Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Road Bay, Antigua & Christiansted, Saint Croix
Nov 15, 2026 → Nov 22, 2026 • San Juan → Miami
Price unavailable
Price unavailable
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1,002 total
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 ↔
Price unavailable
Price unavailable
Independence of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Coco Cay & San Juan
Nov 15, 2026 → Nov 22, 2026 • Miami ↔
From $592
$592
·
$85/night
$85/night
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 ↔
Price unavailable
Price unavailable
Celebrity Constellation • Celebrity Cruises
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's
Dec 5, 2026 → Dec 12, 2026 • San Juan ↔
From $724
$724
·
$103/night
$103/night
Jewel of the Seas • Royal Caribbean International
9-night Eastern Caribbean Loop via San Juan & Philipsburg
Dec 7, 2026 → Dec 16, 2026 • Tampa ↔
From $1,105
$1,105
·
$123/night
$123/night
Explora II • Explora Journeys
7-night Eastern Caribbean Arc via Road Bay & Antigua
Dec 13, 2026 → Dec 20, 2026 • San Juan → Miami
Price unavailable
Price unavailable
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 ↔
Price unavailable
Price unavailable
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Dec 13, 2026 → Dec 20, 2026 • Fort Lauderdale ↔
From $899
$899
·
$128/night
$128/night
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay
Dec 20, 2026 → Dec 27, 2026 • Fort Lauderdale ↔
From $1,200
$1,200
·
$171/night
$171/night
Allure of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Puerto Plata & San Juan
Dec 20, 2026 → Dec 27, 2026 • Miami ↔
From $1,046
$1,046
·
$149/night
$149/night
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 $906
$906
·
$129/night
$129/night
Explorer of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Freeport, Grand Bahama & Labadee
Dec 28, 2026 → Jan 4, 2027 • Port Canaveral ↔
From $1,004
$1,004
·
$143/night
$143/night
Brilliance of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Nassau & Puerto Plata
Dec 28, 2026 → Jan 4, 2027 • Fort Lauderdale ↔
From $980
$980
·
$140/night
$140/night
Rotterdam • Holland America
21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel
Jan 2, 2027 → Jan 23, 2027 • Fort Lauderdale ↔
From $2,424
$2,424
·
$115/night
·
typical price
$115/night
Typical price
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau
Jan 3, 2027 → Jan 10, 2027 • San Juan ↔
From $609
$609
·
$87/night
$87/night
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Philipsburg & Little Bay
Jan 4, 2027 → Jan 11, 2027 • San Juan → Miami
From $4,200
$4,200
·
$600/night
·
typical price
$600/night
Typical price
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 $994
$994
·
$142/night
$142/night
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 $497
$497
·
$71/night
$71/night
Vision of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Jan 10, 2027 → Jan 17, 2027 • San Juan ↔
From $496
$496
·
$71/night
$71/night