Britannia • P&O Cruises

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

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

Celebrity Constellation • Celebrity Cruises

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Valiant Lady • Virgin Voyages

8-night Southern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Mar 19, 2027 → Mar 27, 2027 • San Juan ↔

Rhapsody of the Seas • Royal Caribbean International

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

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

Arvia • P&O Cruises

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

Dec 17, 2027 → Dec 31, 2027 • Bridgetown ↔

Dec 16, 2028 → Dec 28, 2028 • Miami ↔

Iona • P&O Cruises

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

Feb 26, 2028 → Mar 11, 2028 • Antigua ↔

Arvia • P&O Cruises

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

Nov 13, 2027 → Nov 27, 2027 • Antigua ↔

Dec 16, 2028 → Jan 7, 2029 • Miami ↔

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Road Town, Tortola, Castries & Bridgetown

Feb 20, 2027 → Feb 27, 2027 • San Juan ↔

Arvia • P&O Cruises

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

Dec 25, 2027 → Jan 8, 2028 • Antigua ↔

Oceania Sonata • Oceania Cruises

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 11, 2029 → Jan 23, 2029 • Miami ↔

Arvia • P&O Cruises

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

Nov 8, 2027 → Nov 22, 2027 • Basseterre, Saint Kitts ↔

Mar 2, 2029 → Mar 13, 2029 • Miami ↔

Mar 20, 2029 → Mar 31, 2029 • Miami ↔

Oceania Sonata • Oceania Cruises

14-night Southern Caribbean Arc: Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau

Feb 22, 2029 → Mar 8, 2029 • Miami ↔

Arvia • P&O Cruises

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

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

Queen Mary 2 • Cunard Line

13-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 3, 2028 • New York ↔

Iona • P&O Cruises

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

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