Jan 29, 2027 → Feb 12, 2027 • San Juan ↔

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Feb 13, 2027 → Feb 20, 2027 • Port Canaveral ↔

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & Basseterre, Saint Kitts

Mar 26, 2028 → Apr 2, 2028 • Pointe-à-Pitre ↔

MSC Meraviglia • MSC Cruises

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

Mar 21, 2028 → Apr 4, 2028 • Bridgetown ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Antigua, Road Town, Tortola & La Romana

Feb 26, 2027 → Mar 12, 2027 • Fort-de-France ↔

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Philipsburg & Saint John's

Apr 1, 2028 → Apr 10, 2028 • Fort Lauderdale ↔

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

May 8, 2027 → May 15, 2027 • San Juan ↔

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 10, 2026 → Oct 17, 2026 • San Juan ↔

Explora I • Explora Journeys

19-night Eastern Caribbean Arc via Parintins, Cruz Bay, Saint John & Road Bay

Feb 17, 2027 → Mar 8, 2027 • Manaus → Miami

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Dec 19, 2026 → Dec 26, 2026 • Port Canaveral ↔

Island Princess • Princess Cruises

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

Nov 5, 2027 → Nov 15, 2027 • Fort Lauderdale ↔

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Feb 27, 2027 → Mar 6, 2027 • Fort-de-France ↔

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 13, 2027 → Mar 20, 2027 • San Juan ↔

Norwegian Prima • Norwegian Cruise Line

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

Apr 22, 2028 → Apr 29, 2028 • San Juan → New York

Rotterdam • Holland America

21-night Western Caribbean Loop via Philipsburg, Antigua & Cozumel

Jan 12, 2027 → Feb 2, 2027 • Fort Lauderdale ↔

Dec 13, 2026 → Dec 28, 2026 • San Juan ↔