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

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Mar 20, 2027 → Mar 27, 2027 • Port Canaveral ↔

MSC Opera • MSC Cruises

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

Feb 7, 2028 → Feb 14, 2028 • La Romana ↔

Oceania Marina • Oceania Cruises

14-night Southern Caribbean Loop via Georgetown, Grand Cayman, Montego Bay & Oranjestad

Dec 22, 2026 → Jan 5, 2027 • Miami ↔

Sky Princess • Princess Cruises

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

Nov 28, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Enchanted Princess • Princess Cruises

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

Feb 25, 2027 → Mar 7, 2027 • Fort Lauderdale ↔

Regal Princess • Princess Cruises

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

Nov 6, 2027 → Nov 20, 2027 • New York → Miami

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 ↔

MSC Opera • MSC Cruises

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

Dec 18, 2026 → Jan 1, 2027 • Fort-de-France ↔

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 Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Antigua & Road Town, Tortola

Dec 31, 2026 → Jan 14, 2027 • Bridgetown ↔

MSC Seashore • MSC Cruises

15-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Dec 18, 2027 → Jan 2, 2028 • Miami ↔

MSC Meraviglia • MSC Cruises

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

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

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Silver Spirit • Silversea Cruises

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

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

MSC Opera • MSC Cruises

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

Dec 17, 2026 → Dec 31, 2026 • Bridgetown ↔

Silver Spirit • Silversea Cruises

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

Dec 27, 2026 → Jan 4, 2027 • Bridgetown ↔