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Departures Itineraries
Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔

$443 below typical
$5,763 · $823/night · typical price · ↓7% 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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

$81 below typical ↘
$563 · $80/night · good value · ↓13% below typical
Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

8-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 20, 2027 → Nov 28, 2027 • Fort Lauderdale ↔

$194 below typical
$1,261 · $158/night · good value · ↓13% below typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Kingstown

Dec 9, 2027 → Dec 23, 2027 • Miami ↔

Lowest in 180 days $107 below typical
$1,587 · $113/night · typical price · ↓6% 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

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

$80 below typical
$564 · $81/night · good value · ↓12% below typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

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

Oct 3, 2026 → Oct 11, 2026 • Miami ↔

$77 below typical
$597 · $75/night · good value · ↓11% below typical
MSC Cruises

MSC Opera • MSC Cruises

14-night Transatlantic Crossing: Tangier, Antigua & Philipsburg

Nov 2, 2026 → Nov 16, 2026 • Barcelona → La Romana

$932 · $67/night · great deal · ↓28% below typical
Oceania Cruises

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days
$8,299 · $268/night · typical price · ↓3% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Apr 2, 2028 → Apr 9, 2028 • Port Canaveral ↔

Lowest in 180 days $94 below typical
$1,517 · $217/night · typical price · ↓6% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Aug 9, 2027 → Aug 16, 2027 • La Romana ↔

Great balance
$879 · $126/night · great deal · ↓26% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days $53 below typical
$916 · $131/night · typical price · ↓5% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

Great balance
$1,194 · $171/night · great deal · ↓28% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔

Great balance
$1,194 · $171/night · great deal · ↓28% below typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Feb 19, 2028 → Mar 1, 2028 • Miami ↔

Lowest in 180 days
$5,299 · $482/night · typical price · ↓2% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

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

Great balance
$788 · $113/night · great deal · ↓26% below typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France

Dec 12, 2027 → Dec 26, 2027 • San Juan ↔

$1,516 · $108/night · great deal · ↓22% 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 ↔

$163 below typical ↘
$1,444 · $206/night · good value · ↓10% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 21, 2028 → Feb 4, 2028 • Bridgetown ↔

11% below typical
$2,296 · $164/night · good value · ↓11% below typical
Disney Cruise Line

Disney Fantasy • Disney Cruise Line

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

Jul 11, 2027 → Jul 21, 2027 • Port Canaveral ↔

Lowest in 180 days
$4,049 · $405/night · typical price · ↓3% below typical
Royal Caribbean International

Allure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

Aug 22, 2026 → Aug 30, 2026 • Fort Lauderdale ↔

$147 below typical ↗
$1,157 · $145/night · good value · ↓11% below typical