Jibhop

Arvia • P&O Cruises

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

Dec 5, 2026 → Dec 19, 2026 • Bridgetown ↔

From $1,931

$1,931 · $138/night · great deal · ↓25% below typical

$138/night

Great deal

↓25% below typical

Norwegian Aqua • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 13, 2026 → Dec 20, 2026 • Miami ↔

$170 below typical

From $1,009

$1,009 · $144/night · good value · ↓14% below typical

$144/night

Good value

↓14% below typical

Norwegian Escape • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Jan 15, 2027 → Jan 22, 2027 • Port Canaveral ↔

Lowest in 30 days $60 below typical

From $819

$819 · $117/night · typical price · ↓7% below typical

$117/night

Typical price

↓7% below typical

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Mar 4, 2028 → Mar 11, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $275 below typical ↘

From $3,824

$3,824 · $546/night · typical price · ↓7% below typical

$546/night

Typical price

↓7% below typical

Norwegian Bliss • Norwegian Cruise Line

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

Nov 9, 2026 → Nov 21, 2026 • New York ↔

Lowest in 30 days $104 below typical

From $1,369

$1,369 · $114/night · typical price · ↓7% below typical

$114/night

Typical price

↓7% below typical

Norwegian Aqua • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Nov 29, 2026 → Dec 6, 2026 • Miami ↔

Lowest in 30 days $70 below typical ↘

From $959

$959 · $137/night · typical price · ↓7% below typical

$137/night

Typical price

↓7% below typical

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Lowest in 180 days $370 below typical

From $5,749

$5,749 · $479/night · typical price · ↓6% below typical

$479/night

Typical price

↓6% below typical

Oceania Sonata • Oceania Cruises

10-night Eastern Caribbean Loop via San Juan, Charlotte Amalie, Saint Thomas & Basseterre, Saint Kitts

Feb 2, 2028 → Feb 12, 2028 • Miami ↔

Lowest in 180 days

From $4,799

$4,799 · $480/night · typical price · ↓3% below typical

$480/night

Typical price

↓3% below typical

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days

From $8,299

$8,299 · $268/night · typical price · ↓3% below typical

$268/night

Typical price

↓3% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days $53 below typical

From $916

$916 · $131/night · typical price · ↓5% below typical

$131/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

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

Dec 12, 2027 → Dec 26, 2027 • San Juan ↔

From $1,516

$1,516 · $108/night · great deal · ↓23% below typical

$108/night

Great deal

↓23% below typical

Vista

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Nov 13, 2028 → Nov 25, 2028 • Miami ↔

Lowest in 180 days $270 below typical

From $4,899

$4,899 · $408/night · typical price · ↓5% below typical

$408/night

Typical price

↓5% below typical

Iona • P&O Cruises

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

Jan 21, 2028 → Feb 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 Tortola, Philipsburg & Saint John's

Oct 24, 2026 → Oct 31, 2026 • San Juan ↔

$84 below typical

From $615

$615 · $88/night · good value · ↓12% below typical

$88/night

Good value

↓12% below typical

Oceania Sonata • Oceania Cruises

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Feb 19, 2028 → Mar 1, 2028 • Miami ↔

Lowest in 180 days

From $5,299

$5,299 · $482/night · typical price · ↓2% below typical

$482/night

Typical price

↓2% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 23, 2027 → Oct 30, 2027 • San Juan ↔

Lowest in 180 days

From $663

$663 · $95/night · typical price · ↓5% below typical

$95/night

Typical price

↓5% below typical

Vista

14-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

Oct 28, 2026 → Nov 11, 2026 • New York → Miami

$681 below typical

From $5,349

$5,349 · $382/night · good value · ↓11% below typical

$382/night

Good value

↓11% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Mar 29, 2027 → Apr 5, 2027 • Miami → San Juan

$572 below typical ↘

From $4,875

$4,875 · $696/night · good value · ↓11% below typical

$696/night

Good value

↓11% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Mar 6, 2027 → Mar 13, 2027 • Philipsburg → Bridgetown

Lowest in 180 days ↘

From $3,909

$3,909 · $558/night · typical price · ↓5% below typical

$558/night

Typical price

↓5% below typical

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay

Mar 11, 2028 → Mar 25, 2028 • Bridgetown ↔

Lowest in 30 days ↘

From $7,819

$7,819 · $559/night · typical price · ↓5% below typical

$559/night

Typical price

↓5% below typical