Cunard Line

Queen Mary 2 • Cunard Line

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

Dec 21, 2027 → Jan 3, 2028 • New York ↔

Lowest in 180 days $144 above typical
$2,381 · $183/night · typical price · ↑6% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $80 above typical
$1,339 · $191/night · typical price · ↑6% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Southern Caribbean Loop via Philipsburg, Bridgetown & Castries

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

Lowest in 30 days $70 above typical
$1,183 · $169/night · typical price · ↑6% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Mar 19, 2028 → Mar 26, 2028 • Port Canaveral ↔

Lowest in 180 days $106 above typical
$1,797 · $257/night · typical price · ↑6% above typical
P&O Cruises

Iona • P&O Cruises

21-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau

Oct 30, 2027 → Nov 20, 2027 • Southampton → Antigua

Lowest in 30 days $151 above typical
$2,701 · $129/night · typical price · ↑6% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 15, 2028 → Jan 22, 2028 • Miami ↔

Lowest in 180 days $94 above typical
$1,708 · $244/night · typical price · ↑6% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Mar 5, 2028 → Mar 12, 2028 • Port Canaveral ↔

Lowest in 180 days $96 above typical
$1,787 · $255/night · typical price · ↑6% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Lowest in 180 days
$771 · $110/night · typical price · ↑6% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 17, 2027 → Jul 24, 2027 • San Juan ↔

Lowest in 180 days $52 above typical
$1,021 · $146/night · typical price · ↑5% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Feb 20, 2027 → Feb 27, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $245 above typical
$4,844 · $692/night · typical price · ↑5% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 11, 2029 → Jan 23, 2029 • Miami ↔

Lowest in 180 days
$6,199 · $517/night · typical price · ↑5% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Jul 4, 2027 → Jul 11, 2027 • Port Canaveral ↔

Lowest in 180 days
$2,263 · $323/night · typical price · ↑4% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days
$729 · $104/night · typical price · ↑4% above typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Mar 19, 2027 → Mar 29, 2027 • Fort Lauderdale ↔

Lowest in 90 days
$1,625 · $162/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Lowest in 30 days
$1,309 · $187/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% above typical
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 ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% 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 ↔

Lowest in 30 days
$1,359 · $194/night · typical price · ↑4% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Mar 18, 2028 → Mar 25, 2028 • Philipsburg → Bridgetown

Lowest in 180 days
$4,249 · $607/night · typical price · ↑4% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Jan 4, 2027 → Jan 16, 2027 • New York ↔

Lowest in 30 days
$1,469 · $122/night · typical price · ↑4% above typical