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Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Nov 7, 2026 → Nov 14, 2026 • Port Canaveral ↔

Lowest in 180 days $515 below typical

From $1,765

$252/night

Great deal

↓23% below typical

Princess Cruises

Sky Princess • Princess Cruises

8-night Eastern Caribbean Loop via Princess Cays & Grand Turk Island

Dec 13, 2026 → Dec 21, 2026 • Port Canaveral ↔

$376 below typical

From $710

$89/night

Great deal

↓35% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

Lowest in 180 days $2,201 below typical

From $6,798

$453/night

Great deal

↓24% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

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

$290 below typical ↘ Trending down

From $595

$85/night

Great deal

↓33% below typical

MSC Cruises

MSC Opera • MSC Cruises

3-night Eastern Caribbean Arc via Pointe-à-Pitre & Road Town, Tortola

Nov 12, 2027 → Nov 15, 2027 • Fort-de-France → La Romana

Lowest in 90 days $68 below typical

From $209

$70/night

Great deal

↓25% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Aug 15, 2026 → Aug 22, 2026 • Port Canaveral ↔

Lowest in 180 days $579 below typical

From $1,839

$263/night

Great deal

↓24% below typical

Royal Caribbean International

Independence of the Seas • Royal Caribbean International

9-night Eastern Caribbean Loop via Kings Wharf & Labadee

Jul 8, 2027 → Jul 17, 2027 • Cape Liberty, NJ (NYC) ↔

Lowest in 30 days $420 below typical

From $1,465

$163/night

Great deal

↓22% below typical

P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg

Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔

Lowest in 180 days $639 below typical

From $1,890

$135/night

Great deal

↓25% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 90 days $177 below typical ↘ Trending down

From $564

$81/night

Great deal

↓24% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • San Juan ↔

$297 below typical ↗ Trending up

From $689

$98/night

Great deal

↓30% 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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 90 days $153 below typical ↘ Trending down

From $560

$80/night

Great deal

↓21% below typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

Lowest in 90 days $457 below typical

From $1,390

$139/night

Great deal

↓25% below typical

Cunard Line

Queen Elizabeth • Cunard Line

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

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

Lowest in 180 days $310 below typical

From $1,013

$84/night

Great deal

↓23% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Feb 6, 2027 → Feb 13, 2027 • San Juan ↔

$212 below typical ↘ Trending down

From $567

$81/night

Great deal

↓27% below typical

Holland America

Zuiderdam • Holland America

28-night Eastern Caribbean Loop via Nassau, Ocho Rios & Cozumel

Oct 30, 2027 → Nov 27, 2027 • Miami ↔

Lowest in 30 days $1,417 below typical

From $4,179

$149/night

Great deal

↓25% below typical

Princess Cruises

Sun Princess • Princess Cruises

7-night Itinerary P221398-PRSJU-DOPOP

Dec 6, 2026 → Dec 13, 2026 • Fort Lauderdale ↔

Lowest in 30 days $206 below typical

From $666

$95/night

Great deal

↓24% below typical

Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 4, 2026 → Dec 11, 2026 • Port Canaveral ↔

$350 below typical

From $779

$111/night

Great deal

↓31% below typical

Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 11, 2026 → Dec 18, 2026 • Port Canaveral ↔

$350 below typical

From $779

$111/night

Great deal

↓31% below typical

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

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

Mar 20, 2028 → Apr 1, 2028 • Fort Lauderdale ↔

Lowest in 90 days $395 below typical

From $1,330

$111/night

Great deal

↓23% below typical

Princess Cruises

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Cozumel & Princess Cays

Jan 2, 2028 → Jan 16, 2028 • Miami ↔

Lowest in 30 days $362 below typical

From $1,403

$100/night

Great deal

↓21% below typical

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