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MSC Cruises

MSC Seashore • MSC Cruises

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

Mar 11, 2028 → Mar 25, 2028 • Miami ↔

↗ Trending up

From $1,468

$105/night

Typical price
Celebrity Cruises

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Jun 21, 2026 → Jun 28, 2026 • Miami ↔

Great balance

From $1,313

$188/night

Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Jul 5, 2026 → Jul 12, 2026 • Port Canaveral ↔

Great balance

From $1,387

$198/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jul 18, 2026 → Jul 25, 2026 • San Juan ↔

Great balance

From $1,819

$260/night

Royal Caribbean International

Allure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Jul 25, 2026 → Aug 2, 2026 • Fort Lauderdale ↔

Great balance

From $1,149

$144/night

Celebrity Cruises

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Aug 16, 2026 → Aug 23, 2026 • Miami ↔

Great balance

From $840

$120/night

Royal Caribbean International

Allure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Sep 19, 2026 → Sep 27, 2026 • Fort Lauderdale ↔

Great balance

From $927

$116/night

TUI Cruises

Mein Schiff 1 • TUI Cruises

15-night Eastern Caribbean Arc via Port Canaveral, Miami & San Juan

Oct 22, 2026 → Nov 6, 2026 • New York → La Romana

Price unavailable

Windstar Cruises

Star Pride • Windstar Cruises

11-night Eastern Caribbean Loop via Cruz Bay, Saint John, Saint-Barthélemy & Rodney Bay

Oct 28, 2026 → Nov 8, 2026 • San Juan ↔

Price unavailable

Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Beef Island, Tortola & Road Bay

Nov 1, 2026 → Nov 8, 2026 • San Juan → Miami

Price unavailable

Royal Caribbean International

Allure of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Nov 1, 2026 → Nov 8, 2026 • Miami ↔

Great balance

From $867

$124/night

Royal Caribbean International

Adventure of the Seas • Royal Caribbean International

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

Nov 7, 2026 → Nov 15, 2026 • Fort Lauderdale ↔

From $868

$109/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Nov 14, 2026 → Nov 21, 2026 • San Juan ↔

From $539

$77/night

Windstar Cruises

Star Pride • Windstar Cruises

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

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

Great balance

Price unavailable

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

Great balance

From $541

$77/night

Royal Caribbean International

Explorer of the Seas • Royal Caribbean International

9-night Eastern Caribbean Loop via Cruz Bay, Saint John & Bridgetown

Nov 18, 2026 → Nov 27, 2026 • Port Canaveral ↔

From $835

$93/night

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

9-night Eastern Caribbean Loop via Saint John's & Castries

Nov 24, 2026 → Dec 3, 2026 • Fort Lauderdale ↔

From $903

$100/night

Windstar Cruises

Star Pride • Windstar Cruises

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

Great balance

Price unavailable

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

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

Dec 3, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

From $967

$107/night

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

Great balance

From $550

$79/night

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