27, 2027 → Dec 8, 2027 • Philadelphia ↔

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

Arvia • P&O Cruises

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

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

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 ↔

Zuiderdam • Holland America

10-night Eastern Caribbean Loop via Philipsburg, Antigua & Castries

Apr 7, 2027 → Apr 17, 2027 • Miami ↔

Emerald Princess • Princess Cruises

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

Feb 27, 2028 → Mar 12, 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 ↔

Norwegian Prima • Norwegian Cruise Line

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

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

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

Silver Spirit • Silversea Cruises

10-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Oranjestad

Jan 15, 2027 → Jan 25, 2027 • Bridgetown ↔

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown

Jan 23, 2027 → Feb 6, 2027 • Antigua ↔

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 8, 2028 → Jan 22, 2028 • Antigua ↔

Arvia • P&O Cruises

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

Jan 17, 2028 → Jan 31, 2028 • Basseterre, Saint Kitts ↔

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 22, 2028 → Feb 5, 2028 • Antigua ↔