Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Jost Van Dyke, Saint-Barthélemy & Little Bay

Jan 10, 2027 → Jan 20, 2027 • San Juan → Bridgetown

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

MSC Seashore • MSC Cruises

13-night Eastern Caribbean Loop via Saint John's, Charlotte Amalie, Saint Thomas & Ocean Cay

Dec 5, 2027 → Dec 18, 2027 • Miami ↔

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Philipsburg & Celebration Key

Oct 30, 2027 → Nov 7, 2027 • Port Canaveral ↔

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Nov 13, 2027 → Nov 21, 2027 • Port Canaveral ↔

Carnival Sunshine • Carnival Cruise Line

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

Apr 3, 2027 → Apr 11, 2027 • Norfolk ↔

Carnival Sunshine • Carnival Cruise Line

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

Apr 17, 2027 → Apr 25, 2027 • Norfolk ↔

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Nov 27, 2027 → Dec 5, 2027 • Philipsburg ↔

Norwegian Pearl • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Castries

Jan 3, 2028 → Jan 15, 2028 • Philadelphia ↔

Carnival Vista • Carnival Cruise Line

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

Dec 18, 2026 → Dec 26, 2026 • Port Canaveral ↔

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 ↔

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre, Soufriere & Road Bay

Dec 6, 2026 → Dec 14, 2026 • Philipsburg ↔

MSC Meraviglia • MSC Cruises

11-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Antigua

Nov 19, 2027 → Nov 30, 2027 • Bridgetown ↔

Silver Ray • Silversea Cruises

8-night Eastern Caribbean Arc via Cruz Bay, Saint John & Fort-de-France

Dec 26, 2027 → Jan 3, 2028 • San Juan → Miami

Silver Nova • Silversea Cruises

8-night Eastern Caribbean Arc via Charlestown & Roseau

Dec 29, 2026 → Jan 6, 2027 • San Juan → Miami

Silver Ray • Silversea Cruises

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

Jan 5, 2027 → Jan 16, 2027 • Miami ↔

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Roseau & Bridgetown

Dec 24, 2027 → Jan 4, 2028 • Fort Lauderdale ↔

Silver Nova • Silversea Cruises

12-night Eastern Caribbean Arc via San Juan, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 6, 2027 → Jan 18, 2027 • Miami → Bridgetown

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via Key West & Saint Thomas

Dec 29, 2027 → Jan 9, 2028 • Miami ↔