Silver Ray • Silversea Cruises

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

Feb 7, 2027 → Feb 19, 2027 • Miami → Bridgetown

Celebrity Constellation • Celebrity Cruises

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

Feb 20, 2027 → Feb 27, 2027 • San Juan ↔

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 2, 2027 → Jan 9, 2027 • Fort-de-France ↔

MSC Seaview • MSC Cruises

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

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

MSC Seaview • MSC Cruises

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

Mar 28, 2027 → Apr 4, 2027 • Pointe-à-Pitre ↔

Celebrity Ascent • Celebrity Cruises

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

Mar 17, 2028 → Mar 27, 2028 • Fort Lauderdale ↔

Rhapsody of the Seas • Royal Caribbean International

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

Sep 26, 2026 → Oct 3, 2026 • San Juan ↔

MSC Seaview • MSC Cruises

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

Jan 17, 2027 → Jan 24, 2027 • Pointe-à-Pitre ↔

Oceania Allura • Oceania Cruises

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Philipsburg

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

MSC World Europa • MSC Cruises

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

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

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop via Catalina Island, Spanish Town & Philipsburg

Feb 7, 2028 → Feb 14, 2028 • La Romana ↔

Silver Nova • Silversea Cruises

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

Feb 11, 2028 → Feb 22, 2028 • Miami ↔

Silver Nova • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Feb 22, 2028 → Mar 4, 2028 • Miami ↔

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Jan 4, 2027 → Jan 15, 2027 • Fort Lauderdale ↔

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

Oceania Vista • Oceania Cruises

25-night Montreal → Saguenay → Sept-Iles → Corner Brook + 12 more

Oct 17, 2026 → Nov 11, 2026 • Montreal → Miami

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Philipsburg, Saint John's & Little Bay

Jan 4, 2027 → Jan 20, 2027 • San Juan → Miami

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

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 ↔