Silver Spirit • Silversea Cruises

13-night Southern Caribbean Loop via Saint George's, Port Elizabeth, Bequia & Castries

Dec 28, 2027 → Jan 10, 2028 • Bridgetown ↔

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Jan 15, 2028 → Jan 25, 2028 • San Juan ↔

Oceania Marina • Oceania Cruises

12-night Southern Caribbean Loop via Oranjestad, Willemstad & Kralendijk

Jan 26, 2028 → Feb 7, 2028 • Miami ↔

Dec 8, 2026 → Dec 15, 2026 • Bridgetown ↔

Dec 15, 2026 → Dec 22, 2026 • Bridgetown ↔

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via San Juan, Oranjestad & Willemstad

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

Silver Spirit • Silversea Cruises

10-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Kralendijk

Feb 18, 2027 → Feb 28, 2027 • Bridgetown ↔

Dec 21, 2027 → Jan 5, 2028 • Bridgetown → Santo Domingo

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Saint-Barthélemy & Basseterre, Saint Kitts

Feb 12, 2028 → Feb 22, 2028 • San Juan ↔

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Jan 15, 2028 → Jan 25, 2028 • Bridgetown ↔

Crown Princess • Princess Cruises

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

Mar 14, 2027 → Mar 28, 2027 • San Juan ↔

MSC Meraviglia • MSC Cruises

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

Mar 18, 2028 → Mar 25, 2028 • Fort-de-France ↔

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Nov 7, 2026 → Nov 14, 2026 • San Juan → Bridgetown

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Nov 21, 2026 → Nov 28, 2026 • San Juan → Bridgetown

MSC Seaview • MSC Cruises

14-night Southern Caribbean Loop via Kingstown, Saint George's & Fort-de-France

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

MSC Meraviglia • MSC Cruises

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

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

Emerald Princess • Princess Cruises

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

Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔

MSC Meraviglia • MSC Cruises

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

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

Emerald Princess • Princess Cruises

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

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

Emerald Princess • Princess Cruises

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

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔