Jibhop

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $219 below typical

From $1,615

$1,615 · $115/night · good value · ↓12% below typical

$115/night

Good value

↓12% below typical

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Dec 1, 2026 → Dec 22, 2026 • Fort Lauderdale ↔

$290 below typical ↗

From $2,069

$2,069 · $99/night · good value · ↓12% below typical

$99/night

Good value

↓12% below typical

MSC Seashore • MSC Cruises

22-night Transatlantic Crossing via Grand Turk Island, Ocean Cay & Miami

Mar 19, 2028 → Apr 10, 2028 • Miami → Barcelona

Lowest in 30 days $270 below typical

From $2,036

$2,036 · $93/night · good value · ↓12% below typical

$93/night

Good value

↓12% below typical

Emerald Princess • Princess Cruises

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

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

$151 below typical

From $867

$867 · $124/night · good value · ↓15% below typical

$124/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

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

$84 below typical

From $589

$589 · $84/night · good value · ↓12% below typical

$84/night

Good value

↓12% below typical

Oceania Marina • Oceania Cruises

17-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cozumel

Feb 17, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days $269 below typical

From $4,999

$4,999 · $294/night · typical price · ↓5% below typical

$294/night

Typical price

↓5% below typical

Arvia • P&O Cruises

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

Nov 28, 2026 → Dec 12, 2026 • Antigua ↔

Lowest in 30 days $135 below typical

From $2,026

$2,026 · $145/night · typical price · ↓6% below typical

$145/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Aug 9, 2027 → Aug 16, 2027 • La Romana ↔

Great balance

From $879

$879 · $126/night · great deal · ↓26% below typical

$126/night

Great deal

↓26% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

$83 below typical ↘

From $589

$589 · $84/night · good value · ↓12% below typical

$84/night

Good value

↓12% below typical

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 11, 2027 → Nov 25, 2027 • Miami ↔

Lowest in 180 days $99 below typical ↘

From $1,433

$1,433 · $102/night · typical price · ↓6% below typical

$102/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

19-night Transatlantic Crossing via Barcelona, Tangier & Antigua

Nov 1, 2026 → Nov 20, 2026 • Marseille → Fort-de-France

Lowest in 30 days $201 below typical

From $1,554

$1,554 · $82/night · good value · ↓11% below typical

$82/night

Good value

↓11% below typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Mar 17, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

Lowest in 30 days $191 below typical

From $1,351

$1,351 · $135/night · good value · ↓12% below typical

$135/night

Good value

↓12% 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 ↔

$84 below typical ↗

From $620

$620 · $89/night · good value · ↓12% below typical

$89/night

Good value

↓12% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Oct 2, 2028 → Oct 9, 2028 • La Romana ↔

Lowest in 180 days $81 below typical

From $658

$658 · $94/night · good value · ↓11% below typical

$94/night

Good value

↓11% below typical

MSC World Europa • MSC Cruises

13-night Eastern Caribbean Loop via Saint George, Fort-de-France & Pointe-à-Pitre

Dec 2, 2026 → Dec 15, 2026 • Bridgetown ↔

Lowest in 30 days $268 below typical

From $1,942

$1,942 · $149/night · good value · ↓12% below typical

$149/night

Good value

↓12% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Feb 27, 2027 → Mar 6, 2027 • Bridgetown → Philipsburg

Lowest in 90 days $252 below typical ↘

From $4,498

$4,498 · $643/night · typical price · ↓5% below typical

$643/night

Typical price

↓5% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Feb 26, 2028 → Mar 4, 2028 • Bridgetown → Philipsburg

Lowest in 30 days $252 below typical ↘

From $4,498

$4,498 · $643/night · typical price · ↓5% below typical

$643/night

Typical price

↓5% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Sep 3, 2027 → Sep 10, 2027 • Fort-de-France ↔

Lowest in 30 days $80 below typical

From $630

$630 · $90/night · good value · ↓11% below typical

$90/night

Good value

↓11% below typical

Celebrity Constellation • Celebrity Cruises

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

Mar 6, 2027 → Mar 13, 2027 • San Juan ↔

$101 below typical ↘

From $722

$722 · $103/night · good value · ↓12% below typical

$103/night

Good value

↓12% 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 ↔

$136 below typical

From $1,037

$1,037 · $148/night · good value · ↓12% below typical

$148/night

Good value

↓12% below typical