Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Nov 28, 2027 → Dec 10, 2027 • New York ↔

Lowest in 30 days $214 below typical
$1,259 · $105/night · good value · ↓14% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

$129 below typical
$516 · $74/night · great deal · ↓20% below typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Apr 9, 2027 → Apr 19, 2027 • Fort Lauderdale ↔

Lowest in 30 days $268 below typical
$1,591 · $159/night · good value · ↓14% below typical
Carnival Cruise Line

Carnival Conquest • Carnival Cruise Line

11-night Eastern Caribbean Loop via Saint Thomas, Castries & Celebration Key

Nov 29, 2027 → Dec 10, 2027 • Miami ↔

Lowest in 180 days $120 below typical
$830 · $75/night · good value · ↓13% below typical
Seabourn

Seabourn Ovation • Seabourn

10-night Eastern Caribbean Arc via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $640 below typical
$4,929 · $493/night · good value · ↓11% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 19, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $520 below typical
$4,079 · $583/night · good value · ↓11% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Feb 19, 2028 → Feb 26, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $520 below typical
$4,079 · $583/night · good value · ↓11% below typical
Seabourn

Seabourn Ovation • Seabourn

11-night Eastern Caribbean Arc via Tortola, Road Bay & South Friars Bay

Dec 28, 2027 → Jan 8, 2028 • Philipsburg → Bridgetown

Lowest in 180 days $686 below typical
$5,439 · $494/night · good value · ↓11% below typical
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 21, 2026 → Nov 28, 2026 • Miami ↔

Lowest in 180 days $178 below typical
$1,429 · $204/night · good value · ↓11% below typical
Cunard Line

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 5, 2026 → Nov 26, 2026 • Miami ↔

Lowest in 30 days $266 below typical
$1,884 · $90/night · good value · ↓12% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Jan 10, 2027 → Jan 17, 2027 • Port Canaveral ↔

Lowest in 180 days $166 below typical
$1,304 · $186/night · good value · ↓11% below typical
Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

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

Nov 8, 2026 → Nov 15, 2026 • Miami ↔

$252 below typical
$1,021 · $146/night · good value · ↓20% below typical
Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Dec 10, 2027 → Dec 22, 2027 • New York ↔

Lowest in 180 days $170 below typical
$1,249 · $104/night · good value · ↓12% below 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

Jun 26, 2027 → Jul 3, 2027 • San Juan ↔

Lowest in 180 days $109 below typical
$896 · $128/night · good value · ↓11% below typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Dec 4, 2026 → Dec 14, 2026 • Fort Lauderdale ↔

$248 below typical
$1,228 · $123/night · good value · ↓17% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 4, 2027 • Bridgetown → Philipsburg

Lowest in 90 days $460 below typical
$3,739 · $534/night · good value · ↓11% below typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Oct 31, 2026 → Nov 8, 2026 • Miami ↔

$106 below typical
$568 · $71/night · good value · ↓16% below typical
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 13, 2027 → Feb 20, 2027 • Miami ↔

Lowest in 180 days $140 below typical
$1,474 · $211/night · typical price · ↓9% below typical

Explora III

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

Jan 13, 2027 → Jan 21, 2027 • San Juan → Miami

Lowest in 90 days $457 below typical
$5,440 · $680/night · typical price · ↓8% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Dec 4, 2027 → Dec 11, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $329 below typical
$3,569 · $510/night · typical price · ↓8% below typical