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 ↔

Silver Ray • Silversea Cruises

8-night Eastern Caribbean Arc via Cruz Bay, Saint John & Fort-de-France

Dec 26, 2027 → Jan 3, 2028 • San Juan → Miami

Silver Ray • Silversea Cruises

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

Jan 5, 2027 → Jan 16, 2027 • Miami ↔

Enchanted Princess • Princess Cruises

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

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

Silver Dawn • Silversea Cruises

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

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

Silver Dawn • Silversea Cruises

7-night Eastern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Feb 5, 2028 → Feb 12, 2028 • San Juan ↔

Silver Nova • Silversea Cruises

12-night Eastern Caribbean Arc via San Juan, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 6, 2027 → Jan 18, 2027 • Miami → Bridgetown

Carnival Pride • Carnival Cruise Line

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

Nov 1, 2026 → Nov 15, 2026 • Baltimore ↔

MSC World Europa • MSC Cruises

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

Jan 12, 2027 → Jan 26, 2027 • Bridgetown ↔

Silver Nova • Silversea Cruises

8-night Southern Caribbean Arc via Soufriere, Port Elizabeth, Bequia & Saint George's

Dec 21, 2026 → Dec 29, 2026 • Bridgetown → San Juan

MSC Meraviglia • MSC Cruises

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

Jan 25, 2028 → Feb 8, 2028 • Bridgetown ↔

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Saint-Barthélemy, Basseterre, Saint Kitts & Little Bay

Feb 26, 2027 → Mar 5, 2027 • San Juan ↔

MSC Meraviglia • MSC Cruises

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

Jan 1, 2028 → Jan 8, 2028 • Fort-de-France ↔

MSC World Europa • MSC Cruises

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

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

MSC World Europa • MSC Cruises

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

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

MSC Meraviglia • MSC Cruises

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

Jan 2, 2028 → Jan 9, 2028 • Pointe-à-Pitre ↔

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 17, 2027 • San Juan ↔

MSC Opera • MSC Cruises

14-night Itinerary GPPTP-VGRAD-DOLRM-VGOP9-SXPHI-KNBAS-DOCAI-DOLRM-DOCAI-BBBGI

Nov 20, 2026 → Dec 4, 2026 • Fort-de-France ↔

Silver Shadow • Silversea Cruises

7-night Eastern Caribbean Loop via Saint-Barthélemy, Saint John's & Little Bay

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