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Departures Itineraries
Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Jan 16, 2027 → Jan 23, 2027 • Port Canaveral ↔

Lowest in 90 days
$2,315 · $331/night · typical price · ↓3% 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

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

$65 below typical
$579 · $83/night · good value · ↓10% below typical
Cunard Line

Queen Elizabeth • Cunard Line

12-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Nov 5, 2026 → Nov 17, 2026 • Miami ↔

$122 below typical ↗
$1,106 · $92/night · typical price · ↓10% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Oct 9, 2027 → Oct 16, 2027 • San Juan ↔

Lowest in 180 days
$671 · $96/night · typical price · ↓3% below typical
Carnival Cruise Line

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Aug 7, 2027 → Aug 15, 2027 • Port Canaveral ↔

$124 below typical
$1,295 · $162/night · typical price · ↓9% below typical
Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Princess Cays & San Juan

Dec 12, 2027 → Dec 19, 2027 • Fort Lauderdale ↔

24% below typical
$721 · $103/night · great deal · ↓24% below typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 20, 2026 → Dec 27, 2026 • San Juan ↔

$80 below typical
$669 · $96/night · good value · ↓11% below typical
Carnival Cruise Line

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Sep 25, 2027 → Oct 2, 2027 • Port Canaveral ↔

$52 below typical
$567 · $81/night · typical price · ↓8% below typical
MSC Cruises

MSC Seaside • MSC Cruises

10-night Bahamas Loop via Nassau & Ocean Cay

Dec 18, 2026 → Dec 28, 2026 • Miami ↔

$808 · $81/night · good value · ↓19% below 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 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days
$757 · $108/night · typical price · ↓3% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$785 · $112/night · good value · ↓17% below typical
Virgin Voyages

Valiant Lady • Virgin Voyages

5-night Eastern Caribbean Loop: Puerto Plata & Bimini

Apr 10, 2027 → Apr 15, 2027 • San Juan → Miami

Lowest in 30 days
$677 · $135/night · typical price · ↓3% below typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night ABC Islands One-Way via Curaçao & Oranjestad

Mar 26, 2028 → Apr 2, 2028 • San Juan → Fort Lauderdale

$881 · $126/night · good value · ↓17% below typical

Explora III

7-night Itinerary TCPLS-DOPOP-DOLRM-VGJVD-BLSBH

Nov 8, 2026 → Nov 15, 2026 • Miami → San Juan

Lowest in 30 days ↘
$4,760 · $680/night · typical price · ↓2% below typical
Princess Cruises

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Dec 26, 2027 • San Juan ↔

Great balance
$792 · $113/night · good value · ↓14% below typical
Norwegian Cruise Line

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Saint Thomas & Tortola

Jan 13, 2027 → Jan 23, 2027 • Philadelphia ↔

$95 below typical
$859 · $86/night · typical price · ↓10% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 22, 2027 → Jan 29, 2027 • Bridgetown ↔

Great balance
$1,294 · $185/night · great deal · ↓22% below typical
MSC Cruises

MSC World America • MSC Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Ocean Cay

Sep 19, 2026 → Sep 26, 2026 • Miami ↔

Great balance
$585 · $84/night · good value · ↓16% below typical
Princess Cruises

Regal Princess • Princess Cruises

14-night Western Caribbean Arc via Roatán, Cozumel & Princess Cays

Jul 25, 2026 → Aug 8, 2026 • Fort Lauderdale ↔

$1,691 · $121/night · great deal · ↓21% below typical
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 ↔

$65 below typical ↘
$629 · $90/night · typical price · ↓9% below typical