Oceania Marina • Oceania Cruises

14-night Southern Caribbean Loop via Georgetown, Grand Cayman, Montego Bay & Oranjestad

Dec 22, 2026 → Jan 5, 2027 • Miami ↔

MS Aurelia • Phoenix Reisen

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

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

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Feb 25, 2027 → Mar 7, 2027 • Fort Lauderdale ↔

Regal Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 13, 2028 • Miami ↔

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre, Soufriere & Road Bay

Dec 6, 2026 → Dec 14, 2026 • Philipsburg ↔

MSC Meraviglia • MSC Cruises

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

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

MSC Meraviglia • MSC Cruises

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

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

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Pointe-à-Pitre, Road Town, Tortola & La Romana

Dec 18, 2026 → Jan 1, 2027 • Fort-de-France ↔

MSC Meraviglia • MSC Cruises

11-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Antigua

Nov 19, 2027 → Nov 30, 2027 • Bridgetown ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Antigua & Road Town, Tortola

Dec 31, 2026 → Jan 14, 2027 • Bridgetown ↔

MSC Seashore • MSC Cruises

15-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Dec 18, 2027 → Jan 2, 2028 • Miami ↔

MSC Meraviglia • MSC Cruises

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

Nov 30, 2027 → Dec 14, 2027 • Bridgetown ↔

MSC Opera • MSC Cruises

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

Dec 17, 2026 → Dec 31, 2026 • Bridgetown ↔

Silver Dawn • Silversea Cruises

7-night Eastern Caribbean Loop via Philipsburg & Roseau

Dec 28, 2027 → Jan 4, 2028 • San Juan ↔

MSC World Europa • MSC Cruises

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

Dec 20, 2026 → Dec 27, 2026 • Pointe-à-Pitre ↔

Sun Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Jan 22, 2028 → Jan 29, 2028 • Fort Lauderdale ↔

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Willemstad & Cruz Bay, Saint John

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

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Roseau & Bridgetown

Dec 24, 2027 → Jan 4, 2028 • Fort Lauderdale ↔

Sun Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Feb 12, 2028 → Feb 19, 2028 • Fort Lauderdale ↔

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cozumel

Sep 12, 2026 → Sep 26, 2026 • Fort Lauderdale ↔