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Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

10-night Eastern Caribbean Arc via Kings Wharf, Tortola & Basseterre, Saint Kitts

Nov 3, 2027 → Nov 13, 2027 • New York → San Juan

$260 above typical

From $2,009

$201/night

Priced high

↑15% above typical

Holland America

Rotterdam • Holland America

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

Feb 23, 2027 → Mar 16, 2027 • Fort Lauderdale ↔

$320 above typical

From $2,659

$127/night

Priced high

↑14% above typical

Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Dec 8, 2027 → Dec 15, 2027 • Fort-de-France ↔

From $4,525

$646/night

Ponant Cruises

Le Champlain • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Jost Van Dyke & Saint-Barthélemy

Dec 22, 2027 → Dec 29, 2027 • Fort-de-France ↔

From $4,525

$646/night

P&O Cruises

Britannia • P&O Cruises

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

Feb 6, 2027 → Feb 20, 2027 • Bridgetown ↔

$308 above typical

From $2,607

$186/night

Priced high

↑13% above typical

Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Mar 16, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

$185 above typical

From $1,584

$144/night

Priced high

↑13% above typical

Holland America

Rotterdam • Holland America

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

Feb 2, 2027 → Feb 23, 2027 • Fort Lauderdale ↔

$300 above typical

From $2,639

$126/night

Priced high

↑13% above typical

Holland America

Rotterdam • Holland America

21-night Western Caribbean Arc via Key West, Georgetown, Grand Cayman & Cozumel

Feb 13, 2027 → Mar 6, 2027 • Fort Lauderdale ↔

$260 above typical

From $2,599

$124/night

Priced high

↑11% above typical

Princess Cruises

Island Princess • Princess Cruises

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

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

$124 above typical

From $1,275

$128/night

Priced high

↑11% above typical

Explora Journeys

Explora II • Explora Journeys

7-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Bridgetown

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

$365 above typical

From $4,020

$574/night

Typical price

↑10% above typical

Holland America

Rotterdam • Holland America

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

Jan 12, 2027 → Feb 2, 2027 • Fort Lauderdale ↔

$230 above typical

From $2,569

$122/night

Typical price

↑10% above typical

Holland America

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Jan 23, 2027 → Feb 13, 2027 • Fort Lauderdale ↔

$230 above typical

From $2,569

$122/night

Typical price

↑10% above typical

Holland America

Zuiderdam • Holland America

10-night Eastern Caribbean Loop via Philipsburg, Antigua & Castries

Apr 7, 2027 → Apr 17, 2027 • Miami ↔

$115 above typical

From $1,399

$140/night

Typical price

↑9% above typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 30, 2028 → Feb 6, 2028 • San Juan ↔

$80 above typical

From $992

$142/night

Typical price

↑9% above typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 27, 2028 → Mar 5, 2028 • San Juan ↔

$80 above typical

From $992

$142/night

Typical price

↑9% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Mar 3, 2029 → Mar 10, 2029 • Bridgetown → Philipsburg

$517 above typical

From $6,487

$927/night

Typical price

↑9% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Mar 31, 2029 → Apr 7, 2029 • Bridgetown → Philipsburg

$517 above typical

From $6,487

$927/night

Typical price

↑9% above typical

Princess Cruises

Star Princess • Princess Cruises

14-night Eastern Caribbean Loop via Princess Cays, Tortola & Philipsburg

Dec 22, 2027 → Jan 5, 2028 • Port Canaveral ↔

$147 above typical

From $1,891

$135/night

Typical price

↑8% above typical

Ponant Cruises

Le Bougainville • Ponant Cruises

7-night Eastern Caribbean Loop via Antigua, Spanish Town & Saint-Barthélemy

Jan 13, 2027 → Jan 20, 2027 • Fort-de-France ↔

Great balance

From $5,539

$791/night

Azamara Cruises

Azamara Journey • Azamara Cruises

34-night Brazil Repositioning via Cruz Bay, Saint John, Saint Thomas & Philipsburg

Jan 14, 2027 → Feb 17, 2027 • Miami → Buenos Aires

From $11,189

$329/night

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