Carnival Dream • Carnival Cruise Line

14-night Eastern Caribbean Loop via Key West, Grand Turk Island & San Juan

Oct 17, 2026 → Oct 31, 2026 • Galveston ↔

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

May 1, 2027 → May 8, 2027 • San Juan ↔

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

May 29, 2027 → Jun 5, 2027 • Miami ↔

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Feb 25, 2028 → Mar 3, 2028 • Bridgetown ↔

Disney Destiny • Disney Cruise Line

7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan

Dec 12, 2026 → Dec 19, 2026 • Fort Lauderdale ↔

Regal Princess • Princess Cruises

15-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV-USMIA-P221398-VISTT-SXPHI

Nov 27, 2027 → Dec 12, 2027 • Miami ↔

Seven Seas Prestige • Regent Seven Seas Cruises

9-night Eastern Caribbean Loop via Saint-Barthélemy & Basseterre, Saint Kitts

Jan 27, 2028 → Feb 5, 2028 • Miami ↔

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Apr 1, 2028 → Apr 8, 2028 • Port Canaveral ↔

Jan 5, 2027 → Jan 21, 2027 • Miami ↔

Iona • P&O Cruises

16-night Southern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 15, 2027 • Southampton → Basseterre, Saint Kitts

Jan 29, 2027 → Feb 12, 2027 • San Juan ↔

Oceania Insignia • Oceania Cruises

25-night Transatlantic Crossing via Tortola, Cruz Bay, Saint John & Castries

Nov 24, 2026 → Dec 19, 2026 • Miami ↔

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

MSC Opera • MSC Cruises

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

May 31, 2027 → Jun 7, 2027 • La Romana ↔

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 8, 2026 → Aug 15, 2026 • Miami ↔

Allure of the Seas • Royal Caribbean International

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

Nov 22, 2026 → Nov 29, 2026 • Miami ↔

MSC Meraviglia • MSC Cruises

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

Mar 26, 2028 → Apr 2, 2028 • Pointe-à-Pitre ↔

MSC Meraviglia • MSC Cruises

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

Mar 21, 2028 → Apr 4, 2028 • Bridgetown ↔

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Antigua, Road Town, Tortola & La Romana

Feb 26, 2027 → Mar 12, 2027 • Fort-de-France ↔

Nieuw Amsterdam • Holland America

12-night Transatlantic Crossing via Philipsburg, Fort-de-France & Bridgetown

Nov 29, 2026 → Dec 11, 2026 • Fort Lauderdale ↔