Princess Cruises

Regal Princess • Princess Cruises

14-night Itinerary P221398-TCGDT-BSNAS-USFLL-SXPHI-PRSJU-DOPOP-TCGDT

Nov 22, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

$199 below typical
$1,450 · $104/night · good value · ↓12% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Nov 13, 2027 → Nov 27, 2027 • Bridgetown → Philipsburg

Lowest in 30 days
$10,940 · $781/night · typical price · ↓2% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 4, 2027 → Dec 11, 2027 • Fort-de-France ↔

Lowest in 30 days $66 below typical
$890 · $127/night · typical price · ↓7% below typical
P&O Cruises

Iona • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Fort-de-France

Feb 7, 2028 → Feb 21, 2028 • Basseterre, Saint Kitts ↔

Lowest in 30 days
$2,566 · $183/night · typical price · ↓2% below typical
P&O Cruises

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Saint George's & Bridgetown

Feb 12, 2028 → Feb 26, 2028 • Antigua ↔

Lowest in 30 days
$2,566 · $183/night · typical price · ↓2% 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 ↔

$58 below typical
$616 · $77/night · typical price · ↓9% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

22-night Transatlantic Crossing via Castries, Bridgetown & Kingstown

Apr 16, 2028 → May 8, 2028 • Pointe-à-Pitre → Southampton

Lowest in 30 days $128 below typical
$1,756 · $80/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

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

$58 below typical
$613 · $88/night · typical price · ↓9% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days
$8,198 · $586/night · typical price · ↓2% below typical
Princess Cruises

Star Princess • Princess Cruises

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

Mar 29, 2028 → Apr 7, 2028 • Port Canaveral ↔

$141 below typical
$1,106 · $123/night · good value · ↓11% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Spanish Town, Saint-Barthélemy & Charlestown

Dec 4, 2027 → Dec 11, 2027 • Philipsburg → Bridgetown

Lowest in 180 days
$5,665 · $809/night · typical price · ↓1% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Soufriere, Antigua & Charlestown

Apr 8, 2028 → Apr 15, 2028 • Bridgetown → Philipsburg

Lowest in 180 days
$5,943 · $849/night · typical price · ↓1% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days
$9,398 · $671/night · typical price · ↓2% below typical
Costa Cruises

Costa Fascinosa • Costa Cruises

18-night Transatlantic Crossing via Barcelona, Málaga & Philipsburg

Dec 5, 2026 → Dec 23, 2026 • Savona → Pointe-à-Pitre

Lowest in 180 days
$2,356 · $131/night · typical price · ↓2% below typical
MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Pointe-à-Pitre & Road Town, Tortola

Aug 5, 2027 → Aug 19, 2027 • Bridgetown ↔

16% below typical
$1,998 · $143/night · good value · ↓16% below typical
MSC Cruises

MSC Opera • MSC Cruises

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

Jun 14, 2027 → Jun 21, 2027 • La Romana ↔

Great balance
$749 · $107/night · good value · ↓16% below typical
MSC Cruises

MSC Opera • MSC Cruises

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

Jun 28, 2027 → Jul 5, 2027 • La Romana ↔

Great balance
$749 · $107/night · good value · ↓16% below typical
Princess Cruises

Regal Princess • Princess Cruises

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Nov 28, 2026 → Dec 6, 2026 • Fort Lauderdale ↔

$108 below typical
$834 · $104/night · good value · ↓12% below typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Feb 26, 2027 → Mar 8, 2027 • Fort Lauderdale ↔

$121 below typical
$1,358 · $136/night · typical price · ↓8% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

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

$120 below typical
$1,361 · $194/night · typical price · ↓8% below typical