Jibhop

Crown Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 7, 2027 → Feb 21, 2027 • San Juan ↔

15% below typical

From $1,615

$1,615 · $115/night · good value · ↓15% below typical

$115/night

Good value

↓15% below typical

Vision of the Seas • Royal Caribbean International

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

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

$59 below typical

From $641

$641 · $92/night · typical price · ↓8% below typical

$92/night

Typical price

↓8% below typical

Emerald Princess • Princess Cruises

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

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

Great balance

From $842

$842 · $120/night · good value · ↓14% below typical

$120/night

Good value

↓14% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 5, 2026 → Dec 12, 2026 • Fort-de-France ↔

Great balance

From $1,001

$1,001 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

Iona • P&O Cruises

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

Feb 18, 2028 → Mar 3, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Iona • P&O Cruises

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

Feb 19, 2028 → Mar 4, 2028 • Bridgetown ↔

11% below typical

From $2,296

$2,296 · $164/night · good value · ↓11% below typical

$164/night

Good value

↓11% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Feb 5, 2028 → Feb 12, 2028 • San Juan ↔

Lowest in 180 days

From $767

$767 · $110/night · typical price · ↓2% below typical

$110/night

Typical price

↓2% below typical

Vision of the Seas • Royal Caribbean International

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

Mar 21, 2027 → Mar 28, 2027 • San Juan ↔

$52 below typical ↗

From $620

$620 · $89/night · typical price · ↓8% below typical

$89/night

Typical price

↓8% below typical

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 1, 2028 → Jan 15, 2028 • Antigua ↔

6% below typical

From $2,411

$2,411 · $172/night · typical price · ↓6% below typical

$172/night

Typical price

↓6% below typical

Celebrity Xcel • Celebrity Cruises

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

Mar 12, 2028 → Mar 19, 2028 • Fort Lauderdale ↔

$86 below typical

From $1,037

$1,037 · $148/night · typical price · ↓8% below typical

$148/night

Typical price

↓8% below typical

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

11% below typical

From $1,961

$1,961 · $140/night · good value · ↓11% below typical

$140/night

Good value

↓11% below typical

Crown Princess • Princess Cruises

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

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

Great balance

From $828

$828 · $118/night · good value · ↓18% below typical

$118/night

Good value

↓18% below typical

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Sep 18, 2027 → Sep 25, 2027 • Miami ↔

Lowest in 180 days

From $1,587

$1,587 · $227/night · typical price · ↓1% below typical

$227/night

Typical price

↓1% below typical

Explora III

17-night Eastern Caribbean Arc via Sept-Iles, New York & Cruz Bay, Saint John

Oct 15, 2026 → Nov 1, 2026 • Quebec → San Juan

$1,117 below typical ↗

From $11,475

$11,475 · $675/night · typical price · ↓9% below typical

$675/night

Typical price

↓9% below typical

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Jan 3, 2028 → Jan 15, 2028 • New York ↔

Lowest in 30 days

From $1,399

$1,399 · $117/night · typical price · ↓1% below typical

$117/night

Typical price

↓1% below typical

Crown Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 28, 2027 • San Juan ↔

More sea days than typical

From $1,559

$1,559 · $111/night · good value · ↓18% below typical

$111/night

Good value

↓18% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Nov 20, 2026 → Dec 4, 2026 • Bridgetown ↔

11% below typical

From $1,931

$1,931 · $138/night · good value · ↓11% below typical

$138/night

Good value

↓11% below typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Little Bay

Dec 10, 2026 → Dec 20, 2026 • Miami → San Juan

From $6,300

$6,300 · $630/night · good value · ↓13% below typical

$630/night

Good value

↓13% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 10, 2027 → Jul 17, 2027 • San Juan ↔

Lowest in 180 days

From $1,062

$1,062 · $152/night · typical price · ↓1% below typical

$152/night

Typical price

↓1% below typical

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

13% below typical

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical