Enchanted Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

Arvia • P&O Cruises

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

Nov 5, 2027 → Nov 19, 2027 • Bridgetown ↔

Seven Seas Prestige • Regent Seven Seas Cruises

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

Jan 7, 2028 → Jan 17, 2028 • Miami ↔

Celebrity Ascent • Celebrity Cruises

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

Mar 17, 2028 → Mar 27, 2028 • Fort Lauderdale ↔

Arvia • P&O Cruises

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

Jan 1, 2028 → Jan 15, 2028 • Bridgetown ↔

Arvia • P&O Cruises

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

Jan 28, 2028 → Feb 11, 2028 • Bridgetown ↔

Celebrity Apex • Celebrity Cruises

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

Jan 30, 2027 → Feb 6, 2027 • Port Canaveral ↔

Emerald Sakara • Emerald Cruises

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

Jan 13, 2029 → Jan 20, 2029 • Philipsburg ↔

Emerald Sakara • Emerald Cruises

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

Jan 20, 2029 → Jan 27, 2029 • Philipsburg ↔

Emerald Sakara • Emerald Cruises

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

Feb 10, 2029 → Feb 17, 2029 • Philipsburg ↔

Emerald Sakara • Emerald Cruises

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

Feb 17, 2029 → Feb 24, 2029 • Philipsburg ↔

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Oranjestad, Willemstad & Kingstown

Feb 1, 2027 → Feb 13, 2027 • Miami ↔

Regal Princess • Princess Cruises

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

Jan 30, 2028 → Feb 6, 2028 • Miami ↔

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Feb 7, 2028 → Feb 21, 2028 • Basseterre, Saint Kitts ↔

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Oct 15, 2026 → Oct 29, 2026 • Fort Lauderdale ↔

Rotterdam • Holland America

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

Feb 23, 2027 → Mar 16, 2027 • Fort Lauderdale ↔

MSC Opera • MSC Cruises

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

Apr 3, 2028 → Apr 10, 2028 • La Romana ↔

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Terre-de-Haut & Saint-Barthélemy

Mar 17, 2029 → Mar 24, 2029 • Saint John's → San Juan

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Terre-de-Haut & Saint-Barthélemy

Mar 31, 2029 → Apr 7, 2029 • Saint John's → San Juan

Seven Seas Grandeur • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Puerto Plata, Cayo Levantado & San Juan

Mar 20, 2028 → Apr 1, 2028 • Miami ↔