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

Costa Fascinosa • Costa Cruises

17-night Transatlantic Crossing via Málaga, Las Palmas de Gran Canaria & Philipsburg

Dec 6, 2026 → Dec 23, 2026 • Barcelona → Pointe-à-Pitre

From $2,251

$2,251 · $132/night · typical price

$132/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

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

Jul 25, 2026 → Aug 1, 2026 • San Juan ↔

Great balance

From $1,763

$1,763 · $252/night

$252/night

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 $14,069

$14,069 · $1,759/night

$1,759/night

Independence of the Seas • Royal Caribbean International

9-night Eastern Caribbean Loop via Kings Wharf & Philipsburg

Jul 30, 2026 → Aug 8, 2026 • Cape Liberty, NJ (NYC) ↔

From $3,970

$3,970 · $441/night

$441/night

Celebrity Beyond • Celebrity Cruises

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

Aug 2, 2026 → Aug 9, 2026 • Miami ↔

Great balance

From $2,496

$2,496 · $357/night

$357/night

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Sep 12, 2026 → Sep 19, 2026 • Miami ↔

Great balance

From $1,145

$1,145 · $164/night

$164/night

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 $886

$886 · $111/night

$111/night

Celebrity Beyond • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Tortola

Sep 27, 2026 → Oct 4, 2026 • Miami ↔

Great balance

From $902

$902 · $129/night

$129/night

Rhapsody of the Seas • Royal Caribbean International

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

Oct 17, 2026 → Oct 24, 2026 • San Juan ↔

Great balance

From $624

$624 · $89/night

$89/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

Vision of the Seas • Royal Caribbean International

10-night Eastern Caribbean Arc via Grand Turk Island, Philipsburg & Roseau

Oct 22, 2026 → Nov 1, 2026 • Baltimore → San Juan

From $3,086

$3,086 · $309/night

$309/night

Star of the Seas • Royal Caribbean International

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

Oct 25, 2026 → Nov 1, 2026 • Port Canaveral ↔

Great balance

From $1,220

$1,220 · $174/night

$174/night

Star of the Seas • Royal Caribbean International

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

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

Great balance

From $1,206

$1,206 · $172/night

$172/night

Celebrity Constellation • Celebrity Cruises

15-night Transatlantic Crossing via Valencia, Cartagena & Tangier

Nov 2, 2026 → Nov 17, 2026 • Civitavecchia (Rome) → San Juan

From $809

$809 · $54/night

$54/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 $706

$706 · $88/night

$88/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 $614

$614 · $88/night

$88/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

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 $574

$574 · $82/night

$82/night