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Oceania Cruises

Oceania Sonata • Oceania Cruises

29-night Southern Caribbean Arc via Oranjestad, Willemstad & Panama Canal

Dec 6, 2027 → Jan 4, 2028 • Miami → Los Angeles

Lowest in 30 days

From $13,699

$472/night

Typical price

↓4% below typical

P&O Cruises

Iona • P&O Cruises

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

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

Lowest in 180 days $143 below typical

From $2,431

$174/night

Typical price

↓6% 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 7, 2027 → Aug 14, 2027 • San Juan ↔

Lowest in 180 days $96 below typical

From $887

$127/night

Typical price

↓10% below typical

P&O Cruises

Iona • P&O Cruises

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

Feb 5, 2028 → Feb 19, 2028 • Bridgetown ↔

Lowest in 180 days $203 below typical

From $2,431

$174/night

Typical price

↓8% below typical

P&O Cruises

Iona • P&O Cruises

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

Feb 18, 2028 → Mar 3, 2028 • Bridgetown ↔

Lowest in 180 days $203 below typical

From $2,431

$174/night

Typical price

↓8% below typical

P&O Cruises

Iona • P&O Cruises

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

Feb 19, 2028 → Mar 4, 2028 • Bridgetown ↔

Lowest in 180 days $203 below typical

From $2,431

$174/night

Typical price

↓8% below typical

Holland America

Rotterdam • Holland America

21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel

Oct 31, 2026 → Nov 21, 2026 • Fort Lauderdale ↔

$507 below typical

From $2,164

$103/night

Good value

↓19% below typical

Holland America

Rotterdam • Holland America

21-night Western Caribbean Arc via Philipsburg, Antigua & Cozumel

Nov 10, 2026 → Dec 1, 2026 • Fort Lauderdale ↔

$507 below typical

From $2,164

$103/night

Good value

↓19% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Tortola, Bridgetown & Castries

Nov 27, 2027 → Dec 4, 2027 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$109/night

Typical price

↓8% below typical

Cunard Line

Queen Mary 2 • Cunard Line

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

Dec 14, 2027 → Jan 3, 2028 • Southampton → New York

Lowest in 180 days $339 below typical

From $3,175

$159/night

Typical price

↓10% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

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

Jan 15, 2028 → Jan 25, 2028 • Fort Lauderdale ↔

Lowest in 30 days $109 below typical

From $1,084

$108/night

Typical price

↓9% below typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Mar 17, 2028 → Mar 27, 2028 • Fort Lauderdale ↔

Lowest in 90 days $125 below typical

From $1,440

$144/night

Typical price

↓8% below typical

Princess Cruises

Island Princess • Princess Cruises

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

Nov 15, 2027 → Nov 29, 2027 • Fort Lauderdale ↔

$246 below typical

From $1,372

$98/night

Good value

↓15% below typical

Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Nov 12, 2027 → Nov 22, 2027 • Fort Lauderdale ↔

$315 below typical

From $1,533

$153/night

Good value

↓17% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Feb 27, 2027 → Mar 13, 2027 • Bridgetown ↔

Lowest in 180 days $801 below typical

From $8,698

$621/night

Typical price

↓8% below typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

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

Mar 13, 2027 → Mar 20, 2027 • San Juan ↔

Lowest in 180 days $77 below typical

From $797

$114/night

Typical price

↓9% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Oranjestad & Castries

Jan 22, 2028 → Jan 29, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$109/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Seabourn

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 30 days $798 below typical

From $8,798

$628/night

Typical price

↓8% below typical

Cunard Line

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via New York, Road Town, Tortola & Philipsburg

Dec 12, 2026 → Jan 2, 2027 • Southampton → New York

Lowest in 180 days $320 below typical

From $3,370

$160/night

Typical price

↓9% below typical

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