Jibhop

Rotterdam • Holland America

21-night Western Caribbean Arc via Key West, Georgetown, Grand Cayman & Cozumel

Feb 13, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

↗

From $2,729

$2,729 · $130/night · typical price

$130/night

Typical price

MSC Seashore • MSC Cruises

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

Mar 11, 2028 → Mar 25, 2028 • Miami ↔

From $1,468

$1,468 · $105/night · typical price

$105/night

Typical price

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 $1,896

$1,896 · $237/night

$237/night

Allure of the Seas • Royal Caribbean International

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

Aug 22, 2026 → Aug 30, 2026 • Fort Lauderdale ↔

Great balance

From $879

$879 · $110/night

$110/night

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Sep 13, 2026 → Sep 20, 2026 • Miami ↔

Great balance

From $894

$894 · $128/night

$128/night

Star of the Seas • Royal Caribbean International

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

Sep 27, 2026 → Oct 4, 2026 • Port Canaveral ↔

Great balance

From $1,337

$1,337 · $191/night

$191/night

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

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 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

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 $740

$740 · $106/night

$106/night

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 $779

$779 · $97/night

$97/night

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 $639

$639 · $91/night

$91/night

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

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

$835 · $93/night

$93/night

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Great balance

From $733

$733 · $105/night

$105/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 ↔

Great balance

Price unavailable

Celebrity Eclipse • Celebrity Cruises

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

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

From $1,750

$1,750 · $194/night

$194/night

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

From $613

$613 · $88/night

$88/night

Celebrity Eclipse • Celebrity Cruises

10-night Eastern Caribbean Loop via Tortola, Saint John's & Bridgetown

Dec 12, 2026 → Dec 22, 2026 • Fort Lauderdale ↔

From $1,381

$1,381 · $138/night

$138/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