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Carnival Cruise Line

Carnival Freedom • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Mar 4, 2028 → Mar 12, 2028 • Norfolk ↔

Lowest in 30 days $149 below typical

From $699

$87/night

Good value

↓18% below typical

Princess Cruises

Sun Princess • Princess Cruises

14-night Itinerary P221398-HNRTB-MXCZM-USFLL-P221398-PRSJU-DOPOP

Jan 10, 2027 → Jan 24, 2027 • Fort Lauderdale ↔

Lowest in 30 days $278 below typical

From $1,157

$83/night

Good value

↓19% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Jan 16, 2027 → Jan 26, 2027 • Fort Lauderdale ↔

Lowest in 30 days $219 below typical

From $973

$97/night

Good value

↓18% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Mar 27, 2027 → Apr 6, 2027 • Fort Lauderdale ↔

Lowest in 30 days $323 below typical

From $1,143

$114/night

Great deal

↓22% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

$467 below typical

From $1,194

$171/night

Great deal

↓28% below typical

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔

$467 below typical

From $1,194

$171/night

Great deal

↓28% below typical

Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

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

Mar 12, 2028 → Mar 19, 2028 • Fort Lauderdale ↔

Lowest in 90 days $212 below typical

From $962

$137/night

Good value

↓18% below typical

Princess Cruises

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Nov 18, 2026 → Nov 28, 2026 • Fort Lauderdale ↔

$378 below typical

From $1,044

$104/night

Great deal

↓27% 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

Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 16, 2027 → Jan 23, 2027 • Miami ↔

Lowest in 180 days $273 below typical

From $1,344

$192/night

Good value

↓17% 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 ↔

$284 below typical

From $788

$113/night

Great deal

↓26% below typical

MSC Cruises

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Lowest in 180 days $307 below typical ↘ Trending down

From $643

$92/night

Great deal

↓32% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Apr 6, 2027 → Apr 16, 2027 • Fort Lauderdale ↔

Lowest in 30 days $313 below typical

From $1,153

$115/night

Great deal

↓21% 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

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

Royal Caribbean International

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Feb 7, 2027 → Feb 14, 2027 • Miami ↔

Lowest in 180 days $153 below typical ↘ Trending down

From $659

$94/night

Good value

↓19% below typical

MSC Cruises

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Nov 28, 2026 → Dec 5, 2026 • Miami ↔

Lowest in 180 days $131 below typical

From $568

$81/night

Good value

↓19% below typical

Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

8-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 20, 2027 → Nov 28, 2027 • Fort Lauderdale ↔

Lowest in 90 days $293 below typical

From $1,186

$148/night

Good value

↓20% below typical

MSC Cruises

MSC World Europa • MSC Cruises

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

Jan 31, 2027 → Feb 7, 2027 • Pointe-à-Pitre ↔

Lowest in 180 days $163 below typical ↘ Trending down

From $759

$108/night

Good value

↓18% below typical

Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Frederiksted, Saint Croix & San Juan

Dec 5, 2026 → Dec 13, 2026 • Miami ↔

Lowest in 30 days $240 below typical

From $952

$119/night

Great deal

↓20% below typical

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