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Virgin Voyages

Valiant Lady • Virgin Voyages

12-night Eastern Caribbean Arc via Kings Wharf, Bimini & Frederiksted, Saint Croix

Oct 19, 2026 → Oct 31, 2026 • New York → San Juan

Lowest in 90 days $616 below typical

From $1,068

$89/night

Great deal

↓37% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Sep 12, 2026 → Sep 19, 2026 • Port Canaveral ↔

Lowest in 180 days $751 below typical

From $1,553

$222/night

Great deal

↓33% 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

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Oct 24, 2026 → Oct 31, 2026 • Port Canaveral ↔

Lowest in 180 days $572 below typical

From $1,732

$247/night

Great deal

↓25% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Aug 29, 2026 → Sep 5, 2026 • Port Canaveral ↔

Lowest in 180 days $685 below typical

From $1,733

$248/night

Great deal

↓28% below typical

Seabourn

Seabourn Ovation • Seabourn

19-night Southern Caribbean Crossing via Tortola, South Friars Bay & Les Trois-Îlets

Mar 18, 2028 → Apr 6, 2028 • Philipsburg → Lisboa

Lowest in 180 days $3,168 below typical

From $8,909

$469/night

Great deal

↓26% below typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 30 days $1,832 below typical

From $6,298

$450/night

Great deal

↓23% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Nov 7, 2026 → Nov 14, 2026 • Port Canaveral ↔

Lowest in 180 days $515 below typical

From $1,765

$252/night

Great deal

↓23% below typical

Seabourn

Seabourn Ovation • Seabourn

19-night Transatlantic Crossing via Tortola, South Friars Bay & Les Trois-Îlets

Mar 20, 2027 → Apr 8, 2027 • Philipsburg → Lisboa

Lowest in 180 days $2,898 below typical

From $9,179

$483/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

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

$290 below typical ↘ Trending down

From $595

$85/night

Great deal

↓33% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Aug 15, 2026 → Aug 22, 2026 • Port Canaveral ↔

Lowest in 180 days $579 below typical

From $1,839

$263/night

Great deal

↓24% below typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔

Lowest in 180 days $639 below typical

From $1,890

$135/night

Great deal

↓25% 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 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

Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

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

Dec 4, 2026 → Dec 11, 2026 • Port Canaveral ↔

$350 below typical

From $779

$111/night

Great deal

↓31% below typical

Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

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

Dec 11, 2026 → Dec 18, 2026 • Port Canaveral ↔

$350 below typical

From $779

$111/night

Great deal

↓31% 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

Norwegian Cruise Line

Norwegian Sun • Norwegian Cruise Line

13-night Eastern Caribbean Arc via Kings Wharf, San Juan & Great Stirrup Cay

Oct 24, 2026 → Nov 6, 2026 • New York → Miami

$610 below typical ↘ Trending down

From $1,469

$113/night

Great deal

↓29% below typical

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