Jibhop

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Feb 13, 2027 → Feb 20, 2027 • San Juan → Saint Thomas

$910 below typical

From $5,208

$5,208 · $744/night · good value · ↓15% below typical

$744/night

Good value

↓15% below typical

Emerald Sakara • Emerald Cruises

6-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Dec 7, 2026 → Dec 13, 2026 • San Juan → Saint Thomas

$751 below typical

From $5,764

$5,764 · $961/night · good value · ↓12% below typical

$961/night

Good value

↓12% below typical

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Terre-de-Haut & Charlestown

Mar 4, 2028 → Mar 11, 2028 • Bridgetown → San Juan

$966 below typical

From $4,591

$4,591 · $656/night · good value · ↓17% below typical

$656/night

Good value

↓17% below typical

Explora III

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

Dec 6, 2026 → Dec 13, 2026 • Miami → San Juan

Lowest in 180 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Scenic Eclipse I

10-night Eastern Caribbean Arc via Cockburn Town, Grand Turk Island & Norman Island

Oct 10, 2027 → Oct 20, 2027 • Nassau → Bridgetown

$1,599 below typical

From $7,981

$7,981 · $798/night · good value · ↓17% below typical

$798/night

Good value

↓17% below typical

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Nov 13, 2028 → Dec 5, 2028 • Miami ↔

Lowest in 180 days $777 below typical

From $8,699

$8,699 · $395/night · typical price · ↓8% below typical

$395/night

Typical price

↓8% below typical

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Frederiksted, Saint Croix

Feb 17, 2028 → Feb 27, 2028 • Miami ↔

Lowest in 180 days

From $3,099

$3,099 · $310/night · typical price · ↓5% below typical

$310/night

Typical price

↓5% below typical

Silver Shadow • Silversea Cruises

12-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 18, 2026 → Nov 30, 2026 • Miami ↔

From $7,400

$7,400 · $617/night · great deal · ↓26% below typical

$617/night

Great deal

↓26% below typical

Explora IV

8-night Eastern Caribbean Arc via Providenciales, Saint-Barthélemy & Cruz Bay, Saint John

Nov 5, 2027 → Nov 13, 2027 • Miami → San Juan

Lowest in 30 days $336 below typical

From $4,835

$4,835 · $604/night · typical price · ↓7% below typical

$604/night

Typical price

↓7% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔

$443 below typical

From $5,763

$5,763 · $823/night · typical price · ↓7% below typical

$823/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 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

Silver Shadow • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 7, 2026 → Nov 18, 2026 • Miami ↔

From $7,000

$7,000 · $636/night · great deal · ↓24% below typical

$636/night

Great deal

↓24% below typical

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Fort-de-France

Mar 20, 2028 → Apr 1, 2028 • Bridgetown → Miami

From $8,200

$8,200 · $683/night · great deal · ↓25% below typical

$683/night

Great deal

↓25% 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

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

From $6,500

$6,500 · $650/night · great deal · ↓22% below typical

$650/night

Great deal

↓22% below typical

MS Europa 2 • Hapag-Lloyd Cruises

14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Dec 7, 2027 → Dec 21, 2027 • Miami ↔

From $9,419

$9,419 · $673/night · good value · ↓15% below typical

$673/night

Good value

↓15% below typical

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Nov 27, 2027 → Dec 4, 2027 • Saint John's → San Juan

$633 below typical

From $6,151

$6,151 · $879/night · typical price · ↓9% below typical

$879/night

Typical price

↓9% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Apr 8, 2028 → Apr 22, 2028 • Bridgetown → Philipsburg

$661 below typical

From $11,359

$11,359 · $811/night · typical price · ↓6% below typical

$811/night

Typical price

↓6% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Apr 3, 2027 → Apr 10, 2027 • Saint Thomas → San Juan

Great balance

From $5,275

$5,275 · $754/night · good value · ↓12% below typical

$754/night

Good value

↓12% below typical