Jibhop

Queen Elizabeth • Cunard Line

12-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

Lowest in 30 days $182 below typical

From $1,046

$1,046 · $87/night · good value · ↓15% below typical

$87/night

Good value

↓15% below typical

Explora III

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

Oct 25, 2026 → Nov 1, 2026 • Miami → San Juan

Lowest in 90 days $850 below typical ↘

From $4,335

$4,335 · $619/night · good value · ↓16% below typical

$619/night

Good value

↓16% below typical

Emerald Sakara • Emerald Cruises

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

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

$927 below typical

From $5,208

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

$744/night

Good value

↓15% below typical

Carnival Venezia • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

$115 below typical

From $504

$504 · $72/night · good value · ↓19% below typical

$72/night

Good value

↓19% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$7,897 · $494/night · great deal · ↓42% below typical

$494/night

Great deal

↓42% below typical

Scarlet Lady • Virgin Voyages

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

Dec 11, 2027 → Dec 18, 2027 • San Juan ↔

Lowest in 180 days $151 below typical

From $833

$833 · $119/night · good value · ↓15% below typical

$119/night

Good value

↓15% below typical

Emerald Sakara • Emerald Cruises

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

Jan 3, 2027 → Jan 9, 2027 • Saint Thomas → San Juan

$966 below typical

From $4,321

$4,321 · $720/night · good value · ↓18% below typical

$720/night

Good value

↓18% below typical

Seabourn Quest • Seabourn

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

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

Lowest in 30 days $924 below typical

From $6,374

$6,374 · $455/night · good value · ↓13% below typical

$455/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

Jun 26, 2027 → Jul 3, 2027 • San Juan ↔

Lowest in 180 days $139 below typical ↘

From $866

$866 · $124/night · good value · ↓14% below typical

$124/night

Good value

↓14% below typical

Norwegian Bliss • Norwegian Cruise Line

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

Nov 28, 2027 → Dec 10, 2027 • New York ↔

Lowest in 30 days $214 below typical ↘

From $1,259

$1,259 · $105/night · good value · ↓14% below typical

$105/night

Good value

↓14% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

$140 below typical

From $559

$559 · $80/night · great deal · ↓20% below typical

$80/night

Great deal

↓20% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$181 below typical ↗

From $662

$662 · $95/night · great deal · ↓21% below typical

$95/night

Great deal

↓21% below typical

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Tortola & Saint Thomas

Nov 28, 2026 → Dec 8, 2026 • Philadelphia ↔

Lowest in 30 days $151 below typical ↘

From $919

$919 · $92/night · good value · ↓14% below typical

$92/night

Good value

↓14% below typical

MSC Meraviglia • MSC Cruises

8-night Eastern Caribbean Loop via Nassau & San Juan

Jan 30, 2027 → Feb 7, 2027 • Miami ↔

Great balance

From $579

$579 · $72/night · great deal · ↓43% below typical

$72/night

Great deal

↓43% below typical

Independence of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • Miami ↔

$190 below typical ↗

From $672

$672 · $96/night · great deal · ↓22% below typical

$96/night

Great deal

↓22% below typical

Vision of the Seas • Royal Caribbean International

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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

$123 below typical ↗

From $550

$550 · $79/night · good value · ↓18% below typical

$79/night

Good value

↓18% below typical

Silver Dawn • Silversea Cruises

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

Mar 3, 2028 → Mar 14, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓37% below typical

$573/night

Great deal

↓37% below typical

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint John's

Mar 14, 2028 → Mar 25, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓37% below typical

$573/night

Great deal

↓37% below typical

Star of the Seas • Royal Caribbean International

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

Aug 23, 2026 → Aug 30, 2026 • Port Canaveral ↔

$322 below typical ↗

From $1,354

$1,354 · $193/night · good value · ↓19% below typical

$193/night

Good value

↓19% below typical

Carnival Firenze • Carnival Cruise Line

10-night Eastern Caribbean Loop via San Juan, Frederiksted, Saint Croix & Basseterre, Saint Kitts

Feb 26, 2027 → Mar 8, 2027 • Miami ↔

$161 below typical ↗

From $652

$652 · $65/night · good value · ↓20% below typical

$65/night

Good value

↓20% below typical