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P&O Cruises

Iona • P&O Cruises

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

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

Lowest in 30 days $362 above typical

From $2,161

$154/night

Priced high

↑20% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

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

Jan 25, 2028 → Feb 8, 2028 • Bridgetown ↔

Lowest in 30 days $314 above typical

From $2,092

$149/night

Priced high

↑18% above typical

P&O Cruises

Arvia • P&O Cruises

22-night Transatlantic Crossing via Antigua, Castries & Oranjestad

Mar 4, 2028 → Mar 26, 2028 • Antigua → Southampton

Lowest in 180 days $476 above typical

From $3,242

$147/night

Priced high

↑17% above typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 23, 2027 → Jan 30, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $800 above typical

From $5,598

$800/night

Priced high

↑17% above typical

MSC Cruises

MSC World Europa • MSC Cruises

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

Feb 23, 2027 → Mar 9, 2027 • Bridgetown ↔

Lowest in 180 days $339 above typical

From $2,421

$173/night

Priced high

↑16% above typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 17, 2027 → Dec 31, 2027 • Bridgetown ↔

Lowest in 30 days $379 above typical

From $2,945

$210/night

Priced high

↑15% above typical

Princess Cruises

Crown Princess • Princess Cruises

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

Jan 3, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 180 days $228 above typical

From $1,859

$133/night

Priced high

↑14% above typical

MSC Cruises

MSC Opera • MSC Cruises

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

Jan 29, 2027 → Feb 12, 2027 • Fort-de-France ↔

Lowest in 30 days $200 above typical

From $1,785

$128/night

Priced high

↑13% above typical

Carnival Cruise Line

Carnival Breeze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Ocho Rios, Frederiksted, Saint Croix & Antigua

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

Lowest in 180 days $138 above typical

From $1,324

$95/night

Priced high

↑12% above typical

Seabourn

Seabourn Ovation • Seabourn

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

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

Lowest in 30 days $899 above typical

From $10,398

$743/night

Typical price

↑9% above typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Feb 13, 2027 → Feb 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $449 above typical

From $5,198

$743/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

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Castries

Jan 16, 2028 → Jan 23, 2028 • San Juan ↔

Lowest in 180 days $64 above typical

From $793

$113/night

Typical price

↑9% 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

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

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Mar 3, 2029 → Mar 10, 2029 • Bridgetown → Philipsburg

Lowest in 180 days $453 above typical

From $6,431

$919/night

Typical price

↑8% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Mar 31, 2029 → Apr 7, 2029 • Bridgetown → Philipsburg

Lowest in 180 days $453 above typical

From $6,431

$919/night

Typical price

↑8% above typical

Virgin Voyages

Valiant Lady • Virgin Voyages

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

Mar 6, 2027 → Mar 13, 2027 • San Juan ↔

Lowest in 90 days $70 above typical

From $1,043

$149/night

Typical price

↑7% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Antigua

Feb 3, 2029 → Feb 10, 2029 • Bridgetown → Philipsburg

Lowest in 180 days $421 above typical

From $6,431

$919/night

Typical price

↑7% above typical

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