Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Jan 12, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Saint Thomas, Bridgetown & Castries

Nov 24, 2028 → Dec 15, 2028 • New York → Southampton

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Dec 19, 2026 → Dec 26, 2026 • Fort-de-France ↔

Crown Princess • Princess Cruises

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

Feb 5, 2027 → Feb 12, 2027 • Bridgetown ↔

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Britannia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Curaçao & Ocho Rios

Nov 27, 2026 → Dec 11, 2026 • Bridgetown ↔

Crown Princess • Princess Cruises

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

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

Seven Seas Prestige • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 5, 2027 → Mar 17, 2027 • Miami ↔

Vision of the Seas • Royal Caribbean International

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Roseau & Antigua

Dec 19, 2026 → Dec 29, 2026 • Miami ↔

MSC Seaview • MSC Cruises

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

Mar 14, 2027 → Mar 21, 2027 • Pointe-à-Pitre ↔

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Arc via Spanish Town & Little Bay

Feb 9, 2028 → Feb 16, 2028 • La Romana → Fort-de-France

Arvia • P&O Cruises

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

Dec 18, 2027 → Jan 1, 2028 • Bridgetown ↔

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

Britannia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Curaçao & Ocho Rios

Nov 28, 2026 → Dec 12, 2026 • Bridgetown ↔

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

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

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Feb 2, 2027 → Feb 13, 2027 • Fort Lauderdale ↔

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Feb 23, 2027 → Mar 6, 2027 • Fort Lauderdale ↔