Jibhop

SeaDream II • SeaDream Yacht Club

14-night Transatlantic Crossing: Funchal, Madeira

Apr 28, 2029 → May 12, 2029 • San Juan → Málaga

$4,860 below typical

From $5,604

$5,604 · $400/night · great deal · ↓46% below typical

$400/night

Great deal

↓46% below typical

Silver Shadow • Silversea Cruises

14-night Transatlantic Crossing via Jost Van Dyke & Cruz Bay, Saint John

Mar 9, 2027 → Mar 23, 2027 • San Juan → Lisboa

Lowest in 30 days $4,167 below typical ↘

From $7,500

$7,500 · $536/night · great deal · ↓36% below typical

$536/night

Great deal

↓36% below typical

Grandeur of the Seas • Royal Caribbean International

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

Aug 28, 2027 → Sep 4, 2027 • San Juan ↔

Lowest in 180 days $296 below typical

From $673

$673 · $96/night · great deal · ↓31% below typical

$96/night

Great deal

↓31% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Feb 20, 2027 → Feb 27, 2027 • San Juan ↔

Lowest in 30 days $230 below typical

From $549

$549 · $78/night · great deal · ↓30% below typical

$78/night

Great deal

↓30% below typical

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $264 below typical

From $722

$722 · $103/night · great deal · ↓27% below typical

$103/night

Great deal

↓27% below typical

SeaDream I • SeaDream Yacht Club

14-night Transatlantic Crossing: Funchal, Madeira

Apr 17, 2027 → May 1, 2027 • San Juan → Lisboa

$2,602 below typical

From $4,436

$4,436 · $317/night · great deal · ↓37% below typical

$317/night

Great deal

↓37% below typical

Rhapsody of the Seas • Royal Caribbean International

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

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

$230 below typical

From $549

$549 · $78/night · great deal · ↓30% below typical

$78/night

Great deal

↓30% below typical

Vision of the Seas • Royal Caribbean International

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Lowest in 180 days $148 below typical ↘

From $496

$496 · $71/night · great deal · ↓23% below typical

$71/night

Great deal

↓23% below typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Dec 4, 2027 → Dec 11, 2027 • San Juan ↔

Lowest in 30 days $350 below typical

From $1,139

$1,139 · $163/night · great deal · ↓24% below typical

$163/night

Great deal

↓24% below typical

SeaDream I • SeaDream Yacht Club

14-night Transatlantic Crossing: Funchal, Madeira

Apr 22, 2028 → May 6, 2028 • San Juan → Málaga

$2,116 below typical

From $4,922

$4,922 · $352/night · great deal · ↓30% below typical

$352/night

Great deal

↓30% below typical

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $300 below typical

From $1,189

$1,189 · $170/night · great deal · ↓20% below typical

$170/night

Great deal

↓20% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

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

$200 below typical

From $549

$549 · $78/night · great deal · ↓27% below typical

$78/night

Great deal

↓27% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Roseau

Mar 14, 2027 → Mar 21, 2027 • San Juan ↔

$177 below typical ↗

From $619

$619 · $88/night · great deal · ↓22% below typical

$88/night

Great deal

↓22% 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

Crown Princess • Princess Cruises

7-night ABC Islands One-Way via Philipsburg & Oranjestad

Mar 28, 2027 → Apr 4, 2027 • San Juan → Fort Lauderdale

From $685

$685 · $98/night · great deal · ↓32% below typical

$98/night

Great deal

↓32% 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

Crown Princess • Princess Cruises

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Great balance

From $788

$788 · $113/night · great deal · ↓26% below typical

$113/night

Great deal

↓26% below typical

Crown Princess • Princess Cruises

7-night Southern Caribbean Arc via Philipsburg, Fort-de-France & Roseau

Feb 28, 2027 → Mar 7, 2027 • San Juan ↔

22% below typical

From $743

$743 · $106/night · great deal · ↓22% below typical

$106/night

Great deal

↓22% below typical

Crown Princess • Princess Cruises

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

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

From $1,426

$1,426 · $102/night · great deal · ↓25% below typical

$102/night

Great deal

↓25% below typical