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 ↔

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Salinas & Jost Van Dyke

Mar 10, 2029 → Mar 17, 2029 • San Juan ↔

Sun Princess • Princess Cruises

14-night Western Caribbean Arc via Princess Cays, Cozumel & Roatán

Nov 29, 2026 → Dec 13, 2026 • Fort Lauderdale ↔

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Regal Princess • Princess Cruises

14-night Itinerary SXPHI-PRSJU-DOPOP-TCGDT-USFLL-P221398-TCGDT-BSNAS

Feb 20, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

Regal Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Aug 29, 2026 → Sep 5, 2026 • Fort Lauderdale ↔

Sun Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & Puerto Plata

Feb 19, 2028 → Feb 26, 2028 • Fort Lauderdale ↔

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Aug 22, 2026 → Aug 29, 2026 • Miami ↔

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & South Friars Bay

Dec 27, 2027 → Jan 3, 2028 • San Juan ↔

Sun Princess • Princess Cruises

14-night Eastern Caribbean Arc via Princess Cays, San Juan & Cozumel

Nov 22, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

Crown Princess • Princess Cruises

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

Mar 14, 2027 → Mar 28, 2027 • San Juan ↔

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Jan 29, 2028 → Feb 5, 2028 • Port Canaveral ↔

Azamara Journey • Azamara Cruises

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

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

Carnival Venezia • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Feb 7, 2027 → Feb 14, 2027 • Port Canaveral ↔

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 ↔

Sun Princess • Princess Cruises

7-night Eastern Caribbean Arc via Grand Turk Island & San Juan

Jan 3, 2027 → Jan 10, 2027 • Fort Lauderdale ↔