Carnival Dream • Carnival Cruise Line

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

Jan 16, 2027 → Jan 30, 2027 • Galveston ↔

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Mar 31, 2029 → Apr 14, 2029 • Bridgetown → Philipsburg

Celebrity Beyond • Celebrity Cruises

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

Mar 14, 2027 → Mar 21, 2027 • Fort Lauderdale ↔

Sky Princess • Princess Cruises

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

Dec 19, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Puerto Plata & San Juan

Dec 26, 2027 → Jan 2, 2028 • Fort Lauderdale ↔

Celebrity Beyond • Celebrity Cruises

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

Jan 31, 2027 → Feb 7, 2027 • Fort Lauderdale ↔

Celebrity Apex • Celebrity Cruises

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

Nov 7, 2026 → Nov 14, 2026 • Port Canaveral ↔

MSC Seashore • MSC Cruises

14-night Eastern Caribbean Loop via Ocean Cay, Puerto Plata & Philipsburg

Dec 12, 2027 → Dec 26, 2027 • Miami ↔

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Oranjestad & Willemstad

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

Celebrity Apex • Celebrity Cruises

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

Jan 16, 2027 → Jan 23, 2027 • Port Canaveral ↔

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Oranjestad & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

Norwegian Viva • Norwegian Cruise Line

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

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

Celebrity Constellation • Celebrity Cruises

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

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

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Feb 28, 2027 → Mar 12, 2027 • Fort Lauderdale ↔

MSC Seaview • MSC Cruises

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

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

Arvia • P&O Cruises

22-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 22, 2027 → Nov 13, 2027 • Southampton → Antigua

Celebrity Eclipse • Celebrity Cruises

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

Feb 19, 2028 → Feb 28, 2028 • Fort Lauderdale ↔

MSC Poesia • MSC Cruises

21-night Eastern Caribbean Loop via Ocho Rios, Cartagena & Colón

Nov 1, 2026 → Nov 22, 2026 • Miami ↔

Rotterdam • Holland America

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

Feb 2, 2027 → Feb 13, 2027 • Fort Lauderdale ↔