MSC Seashore • MSC Cruises

8-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts

Mar 11, 2028 → Mar 19, 2028 • Miami ↔

Enchanted Princess • Princess Cruises

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

Jan 26, 2027 → Feb 5, 2027 • Fort Lauderdale ↔

Mar 7, 2028 → Mar 17, 2028 • Bridgetown → Philipsburg

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint-Barthélemy

Dec 11, 2026 → Dec 22, 2026 • Miami ↔

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Little Bay

Jan 20, 2027 → Jan 30, 2027 • Bridgetown → San Juan

MSC World America • MSC Cruises

13-night Eastern Caribbean Loop via Puerto Plata, Ocean Cay & Cozumel

Dec 11, 2027 → Dec 24, 2027 • Miami ↔

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Basseterre, Saint Kitts

Feb 11, 2028 → Feb 22, 2028 • Miami ↔

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Feb 12, 2028 → Feb 22, 2028 • San Juan ↔

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Feb 22, 2028 → Mar 4, 2028 • Miami ↔

Zuiderdam • Holland America

11-night Eastern Caribbean Loop via Half Moon Cay, Grand Turk Island & Puerto Plata

Mar 13, 2027 → Mar 24, 2027 • Miami ↔

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Philipsburg & Basseterre, Saint Kitts

Nov 21, 2026 → Nov 29, 2026 • Miami ↔

Azamara Journey • Azamara Cruises

10-night Eastern Caribbean Arc via Saint Thomas, Spanish Town & Antigua

Dec 18, 2026 → Dec 28, 2026 • San Juan → Bridgetown

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Nov 8, 2027 → Nov 20, 2027 • New York ↔

Carnival Sunshine • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & Grand Turk Island

Feb 20, 2027 → Feb 28, 2027 • Norfolk ↔

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 5, 2026 → Nov 15, 2026 • San Juan ↔

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 15, 2026 → Nov 25, 2026 • San Juan ↔

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 25, 2026 → Dec 5, 2026 • San Juan ↔

Crystal Symphony • Crystal Cruises

9-night Eastern Caribbean Arc via Kings Wharf & Santo Domingo

Oct 26, 2026 → Nov 4, 2026 • New York → San Juan

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Dec 5, 2026 → Dec 15, 2026 • San Juan ↔

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

May 29, 2027 → Jun 6, 2027 • Port Canaveral ↔