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Holland America

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Dec 1, 2026 • Fort Lauderdale ↔

$507 below typical

From $2,164

$103/night

Good value

↓19% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Feb 5, 2027 → Feb 15, 2027 • Fort Lauderdale ↔

Lowest in 180 days $109 below typical

From $1,083

$108/night

Typical price

↓9% below typical

Carnival Cruise Line

Carnival Conquest • Carnival Cruise Line

11-night Southern Caribbean Loop via Saint Thomas, Roseau & Celebration Key

Nov 1, 2027 → Nov 12, 2027 • Miami ↔

Lowest in 180 days $88 below typical

From $880

$80/night

Typical price

↓9% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Jan 15, 2028 → Jan 25, 2028 • Fort Lauderdale ↔

Lowest in 30 days $108 below typical

From $1,084

$108/night

Typical price

↓9% below typical

P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Tortola & Roseau

Dec 6, 2027 → Dec 20, 2027 • Basseterre, Saint Kitts ↔

Lowest in 30 days $260 below typical

From $2,269

$162/night

Good value

↓10% below typical

P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Fort-de-France, Castries & Bridgetown

Dec 11, 2027 → Dec 25, 2027 • Antigua ↔

Lowest in 30 days $260 below typical

From $2,269

$162/night

Good value

↓10% below typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 180 days $811 below typical

From $8,698

$621/night

Typical price

↓9% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Jan 23, 2028 → Feb 6, 2028 • Port Canaveral ↔

Lowest in 180 days $115 below typical

From $1,030

$74/night

Good value

↓10% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Kingstown

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$109/night

Typical price

↓8% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Jan 22, 2028 → Jan 29, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$109/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 30 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

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

$177 below typical

From $842

$120/night

Good value

↓17% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 13, 2028 → Feb 27, 2028 • San Juan ↔

Lowest in 30 days $198 below typical

From $1,753

$125/night

Good value

↓10% below typical

Princess Cruises

Regal Princess • Princess Cruises

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

Nov 6, 2027 → Nov 20, 2027 • New York → Miami

Lowest in 180 days $136 below typical

From $1,511

$108/night

Typical price

↓8% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$129/night

Typical price

↓7% below typical

MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Sep 22, 2028 → Sep 29, 2028 • Fort-de-France ↔

Lowest in 180 days $60 below typical

From $629

$90/night

Typical price

↓9% below typical

MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Antigua & La Romana

Sep 10, 2027 → Sep 17, 2027 • Fort-de-France ↔

Lowest in 30 days $59 below typical

From $630

$90/night

Typical price

↓9% below typical

P&O Cruises

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

Lowest in 180 days $175 below typical

From $1,688

$153/night

Typical price

↓9% below typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $351 below typical

From $4,098

$585/night

Typical price

↓8% below typical

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