Emerald Princess • Princess Cruises

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

Jan 30, 2028 → Feb 13, 2028 • San Juan ↔

Island Princess • Princess Cruises

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

Nov 29, 2027 → Dec 13, 2027 • Fort Lauderdale ↔

Crown Princess • Princess Cruises

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

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

9-night Eastern Caribbean Arc via Castries, Fort-de-France & Roseau

Feb 24, 2028 → Mar 4, 2028 • Bridgetown → Miami

MSC Seaview • MSC Cruises

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

Mar 28, 2027 → Apr 4, 2027 • Pointe-à-Pitre ↔

Crown Princess • Princess Cruises

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

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

MSC Meraviglia • MSC Cruises

14-night Southern Caribbean Loop via Kingstown, Port-of-Spain & Saint George

Feb 22, 2028 → Mar 7, 2028 • Bridgetown ↔

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Feb 6, 2027 → Feb 16, 2027 • San Juan → Bridgetown

Emerald Princess • Princess Cruises

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

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

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

Oceania Insignia • Oceania Cruises

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

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

Rhapsody of the Seas • Royal Caribbean International

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

Nov 21, 2026 → Nov 28, 2026 • San Juan ↔

MSC Meraviglia • MSC Cruises

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

Apr 4, 2028 → Apr 18, 2028 • Bridgetown ↔

MSC Meraviglia • MSC Cruises

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

Dec 14, 2027 → Dec 28, 2027 • Bridgetown ↔

Emerald Princess • Princess Cruises

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

Dec 24, 2027 → Dec 31, 2027 • Bridgetown ↔

MSC Meraviglia • MSC Cruises

11-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Antigua

Nov 19, 2027 → Nov 30, 2027 • Bridgetown ↔

MSC Meraviglia • MSC Cruises

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

Nov 30, 2027 → Dec 14, 2027 • Bridgetown ↔

Silver Spirit • Silversea Cruises

8-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Roseau

Dec 19, 2026 → Dec 27, 2026 • Bridgetown ↔

Silver Dawn • Silversea Cruises

7-night Eastern Caribbean Loop via Philipsburg & Roseau

Dec 28, 2027 → Jan 4, 2028 • San Juan ↔

MSC World Europa • MSC Cruises

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

Dec 20, 2026 → Dec 27, 2026 • Pointe-à-Pitre ↔