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Princess Cruises

Regal Princess • Princess Cruises

8-night Itinerary DOPOP-PRSJU-SXPHI-VGTOV

Nov 27, 2027 → Dec 5, 2027 • Miami ↔

Great balance

From $982

$123/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Jan 6, 2029 → Jan 20, 2029 • Bridgetown → Philipsburg

From $12,522

$894/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Jan 20, 2029 → Feb 3, 2029 • Philipsburg → Bridgetown

From $12,522

$894/night

Typical price

↑4% above typical

P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Tortola, Philipsburg & Roseau

Jan 31, 2028 → Feb 14, 2028 • Basseterre, Saint Kitts ↔

From $2,607

$186/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Loop via Philipsburg, Saint John's & South Friars Bay

Dec 27, 2027 → Jan 3, 2028 • San Juan ↔

From $6,656

$951/night

Typical price

↑4% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Jan 1, 2028 → Jan 8, 2028 • San Juan ↔

Great balance

From $1,309

$187/night

Typical price

↑4% above typical

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Great balance

From $1,309

$187/night

Typical price

↑4% above typical

P&O Cruises

Iona • P&O Cruises

21-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Roseau

Oct 30, 2027 → Nov 20, 2027 • Southampton → Antigua

From $2,634

$125/night

Typical price

↑4% above typical

MSC Cruises

MSC Seashore • MSC Cruises

14-night Eastern Caribbean Loop via Ocean Cay, Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 14, 2027 → Nov 28, 2027 • Miami ↔

↗ Trending up

From $1,348

$96/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Mar 11, 2028 → Mar 18, 2028 • Philipsburg → Bridgetown

Great balance

From $6,205

$886/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Mar 18, 2028 → Mar 25, 2028 • Bridgetown → Philipsburg

Great balance

From $6,205

$886/night

Typical price

↑4% above typical

Holland America

Zuiderdam • Holland America

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

Apr 7, 2027 → Apr 17, 2027 • Miami ↔

From $1,399

$140/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 4, 2028 → Mar 11, 2028 • Philipsburg ↔

Great balance

From $6,318

$903/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 25, 2028 → Apr 1, 2028 • Philipsburg ↔

Great balance

From $6,318

$903/night

Typical price

↑4% above typical

Holland America

Rotterdam • Holland America

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

Jan 2, 2027 → Jan 23, 2027 • Fort Lauderdale ↔

More sea days than typical

From $2,424

$115/night

Typical price

↑4% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 12, 2028 → Feb 19, 2028 • Philipsburg → Bridgetown

Great balance

From $6,205

$886/night

Typical price

↑3% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 26, 2028 → Mar 4, 2028 • Bridgetown → Philipsburg

Great balance

From $6,205

$886/night

Typical price

↑3% above typical

Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 27, 2028 → Mar 12, 2028 • San Juan ↔

From $2,016

$144/night

Typical price

↑3% above typical

Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Nov 8, 2027 → Nov 20, 2027 • New York ↔

From $1,449

$121/night

Typical price

↑3% above typical

Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

↗ Trending up

From $1,457

$208/night

Typical price

↑3% above typical

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