Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

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

$70 below typical
$628 · $90/night · good value · ↓10% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days
$946 · $135/night · typical price · ↓2% below typical

Explora III

8-night Eastern Caribbean Arc via Ocho Rios, Catalina Island & Jost Van Dyke

Dec 20, 2026 → Dec 28, 2026 • Miami → San Juan

$339 below typical
$5,240 · $655/night · typical price · ↓6% below typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Philipsburg, Saint Thomas & Tortola

Dec 23, 2026 → Jan 3, 2027 • Philadelphia ↔

Lowest in 30 days $390 above typical
$1,439 · $131/night · priced high · ↑37% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Bridgetown

Nov 15, 2026 → Nov 22, 2026 • San Juan ↔

Lowest in 30 days $470 above typical
$1,749 · $250/night · priced high · ↑37% above typical
Seabourn

Seabourn Ovation • Seabourn

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

Dec 26, 2026 → Jan 2, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $606 above typical
$4,504 · $643/night · priced high · ↑16% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Lowest in 90 days $190 above typical
$1,499 · $214/night · priced high · ↑15% above typical
Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 90 days $575 above typical
$4,674 · $668/night · priced high · ↑14% above typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Feb 1, 2027 → Feb 13, 2027 • New York ↔

Lowest in 30 days $150 above typical
$1,569 · $131/night · priced high · ↑11% 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
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
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
Seabourn

Seabourn Ovation • Seabourn

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

Jan 16, 2027 → Jan 23, 2027 • Philipsburg → Bridgetown

Lowest in 180 days
$4,759 · $680/night · typical price · ↑3% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 23, 2027 → Jan 30, 2027 • Bridgetown → Philipsburg

Lowest in 180 days
$4,759 · $680/night · typical price · ↑3% above typical
Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

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

Mar 14, 2027 → Mar 21, 2027 • Miami ↔

Lowest in 180 days
$1,124 · $161/night · typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

$619 · $88/night · typical price · ↓4% below typical
P&O Cruises

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

$4,593 · $164/night · typical price · ↓2% below typical

Explora III

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

Feb 5, 2027 → Feb 19, 2027 • Miami ↔

$9,900 · $707/night · typical price · ↓3% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

$1,890 · $135/night · typical price · ↑5% above typical
P&O Cruises

Britannia • P&O Cruises

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

Jan 8, 2027 → Jan 22, 2027 • Bridgetown ↔

$2,336 · $167/night · typical price · ↑2% above typical