Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Dec 17, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

20% below typical
$953 · $95/night · great deal · ↓20% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Dec 5, 2026 → Dec 12, 2026 • San Juan ↔

$80 below typical
$619 · $88/night · good value · ↓12% below typical
Princess Cruises

Coral Princess • Princess Cruises

10-night Eastern Caribbean Loop via Antigua, Philipsburg & Roseau

Nov 8, 2026 → Nov 18, 2026 • Fort Lauderdale ↔

$1,094 · $109/night · great deal · ↓26% 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

Nov 29, 2026 → Dec 6, 2026 • San Juan ↔

$72 below typical
$601 · $86/night · good value · ↓11% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Mar 6, 2027 → Mar 13, 2027 • Philipsburg → Bridgetown

Lowest in 180 days
$3,909 · $558/night · typical price · ↓5% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Mar 11, 2028 → Mar 18, 2028 • Bridgetown → Philipsburg

Lowest in 180 days
$3,909 · $558/night · typical price · ↓5% below typical
Seabourn

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Rodney Bay, Little Bay & South Friars Bay

Mar 11, 2028 → Mar 25, 2028 • Bridgetown ↔

Lowest in 30 days
$7,819 · $559/night · typical price · ↓5% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Oct 24, 2026 → Oct 31, 2026 • San Juan ↔

$80 below typical
$615 · $88/night · good value · ↓11% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 6, 2026 → Dec 13, 2026 • San Juan ↔

$90 below typical
$659 · $94/night · good value · ↓12% below typical
Explora Journeys

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Philipsburg, Saint John's & Little Bay

Jan 4, 2027 → Jan 20, 2027 • San Juan → Miami

$640 below typical
$8,960 · $560/night · typical price · ↓7% 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 9, 2028 → Jan 16, 2028 • Port Canaveral ↔

Lowest in 180 days
$1,404 · $201/night · typical price · ↓4% below typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days
$1,419 · $203/night · typical price · ↓5% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Oct 23, 2027 → Oct 30, 2027 • San Juan ↔

Lowest in 180 days
$663 · $95/night · typical price · ↓4% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

20% below typical
$738 · $105/night · good value · ↓20% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

20% below typical
$738 · $105/night · good value · ↓20% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Mar 7, 2027 → Mar 14, 2027 • Port Canaveral ↔

$200 below typical
$1,491 · $213/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

Dec 12, 2027 → Dec 19, 2027 • Port Canaveral ↔

Lowest in 180 days
$1,474 · $211/night · typical price · ↓5% below typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Dec 5, 2027 → Dec 19, 2027 • San Juan ↔

20% below typical
$1,566 · $112/night · good value · ↓20% 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

Jul 24, 2027 → Jul 31, 2027 • San Juan ↔

Lowest in 180 days
$1,036 · $148/night · typical price · ↓4% 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 ↔

$66 below typical
$608 · $76/night · typical price · ↓10% below typical