Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Jan 24, 2027 → Feb 7, 2027 • San Juan ↔

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Soufriere, Antigua & Charlestown

Apr 8, 2028 → Apr 15, 2028 • Bridgetown → Philipsburg

MSC Meraviglia • MSC Cruises

14-night Southern Caribbean Loop via Kingstown, Port-of-Spain & Saint George

Feb 22, 2028 → Mar 7, 2028 • Bridgetown ↔

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Feb 7, 2027 → Feb 14, 2027 • Pointe-à-Pitre ↔

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 Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Oct 14, 2027 → Oct 28, 2027 • Bridgetown ↔

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Feb 11, 2028 → Feb 18, 2028 • Bridgetown ↔

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Saint Thomas, Pointe-à-Pitre & Roseau

Jan 31, 2027 → Feb 7, 2027 • San Juan ↔

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Mar 6, 2027 → Mar 13, 2027 • San Juan ↔

Norwegian Pearl • Norwegian Cruise Line

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

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

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown

Jan 9, 2028 → Jan 16, 2028 • Pointe-à-Pitre ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 6, 2027 → Sep 20, 2027 • La Romana ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 20, 2027 → Oct 4, 2027 • La Romana ↔

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Emerald Azzurra • Emerald Cruises

18-night Southern Caribbean Arc: Port Elizabeth, Bequia, Kralendijk & Panama Canal

Jan 13, 2028 → Jan 31, 2028 • Bridgetown → Puerto Caldera

Regal Princess • Princess Cruises

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

Nov 6, 2027 → Nov 20, 2027 • New York → Miami

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Kingstown & Bridgetown

Dec 25, 2027 → Jan 1, 2028 • Fort-de-France ↔

MSC Meraviglia • MSC Cruises

7-night Southern Caribbean Loop via Kingstown, Bridgetown & Port-of-Spain

Dec 26, 2027 → Jan 2, 2028 • Pointe-à-Pitre ↔

MSC Meraviglia • MSC Cruises

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

Apr 4, 2028 → Apr 18, 2028 • Bridgetown ↔