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SeaDream Yacht Club

SeaDream I • SeaDream Yacht Club

14-night Transatlantic Crossing: Funchal, Madeira

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

$3,439 below typical

From $4,401

$314/night

Great deal

↓44% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $328 below typical

From $685

$98/night

Great deal

↓32% below typical

Royal Caribbean International

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 $314 below typical

From $673

$96/night

Great deal

↓32% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

Mar 28, 2027 → Apr 4, 2027 • San Juan ↔

Lowest in 180 days $207 below typical ↘ Trending down

From $589

$84/night

Great deal

↓26% below typical

SeaDream Yacht Club

SeaDream I • SeaDream Yacht Club

14-night Transatlantic Crossing: Funchal, Madeira

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

$2,957 below typical

From $4,883

$349/night

Great deal

↓38% below typical

Royal Caribbean International

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 $260 below typical

From $722

$103/night

Great deal

↓26% below typical

Silversea Cruises

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

$4,167 below typical

From $7,500

$536/night

Great deal

↓36% below typical

Royal Caribbean International

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 ↔

$290 below typical ↘ Trending down

From $595

$85/night

Great deal

↓33% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 90 days $177 below typical ↘ Trending down

From $564

$81/night

Great deal

↓24% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • San Juan ↔

$297 below typical ↗ Trending up

From $689

$98/night

Great deal

↓30% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 90 days $153 below typical ↘ Trending down

From $560

$80/night

Great deal

↓21% below typical

Royal Caribbean International

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 ↔

$212 below typical ↘ Trending down

From $567

$81/night

Great deal

↓27% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

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

Lowest in 30 days $179 below typical

From $551

$79/night

Great deal

↓25% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $210 below typical

From $777

$111/night

Great deal

↓21% below typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

$470 below typical

From $1,139

$163/night

Great deal

↓29% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

Lowest in 180 days $134 below typical ↘ Trending down

From $550

$79/night

Good value

↓20% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Oct 3, 2026 → Oct 10, 2026 • San Juan ↔

Lowest in 90 days $137 below typical ↘ Trending down

From $576

$82/night

Good value

↓19% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

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

Lowest in 180 days $417 below typical

From $1,609

$115/night

Great deal

↓21% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

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

$289 below typical

From $788

$113/night

Great deal

↓27% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

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