Explora III

8-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's

Jan 5, 2027 → Jan 13, 2027 • Miami → San Juan

Lowest in 30 days $393 above typical
$6,290 · $786/night · typical price · ↑7% above typical
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

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Dec 16, 2028 → Jan 7, 2029 • Miami ↔

Lowest in 180 days $572 above typical
$9,999 · $455/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
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
Oceania Cruises

Oceania Sonata • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Mar 1, 2028 → Mar 11, 2028 • Miami ↔

Lowest in 180 days
$4,799 · $480/night · typical price · ↑5% 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
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
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Mar 12, 2028 → Mar 19, 2028 • San Juan ↔

Lowest in 180 days
$824 · $118/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
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Jan 15, 2028 → Jan 26, 2028 • New York ↔

Lowest in 30 days
$1,339 · $122/night · typical price · ↑3% above typical

Explora III

7-night Eastern Caribbean Arc via Philipsburg & Cruz Bay, Saint John

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

Lowest in 30 days
$5,270 · $753/night · typical price · ↑3% above typical
Oceania Cruises

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Oranjestad, Willemstad & Kingstown

Feb 1, 2027 → Feb 13, 2027 • Miami ↔

Lowest in 30 days
$3,999 · $333/night · typical price · ↑3% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

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

Lowest in 180 days
$811 · $116/night · typical price · ↑2% 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

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$792 · $113/night · typical price · ↑2% above typical