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Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

$160 above typical

From $1,359

$194/night

Priced high

↑13% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

$160 above typical

From $1,359

$194/night

Priced high

↑13% above typical

Princess Cruises

Island Princess • Princess Cruises

12-night Southern Caribbean Loop via Oranjestad, Curaçao & Castries

Nov 30, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$164 above typical

From $1,551

$129/night

Priced high

↑12% above 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

May 15, 2027 → May 22, 2027 • San Juan ↔

$93 above typical

From $911

$130/night

Priced high

↑11% above typical

Regent Seven Seas Cruises

Seven Seas Prestige • Regent Seven Seas Cruises

9-night Eastern Caribbean Loop via Saint-Barthélemy & Basseterre, Saint Kitts

Jan 27, 2028 → Feb 5, 2028 • Miami ↔

From $7,179

$798/night

Holland America

Nieuw Amsterdam • Holland America

12-night Transatlantic Crossing via Philipsburg, Fort-de-France & Bridgetown

Nov 29, 2026 → Dec 11, 2026 • Fort Lauderdale ↔

$151 above typical

From $1,589

$132/night

Priced high

↑10% above typical

Regent Seven Seas Cruises

Seven Seas Prestige • Regent Seven Seas Cruises

15-night Southern Caribbean Loop via Tortola, Roseau & Castries

Feb 16, 2028 → Mar 2, 2028 • Miami ↔

From $11,909

$794/night

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 ↔

$119 above typical

From $1,275

$128/night

Priced high

↑10% 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

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

$110 above typical

From $1,309

$187/night

Typical price

↑9% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

$110 above typical

From $1,309

$187/night

Typical price

↑9% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Apr 1, 2028 → Apr 8, 2028 • San Juan ↔

$110 above typical

From $1,309

$187/night

Typical price

↑9% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

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

$110 above typical

From $1,309

$187/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

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Apr 11, 2027 → Apr 23, 2027 • Fort Lauderdale ↔

$132 above typical

From $1,681

$140/night

Typical price

↑9% above 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

May 1, 2027 → May 8, 2027 • San Juan ↔

$70 above typical

From $887

$127/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

Nicko Cruises

Vasco Da Gama • Nicko Cruises

35-night Transatlantic Crossing via Mindelo, Belém & Fort-de-France

Nov 12, 2026 → Dec 17, 2026 • Santa Cruz de Tenerife → Panamá, Ciudad de

$631 above typical

From $8,129

$232/night

Typical price

↑8% above typical

Explora III

16-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay

Jan 13, 2027 → Jan 29, 2027 • San Juan ↔

$940 above typical

From $12,620

$789/night

Typical price

↑8% above typical

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