Jibhop

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Terre-de-Haut & Saint-Barthélemy

Dec 29, 2028 → Jan 5, 2029 • Saint John's → San Juan

From $6,595

$6,595 · $942/night · typical price

$942/night

Typical price

Vision of the Seas • Royal Caribbean International

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

Mar 7, 2027 → Mar 14, 2027 • San Juan ↔

↗

From $674

$674 · $96/night · typical price

$96/night

Typical price

Grandeur of the Seas • Royal Caribbean International

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

May 15, 2027 → May 22, 2027 • San Juan ↔

↗

From $819

$819 · $117/night · typical price

$117/night

Typical price

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Oct 23, 2027 → Oct 31, 2027 • Miami ↔

Great balance

From $675

$675 · $84/night · typical price

$84/night

Typical price

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 18, 2027 → Dec 28, 2027 • Miami ↔

From $7,168

$7,168 · $717/night · typical price

$717/night

Typical price

Sky Princess • Princess Cruises

8-night Eastern Caribbean Loop via Nassau & San Juan

Feb 21, 2027 → Mar 1, 2027 • Port Canaveral ↔

From $848

$848 · $106/night · typical price

$106/night

Typical price

Sun Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & Puerto Plata

Jan 8, 2028 → Jan 15, 2028 • Fort Lauderdale ↔

Great balance

From $873

$873 · $125/night · typical price

$125/night

Typical price

Emerald Kaia • Emerald Cruises

9-night Eastern Caribbean Arc: Saint-John, Ponce & Grand Turk Island

Jan 19, 2029 → Jan 28, 2029 • San Juan → Miami

From $8,536

$8,536 · $948/night · typical price

$948/night

Typical price

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

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 $1,709

$1,709 · $244/night

$244/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

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

Icon of the Seas • Royal Caribbean International

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

Oct 10, 2026 → Oct 17, 2026 • Miami ↔

Great balance

From $1,214

$1,214 · $174/night

$174/night

Adventure of the Seas • Royal Caribbean International

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

Oct 16, 2026 → Oct 24, 2026 • Port Canaveral ↔

Great balance

From $743

$743 · $93/night

$93/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 $649

$649 · $93/night

$93/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 $5,569

$5,569 · $557/night

$557/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 $1,245

$1,245 · $178/night

$178/night

Allure of the Seas • Royal Caribbean International

7-night Bahamas Loop via Nassau & Coco Cay

Oct 25, 2026 → Nov 1, 2026 • Miami ↔

Great balance

From $959

$959 · $137/night

$137/night