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Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Jul 26, 2026 → Aug 2, 2026 • Port Canaveral ↔

Lowest in 180 days $564 below typical ↘ Trending down

From $1,453

$208/night

Great deal

↓28% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Ocean Cay

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

$796 below typical ↗ Trending up

From $1,116

$80/night

Great deal

↓42% below typical

Carnival Cruise Line

Carnival Celebration • Carnival Cruise Line

7-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Oct 18, 2026 → Oct 25, 2026 • Miami ↔

Lowest in 30 days $171 below typical

From $478

$68/night

Great deal

↓26% below typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Oct 2, 2027 → Oct 9, 2027 • Port Canaveral ↔

Lowest in 180 days $445 below typical

From $966

$138/night

Great deal

↓32% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Saint John's & Ocean Cay

Mar 13, 2027 → Mar 27, 2027 • Miami ↔

$820 below typical ↗ Trending up

From $1,306

$93/night

Great deal

↓39% below typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Sep 18, 2027 → Sep 25, 2027 • Port Canaveral ↔

Lowest in 30 days $443 below typical

From $968

$138/night

Great deal

↓31% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Mar 7, 2027 → Mar 17, 2027 • Fort Lauderdale ↔

Lowest in 180 days $468 below typical

From $998

$100/night

Great deal

↓32% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Philipsburg, Saint John's & Ocean Cay

Jan 16, 2027 → Jan 30, 2027 • Miami ↔

$684 below typical ↗ Trending up

From $1,096

$78/night

Great deal

↓38% below typical

Disney Cruise Line

Disney Fantasy • Disney Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay

Jul 12, 2026 → Jul 22, 2026 • Port Canaveral ↔

Lowest in 180 days $788 below typical

From $3,380

$338/night

Good value

↓19% below typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Aug 29, 2026 → Sep 5, 2026 • Port Canaveral ↔

Lowest in 180 days $685 below typical

From $1,733

$248/night

Great deal

↓28% below typical

Cunard Line

Queen Elizabeth • Cunard Line

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

Oct 15, 2026 → Oct 27, 2026 • Miami ↔

Lowest in 180 days $497 below typical

From $1,066

$89/night

Great deal

↓32% below typical

Seabourn

Seabourn Quest • Seabourn

10-night Eastern Caribbean Loop via San Juan, South Friars Bay & Little Bay

Nov 13, 2027 → Nov 23, 2027 • Miami ↔

Lowest in 180 days $1,930 below typical

From $4,498

$450/night

Great deal

↓30% 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

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

Lowest in 180 days $260 below typical

From $722

$103/night

Great deal

↓26% below typical

Seabourn

Seabourn Quest • Seabourn

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

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

Lowest in 180 days $1,800 below typical

From $5,498

$393/night

Great deal

↓25% below typical

Royal Caribbean International

Icon of the Seas • Royal Caribbean International

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

Jul 18, 2026 → Jul 25, 2026 • Miami ↔

$657 below typical ↘ Trending down

From $1,426

$204/night

Great deal

↓32% below typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Sep 4, 2027 → Sep 11, 2027 • Port Canaveral ↔

Lowest in 180 days $412 below typical

From $998

$143/night

Great deal

↓29% below typical

Princess Cruises

Sun Princess • Princess Cruises

14-night Eastern Caribbean Arc via Princess Cays, San Juan & Cozumel

Dec 6, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

Lowest in 180 days $492 below typical

From $1,252

$89/night

Great deal

↓28% below typical

Seabourn

Seabourn Quest • Seabourn

11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay

Nov 23, 2027 → Dec 4, 2027 • Miami ↔

Lowest in 180 days $1,973 below typical

From $5,098

$463/night

Great deal

↓28% below typical

Cunard Line

Queen Mary 2 • Cunard Line

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

Nov 17, 2026 → Nov 28, 2026 • New York ↔

Lowest in 90 days $461 below typical

From $1,259

$114/night

Great deal

↓27% below typical

Princess Cruises

Sky Princess • Princess Cruises

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & San Juan

Dec 5, 2027 → Dec 12, 2027 • Fort Lauderdale ↔

$339 below typical

From $611

$87/night

Great deal

↓36% below typical

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