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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 $138 below typical

From $1,511

$108/night

Typical price

↓8% below typical

Cunard Line

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Basseterre, Saint Kitts & Castries

Dec 14, 2027 → Jan 11, 2028 • Southampton ↔

$732 below typical

From $4,188

$150/night

Good value

↓15% 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

Cunard Line

Queen Mary 2 • Cunard Line

14-night Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 2, 2027 • New York ↔

Lowest in 180 days $201 below typical

From $2,259

$161/night

Typical price

↓8% 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

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Grand Turk Island, Oranjestad & Curaçao

Feb 6, 2028 → Feb 20, 2028 • Port Canaveral ↔

Lowest in 180 days $101 below typical

From $1,044

$75/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

Cunard Line

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $125 below typical

From $1,398

$117/night

Typical price

↓8% 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

Jun 26, 2027 → Jul 3, 2027 • San Juan ↔

Lowest in 180 days $83 below typical

From $956

$137/night

Typical price

↓8% below typical

Princess Cruises

Coral Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 20, 2027 → Jan 3, 2028 • Fort Lauderdale ↔

Lowest in 180 days $175 below typical

From $1,872

$134/night

Typical price

↓9% below typical

Carnival Cruise Line

Carnival Conquest • Carnival Cruise Line

11-night Eastern Caribbean Loop via Saint Thomas, Castries & Celebration Key

Nov 29, 2027 → Dec 10, 2027 • Miami ↔

Lowest in 180 days $70 below typical ↘ Trending down

From $898

$82/night

Typical price

↓7% 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

Nov 13, 2027 → Nov 20, 2027 • San Juan ↔

Lowest in 180 days $59 below typical

From $758

$108/night

Typical price

↓7% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $842

$120/night

Typical price

↓8% below typical

Oceania Cruises

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days

From $8,299

$268/night

Typical price

↓4% below typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint John's & Bridgetown

Mar 6, 2028 → Mar 17, 2028 • Fort Lauderdale ↔

Lowest in 90 days $108 below typical

From $1,613

$147/night

Typical price

↓6% 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

Oct 16, 2027 → Oct 23, 2027 • San Juan ↔

Lowest in 180 days $57 below typical

From $761

$109/night

Typical price

↓7% below typical

P&O Cruises

Iona • P&O Cruises

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

Dec 10, 2027 → Dec 24, 2027 • Bridgetown ↔

Lowest in 30 days $176 below typical

From $2,093

$150/night

Typical price

↓8% below typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

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

Lowest in 180 days $59 below typical ↘ Trending down

From $765

$109/night

Typical price

↓7% below typical

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