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Cunard Line

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Nov 5, 2026 • Miami ↔

Lowest in 30 days $645 below typical

From $2,090

$100/night

Great deal

↓24% below typical

Princess Cruises

Caribbean Princess • Princess Cruises

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

Jul 26, 2026 → Aug 9, 2026 • Port Canaveral ↔

Lowest in 180 days $420 below typical

From $1,428

$102/night

Great deal

↓23% below typical

Cunard Line

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via Grand Turk Island, Willemstad & Cruz Bay, Saint John

Oct 27, 2026 → Nov 17, 2026 • Miami ↔

Lowest in 30 days $635 below typical

From $2,100

$100/night

Great deal

↓23% below typical

Princess Cruises

Sky Princess • Princess Cruises

8-night Eastern Caribbean Loop via Princess Cays & San Juan

Jan 10, 2027 → Jan 18, 2027 • Port Canaveral ↔

Lowest in 180 days $148 below typical

From $684

$86/night

Good value

↓18% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

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

Mar 23, 2028 → Mar 28, 2028 • Fort Lauderdale ↔

Lowest in 90 days $112 below typical

From $387

$77/night

Great deal

↓22% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

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

Apr 13, 2028 → Apr 18, 2028 • Fort Lauderdale ↔

Lowest in 90 days $112 below typical

From $387

$77/night

Great deal

↓22% below typical

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

Star Princess • Princess Cruises

14-night Western Caribbean Arc via Grand Turk Island, Princess Cays & Cozumel

Jan 23, 2027 → Feb 6, 2027 • Fort Lauderdale ↔

Lowest in 30 days $295 below typical

From $1,259

$90/night

Good value

↓19% below typical

Carnival Cruise Line

Mardi Gras • Carnival Cruise Line

7-night Bahamas Loop via Grand Turk Island & Celebration Key

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

Lowest in 30 days $144 below typical

From $616

$88/night

Good value

↓19% below typical

Princess Cruises

Star Princess • Princess Cruises

14-night Eastern Caribbean Arc via Roatán, Cozumel & Princess Cays

Dec 5, 2026 → Dec 19, 2026 • Fort Lauderdale ↔

$440 below typical

From $1,304

$93/night

Great deal

↓25% below typical

Princess Cruises

Caribbean Princess • Princess Cruises

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

Jul 26, 2026 → Aug 2, 2026 • Port Canaveral ↔

Lowest in 30 days $187 below typical

From $737

$105/night

Great deal

↓20% below typical

Virgin Voyages

Valiant Lady • Virgin Voyages

5-night Bahamas Loop via Grand Turk Island & Bimini

Aug 7, 2027 → Aug 12, 2027 • Miami ↔

Lowest in 90 days $150 below typical

From $795

$159/night

Good value

↓16% below typical

Hapag-Lloyd Cruises

MS Europa 2 • Hapag-Lloyd Cruises

14-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Dec 7, 2027 → Dec 21, 2027 • Miami ↔

Lowest in 180 days $1,715 below typical

From $9,419

$673/night

Good value

↓15% below typical

Holland America

Eurodam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island, San Juan & Cozumel

Nov 28, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$503 below typical

From $1,384

$99/night

Great deal

↓27% below typical

Royal Caribbean International

Jewel of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Grand Turk Island

Feb 14, 2028 → Feb 18, 2028 • Fort Lauderdale ↔

Lowest in 180 days $101 below typical

From $455

$114/night

Good value

↓18% below typical

Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔

$254 below typical

From $696

$99/night

Great deal

↓27% below typical

Princess Cruises

Regal Princess • Princess Cruises

14-night Itinerary P221398-TCGDT-BSNAS-USFLL-SXPHI-PRSJU-DOPOP-TCGDT

Nov 22, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

Lowest in 30 days $277 below typical

From $1,370

$98/night

Good value

↓17% below typical

Holland America

Zuiderdam • Holland America

14-night Western Caribbean Loop via Key West, Ocho Rios & Cozumel

Nov 21, 2026 → Dec 5, 2026 • Miami ↔

$499 below typical

From $1,299

$93/night

Great deal

↓28% below typical

Princess Cruises

Star Princess • Princess Cruises

14-night Eastern Caribbean Arc via Roatán, Cozumel & Princess Cays

Jan 16, 2027 → Jan 30, 2027 • Fort Lauderdale ↔

Lowest in 180 days $255 below typical

From $1,299

$93/night

Good value

↓16% below typical

Scenic Eclipse I

12-night Bahamas Repositioning via Hamilton, Grand Turk Island & Cockburn Town

Sep 28, 2027 → Oct 10, 2027 • New York → Nassau

$2,957 below typical

From $9,423

$785/night

Great deal

↓24% below typical

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