Rotterdam • Holland America

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

Feb 23, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Oct 11, 2026 → Oct 18, 2026 • Miami ↔

Rotterdam • Holland America

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

Jan 12, 2027 → Feb 2, 2027 • Fort Lauderdale ↔

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Feb 15, 2027 → Feb 26, 2027 • Fort Lauderdale ↔

Sun Princess • Princess Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Princess Cays

Dec 18, 2027 → Dec 28, 2027 • Fort Lauderdale ↔

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Star Princess • Princess Cruises

14-night Eastern Caribbean Loop via Princess Cays, Tortola & Philipsburg

Dec 22, 2027 → Jan 5, 2028 • Port Canaveral ↔

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Nassau, San Juan & Tortola

Dec 27, 2027 → Jan 6, 2028 • Miami ↔

Carnival Dream • Carnival Cruise Line

14-night Eastern Caribbean Loop via Key West, Grand Turk Island & San Juan

Oct 17, 2026 → Oct 31, 2026 • Galveston ↔

Seven Seas Prestige • Regent Seven Seas Cruises

9-night Eastern Caribbean Loop via Saint-Barthélemy & Basseterre, Saint Kitts

Jan 27, 2028 → Feb 5, 2028 • Miami ↔

Jan 5, 2027 → Jan 21, 2027 • Miami ↔

Sky Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel

Jan 9, 2028 → Jan 23, 2028 • Fort Lauderdale ↔

Iona • P&O Cruises

16-night Southern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 15, 2027 • Southampton → Basseterre, Saint Kitts

Jan 29, 2027 → Feb 12, 2027 • San Juan ↔

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

Celebrity Constellation • Celebrity Cruises

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

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Feb 13, 2027 → Feb 20, 2027 • Port Canaveral ↔

MSC Meraviglia • MSC Cruises

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

Mar 26, 2028 → Apr 2, 2028 • Pointe-à-Pitre ↔

MSC Meraviglia • MSC Cruises

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

Mar 21, 2028 → Apr 4, 2028 • Bridgetown ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Antigua, Road Town, Tortola & La Romana

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