Iona • P&O Cruises

26-night Transatlantic Crossing via Philipsburg, Fort-de-France & Roseau

Mar 6, 2028 → Apr 1, 2028 • Basseterre, Saint Kitts → Southampton

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 14, 2027 • San Juan ↔

Emerald Princess • Princess Cruises

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

Jan 16, 2028 → Jan 30, 2028 • San Juan ↔

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 4, 2027 → Dec 11, 2027 • Fort-de-France ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Terre-de-Haut & Philipsburg

Mar 11, 2028 → Mar 18, 2028 • Bridgetown ↔

Carnival Pride • Carnival Cruise Line

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

Jan 9, 2028 → Jan 23, 2028 • Baltimore ↔

Island Princess • Princess Cruises

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

Nov 15, 2027 → Nov 29, 2027 • Fort Lauderdale ↔

Oceania Insignia • Oceania Cruises

40-night Transatlantic Crossing via Lanzarote, San Juan & Cruz Bay, Saint John

Nov 9, 2026 → Dec 19, 2026 • Lisboa → Miami

Arvia • P&O Cruises

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

Nov 6, 2027 → Nov 20, 2027 • Bridgetown ↔

MSC Seaview • MSC Cruises

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

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Jan 2, 2028 • San Juan ↔

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay

Dec 4, 2027 → Dec 18, 2027 • Miami ↔

Rhapsody of the Seas • Royal Caribbean International

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

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

Scarlet Lady • Virgin Voyages

8-night ABC Islands Loop via Philipsburg, Saint John's & Roseau

Dec 18, 2027 → Dec 26, 2027 • San Juan ↔

MSC World Europa • MSC Cruises

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

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

Carnival Miracle • Carnival Cruise Line

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

Mar 25, 2028 → Apr 8, 2028 • Baltimore ↔

Crown Princess • Princess Cruises

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

Jan 24, 2027 → Feb 7, 2027 • San Juan ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Kingstown, Castries & Fort-de-France

Jan 25, 2028 → Feb 4, 2028 • Bridgetown ↔