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Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Jun 20, 2026 → Jun 27, 2026 • Port Canaveral ↔

Lowest in 90 days

From $2,331

$333/night

Typical price

↓4% below typical

Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 26, 2027 → Jan 9, 2028 • San Juan ↔

Lowest in 30 days

From $1,961

$140/night

Typical price

↓4% below typical

Explora III

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

Mar 29, 2027 → Apr 5, 2027 • Miami → San Juan

$510 below typical

From $4,650

$664/night

Typical price

↓10% below typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Sep 6, 2026 → Sep 13, 2026 • Port Canaveral ↔

$100 below typical

From $849

$121/night

Good value

↓11% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 30, 2028 → Feb 13, 2028 • San Juan ↔

Lowest in 30 days

From $1,766

$126/night

Typical price

↓3% below typical

P&O Cruises

Arvia • P&O Cruises

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

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

$237 below typical

From $2,269

$162/night

Typical price

↓9% below typical

P&O Cruises

Arvia • P&O Cruises

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

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

$237 below typical

From $2,269

$162/night

Typical price

↓9% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Aug 14, 2027 → Aug 21, 2027 • Port Canaveral ↔

Lowest in 90 days

From $2,349

$336/night

Typical price

↓3% below typical

Norwegian Cruise Line

Norwegian Dawn • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Freeport, Grand Bahama, Great Stirrup Cay & San Juan

Dec 9, 2027 → Dec 18, 2027 • Jacksonville ↔

$115 below typical

From $999

$111/night

Good value

↓10% below typical

Holland America

Nieuw Amsterdam • Holland America

9-night Eastern Caribbean Loop via Philipsburg, Antigua & Tortola

Dec 11, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

$95 below typical

From $904

$100/night

Typical price

↓10% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days

From $8,198

$586/night

Typical price

↓2% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Jan 30, 2027 → Feb 6, 2027 • Port Canaveral ↔

Lowest in 90 days

From $2,344

$335/night

Typical price

↓2% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Mar 13, 2027 → Mar 27, 2027 • Bridgetown ↔

Lowest in 30 days

From $8,698

$621/night

Typical price

↓2% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days

From $9,398

$671/night

Typical price

↓2% below typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

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

$150 below typical ↗ Trending up

From $1,459

$208/night

Typical price

↓9% below typical

Oceania Cruises

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

$192 below typical

From $3,527

$294/night

Typical price

↓5% below typical

Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France

Feb 20, 2028 → Mar 5, 2028 • San Juan ↔

Lowest in 180 days

From $1,903

$136/night

Typical price

↓2% below typical

Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami

From $9,561

$683/night

Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Nov 28, 2027 → Dec 12, 2027 • San Juan ↔

$144 below typical

From $1,586

$113/night

Typical price

↓8% below typical

P&O Cruises

Arvia • P&O Cruises

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

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

$210 below typical

From $2,296

$164/night

Typical price

↓8% below typical

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