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MSC Cruises

MSC Seashore • MSC Cruises

9-night Eastern Caribbean Arc via Ocean Cay, Philipsburg & Basseterre, Saint Kitts

Nov 5, 2027 → Nov 14, 2027 • Miami ↔

Lowest in 180 days

From $879

$98/night

Typical price

↑5% above typical

P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Castries, Curaçao & Bridgetown

Dec 25, 2027 → Jan 8, 2028 • Antigua ↔

Lowest in 30 days $135 above typical

From $2,701

$193/night

Typical price

↑5% above typical

Cunard Line

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Basseterre, Saint Kitts & Castries

Feb 27, 2028 → Mar 26, 2028 • Southampton ↔

Lowest in 180 days $243 above typical

From $4,975

$178/night

Typical price

↑5% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Feb 12, 2028 → Feb 19, 2028 • Fort-de-France ↔

Lowest in 30 days

From $1,210

$173/night

Typical price

↑5% above typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days

From $759

$108/night

Typical price

↑5% above typical

Oceania Cruises

Oceania Marina • Oceania Cruises

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

Feb 1, 2027 → Feb 13, 2027 • Miami ↔

Lowest in 90 days

From $3,899

$325/night

Typical price

↑5% above typical

P&O Cruises

Britannia • P&O Cruises

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

Jan 9, 2027 → Jan 23, 2027 • Bridgetown ↔

Lowest in 30 days

From $2,404

$172/night

Typical price

↑5% above typical

Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Lowest in 180 days

From $1,065

$152/night

Typical price

↑5% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Feb 13, 2028 → Feb 20, 2028 • Pointe-à-Pitre ↔

Lowest in 30 days

From $1,203

$172/night

Typical price

↑4% above typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Lowest in 30 days

From $751

$107/night

Typical price

↑4% above typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Jul 10, 2027 → Jul 17, 2027 • Port Canaveral ↔

Lowest in 180 days

From $1,475

$211/night

Typical price

↑4% above typical

MSC Cruises

MSC Opera • MSC Cruises

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

Feb 11, 2027 → Feb 25, 2027 • Bridgetown ↔

Lowest in 30 days

From $1,809

$129/night

Typical price

↑3% above typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 17, 2027 → Jul 24, 2027 • San Juan ↔

Lowest in 180 days

From $1,021

$146/night

Typical price

↑3% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

Lowest in 30 days

From $1,722

$123/night

Typical price

↑3% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Mar 7, 2028 → Mar 21, 2028 • Bridgetown ↔

Lowest in 30 days

From $2,182

$156/night

Typical price

↑3% above typical

Cunard Line

Queen Mary 2 • Cunard Line

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 6, 2028 → Mar 18, 2028 • New York ↔

Lowest in 30 days

From $2,458

$205/night

Typical price

↑2% above typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 180 days

From $867

$124/night

Typical price

↑2% above typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jun 5, 2027 → Jun 12, 2027 • San Juan ↔

Lowest in 30 days

From $1,008

$144/night

Typical price

↑2% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Jan 4, 2028 → Jan 15, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $1,337

$122/night

Typical price

↑2% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Jan 25, 2028 → Feb 5, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $1,337

$122/night

Typical price

↑2% above typical

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