Emerald Princess • Princess Cruises

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

Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔

Celebrity Constellation • Celebrity Cruises

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

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Jan 17, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

MSC Seaview • MSC Cruises

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

Mar 20, 2027 → Mar 27, 2027 • Fort-de-France ↔

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 8, 2027 • San Juan → Bridgetown

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 10, 2027 • San Juan ↔

MSC Opera • MSC Cruises

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

Sep 16, 2027 → Sep 30, 2027 • Bridgetown ↔

Explora I • Explora Journeys

12-night Southern Caribbean Arc via Parintins, Port Elizabeth, Bequia & Bridgetown

Feb 17, 2027 → Mar 1, 2027 • Manaus → San Juan

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

MSC Seaview • MSC Cruises

7-night Transatlantic Crossing via Castries, Bridgetown & Saint George

Mar 21, 2027 → Mar 28, 2027 • Pointe-à-Pitre ↔

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Oranjestad & Bridgetown

Nov 21, 2027 → Nov 28, 2027 • San Juan ↔

Le Champlain • Ponant Cruises

7-night Southern Caribbean Loop via Portsmouth, Terre-de-Haut & Port Elizabeth

Feb 23, 2028 → Mar 1, 2028 • Vieux Fort ↔

MSC Seaview • MSC Cruises

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

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

Celebrity Constellation • Celebrity Cruises

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

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

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Apr 23, 2027 → Apr 30, 2027 • Fort-de-France ↔

MSC Seaview • MSC Cruises

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

Mar 6, 2027 → Mar 13, 2027 • Fort-de-France ↔

MSC Opera • MSC Cruises

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

Apr 15, 2027 → Apr 29, 2027 • Bridgetown ↔

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Castries

Dec 29, 2026 → Jan 12, 2027 • Bridgetown ↔

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Saint Thomas, Bridgetown & Castries

Nov 24, 2028 → Dec 15, 2028 • New York → Southampton