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Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Feb 25, 2028 → Mar 6, 2028 • Fort Lauderdale ↔

Lowest in 30 days $159 above typical

From $1,640

$164/night

Priced high

↑11% above typical

Carnival Cruise Line

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Key West, Celebration Key & San Juan

Oct 16, 2027 → Oct 30, 2027 • Galveston ↔

Lowest in 180 days $120 above typical

From $1,405

$100/night

Typical price

↑9% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Antigua

Dec 14, 2027 → Dec 24, 2027 • Fort Lauderdale ↔

Lowest in 30 days $111 above typical

From $1,304

$130/night

Typical price

↑9% above typical

Princess Cruises

Sun Princess • Princess Cruises

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts

Dec 28, 2027 → Jan 8, 2028 • Fort Lauderdale ↔

Lowest in 30 days $123 above typical

From $1,493

$136/night

Typical price

↑9% above typical

Princess Cruises

Crown Princess • Princess Cruises

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

Feb 12, 2027 → Feb 19, 2027 • Bridgetown ↔

Lowest in 30 days $77 above typical

From $994

$142/night

Typical price

↑8% above typical

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Antigua, Road Town, Tortola & La Romana

Jan 1, 2027 → Jan 15, 2027 • Fort-de-France ↔

Lowest in 30 days $130 above typical

From $1,715

$123/night

Typical price

↑8% above typical

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

Lowest in 180 days $803 above typical

From $10,659

$627/night

Typical price

↑8% above typical

P&O Cruises

Arvia • P&O Cruises

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

Nov 13, 2027 → Nov 27, 2027 • Antigua ↔

Lowest in 30 days $175 above typical

From $2,336

$167/night

Typical price

↑8% above typical

Cunard Line

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Basseterre, Saint Kitts & Castries

Feb 27, 2028 → Mar 18, 2028 • Southampton → New York

Lowest in 180 days $248 above typical

From $3,628

$181/night

Typical price

↑7% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Willemstad

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

Lowest in 90 days $70 above typical

From $1,043

$149/night

Typical price

↑7% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Road Town, Tortola & Basseterre, Saint Kitts

Mar 13, 2027 → Mar 19, 2027 • San Juan ↔

Lowest in 90 days $60 above typical

From $894

$149/night

Typical price

↑7% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Willemstad

Apr 3, 2027 → Apr 10, 2027 • San Juan ↔

Lowest in 90 days $70 above typical

From $1,043

$149/night

Typical price

↑7% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Castries & Saint George

Feb 8, 2028 → Feb 22, 2028 • Bridgetown ↔

Lowest in 30 days $156 above typical

From $2,462

$176/night

Typical price

↑7% above typical

P&O Cruises

Arvia • P&O Cruises

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

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

Lowest in 30 days $135 above typical

From $2,296

$164/night

Typical price

↑6% above typical

Princess Cruises

Sky Princess • Princess Cruises

14-night Western Caribbean Loop via Princess Cays, Falmouth & Cozumel

Jan 9, 2028 → Jan 23, 2028 • Fort Lauderdale ↔

Lowest in 180 days $89 above typical

From $1,545

$110/night

Typical price

↑6% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 16, 2028 → Jan 23, 2028 • Pointe-à-Pitre ↔

Lowest in 30 days $54 above typical

From $943

$135/night

Typical price

↑6% above typical

P&O Cruises

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Nov 14, 2026 → Nov 28, 2026 • Bridgetown ↔

Lowest in 180 days $108 above typical

From $1,931

$138/night

Typical price

↑6% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Jan 11, 2028 → Jan 25, 2028 • Bridgetown ↔

Lowest in 30 days $104 above typical

From $1,882

$134/night

Typical price

↑6% above typical

MSC Cruises

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Saint George, Kingstown & Fort-de-France

Mar 23, 2027 → Apr 6, 2027 • Bridgetown ↔

Lowest in 180 days $127 above typical

From $2,331

$167/night

Typical price

↑6% above typical

P&O Cruises

Britannia • P&O Cruises

28-night Southern Caribbean Loop via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Jan 8, 2027 • Bridgetown ↔

Lowest in 180 days $257 above typical

From $4,999

$179/night

Typical price

↑5% above typical

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