Emerald Princess • Princess Cruises

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

Jan 9, 2028 → Jan 23, 2028 • San Juan ↔

MSC Seaview • MSC Cruises

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

Jan 2, 2027 → Jan 9, 2027 • Fort-de-France ↔

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

Island Princess • Princess Cruises

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

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

MSC Seaview • MSC Cruises

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

Jan 12, 2027 → Jan 26, 2027 • Bridgetown ↔

Rhapsody of the Seas • Royal Caribbean International

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

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 & Basseterre, Saint Kitts

Jan 23, 2028 → Feb 6, 2028 • San Juan ↔

Coral Princess • Princess Cruises

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

Dec 20, 2027 → Jan 3, 2028 • Fort Lauderdale ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Arc via Tortola, Saint-Barthélemy & Philipsburg

Jan 5, 2028 → Jan 15, 2028 • Miami → Bridgetown

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Castries, Fort-de-France & Bridgetown

Feb 19, 2028 → Mar 4, 2028 • Antigua ↔

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

Rotterdam • Holland America

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

Nov 10, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

Arvia • P&O Cruises

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

Feb 11, 2028 → Feb 25, 2028 • Bridgetown ↔

Arvia • P&O Cruises

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

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

MSC Seaview • MSC Cruises

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

Jan 17, 2027 → Jan 24, 2027 • Pointe-à-Pitre ↔

MSC World Europa • MSC Cruises

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

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

Silver Dawn • Silversea Cruises

11-night Southern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Roseau

Jan 25, 2028 → Feb 5, 2028 • San Juan ↔

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Arc via Saint-Barthélemy, Roseau & Fort-de-France

Feb 22, 2028 → Mar 3, 2028 • San Juan → Miami

Emerald Princess • Princess Cruises

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

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