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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

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 Beyond • Celebrity Cruises

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

Nov 29, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

Great balance

From $1,011

$144/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

Royal Caribbean International

Allure of the Seas • Royal Caribbean International

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

Dec 6, 2026 → Dec 13, 2026 • Miami ↔

Great balance

From $806

$115/night

Royal Caribbean International

Jewel of the Seas • Royal Caribbean International

9-night Eastern Caribbean Loop via San Juan & Philipsburg

Dec 7, 2026 → Dec 16, 2026 • Tampa ↔

From $739

$82/night

Oceania Cruises

Oceania Allura • Oceania Cruises

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

Dec 12, 2026 → Dec 21, 2026 • Miami ↔

From $3,649

$405/night

Typical price
Windstar Cruises

Star Pride • Windstar Cruises

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

Great balance

Price unavailable

Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • Port Canaveral ↔

Great balance

From $1,602

$229/night

Typical price
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Dec 14, 2026 → Dec 24, 2026 • Fort Lauderdale ↔

From $1,068

$107/night

Royal Caribbean International

Utopia of the Seas • Royal Caribbean International

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

Dec 24, 2026 → Dec 31, 2026 • Port Canaveral ↔

Great balance

From $1,495

$214/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Dec 26, 2026 → Jan 2, 2027 • San Juan ↔

From $908

$130/night

Royal Caribbean International

Oasis of the Seas • Royal Caribbean International

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

Dec 28, 2026 → Jan 4, 2027 • Fort Lauderdale ↔

Great balance

From $1,512

$216/night

P&O Cruises

Aurora • P&O Cruises

75-night Transatlantic Crossing via Funchal, Madeira, Panama Canal & Cozumel

Jan 3, 2027 → Mar 19, 2027 • Southampton ↔

From $11,350

$151/night

Typical price
Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

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

Jan 8, 2027 → Jan 17, 2027 • Fort Lauderdale ↔

From $1,012

$112/night

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

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

Jan 9, 2027 → Jan 16, 2027 • San Juan ↔

From $614

$88/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jan 9, 2027 → Jan 16, 2027 • San Juan ↔

From $580

$83/night

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