Star Pride • Windstar Cruises

11-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Rodney Bay

Oct 28, 2026 → Nov 8, 2026 • San Juan ↔

Star Pride • Windstar Cruises

7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Basseterre, Saint Kitts & Saint-Barthélemy

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

Star Pride • Windstar Cruises

7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Basseterre, Saint Kitts

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

Star Pride • Windstar Cruises

7-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Basseterre, Saint Kitts

Dec 13, 2026 → Dec 20, 2026 • 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 ↔

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 ↔

MSC Opera • MSC Cruises

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

Nov 15, 2027 → Nov 29, 2027 • La Romana ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Nov 22, 2027 → Dec 6, 2027 • La Romana ↔

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 4, 2028 → Mar 11, 2028 • Philipsburg ↔

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 25, 2028 → Apr 1, 2028 • Philipsburg ↔