Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 24, 2027 • San Juan ↔

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔

Oceania Marina • Oceania Cruises

14-night ABC Islands One-Way via Georgetown, Grand Cayman, Montego Bay & Oranjestad

Dec 22, 2026 → Jan 5, 2027 • Miami ↔

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 11, 2027 → Dec 18, 2027 • Fort-de-France ↔

Vasco Da Gama • Nicko Cruises

20-night Southern Caribbean Arc via Mindelo, Belém & Fort-de-France

Nov 12, 2026 → Dec 2, 2026 • Santa Cruz de Tenerife → Bridgetown

MSC Seaview • MSC Cruises

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

Jan 26, 2027 → Feb 9, 2027 • Bridgetown ↔

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Dec 12, 2027 → Dec 19, 2027 • Pointe-à-Pitre ↔

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Feb 2, 2027 → Feb 23, 2027 • Fort Lauderdale ↔

Rotterdam • Holland America

21-night Western Caribbean Arc via Key West, Georgetown, Grand Cayman & Cozumel

Feb 13, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

Vision of the Seas • Royal Caribbean International

10-night Eastern Caribbean Arc via Grand Turk Island, Philipsburg & Roseau

Oct 22, 2026 → Nov 1, 2026 • Baltimore → San Juan

Celebrity Constellation • Celebrity Cruises

11-night Southern Caribbean Loop via Tortola, Saint John's & Castries

Nov 17, 2026 → Nov 28, 2026 • San Juan ↔

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Jan 2, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Saint John's & Roseau

Jan 8, 2027 → Jan 17, 2027 • Fort Lauderdale ↔

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Frederiksted, Saint Croix, Philipsburg & Saint John's

Jan 9, 2027 → Jan 16, 2027 • San Juan ↔

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Fort-de-France

Jan 17, 2027 → Jan 24, 2027 • San Juan ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Pointe-à-Pitre, Road Town, Tortola & La Romana

Feb 12, 2027 → Feb 26, 2027 • Fort-de-France ↔

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Fort-de-France

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Oct 8, 2027 → Oct 15, 2027 • Fort-de-France ↔

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Oct 18, 2027 → Oct 25, 2027 • La Romana ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Oct 28, 2027 → Nov 11, 2027 • Bridgetown ↔