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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

Disney Cruise Line

Disney Dream • Disney Cruise Line

7-night Eastern Caribbean Loop via Lighthouse Point, Florida & San Juan

Jan 22, 2027 → Jan 29, 2027 • Fort Lauderdale ↔

Lowest in 30 days $179 below typical

From $1,982

$283/night

Typical price

↓8% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Feb 13, 2028 → Feb 27, 2028 • San Juan ↔

Lowest in 30 days $198 below typical

From $1,753

$125/night

Good value

↓10% below typical

Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Nov 27, 2026 → Dec 4, 2026 • Port Canaveral ↔

$150 below typical

From $779

$111/night

Good value

↓16% below typical

Seabourn

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Mar 4, 2028 → Mar 18, 2028 • Philipsburg ↔

Lowest in 180 days $701 below typical

From $8,198

$586/night

Typical price

↓8% below typical

Norwegian Cruise Line

Norwegian Bliss • Norwegian Cruise Line

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

Nov 29, 2026 → Dec 11, 2026 • New York ↔

$217 below typical ↘ Trending down

From $1,179

$98/night

Good value

↓16% below typical

Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 12, 2026 • Philipsburg → Bridgetown

Lowest in 180 days $267 below typical

From $3,798

$543/night

Typical price

↓7% below typical

Oceania Cruises

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days

From $8,299

$268/night

Typical price

↓4% below typical

Oceania Cruises

Oceania Sirena • Oceania Cruises

12-night Eastern Caribbean Loop via Nassau, Puerto Plata & San Juan

Dec 10, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days $272 below typical

From $3,499

$292/night

Typical price

↓7% below typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

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

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

Lowest in 180 days $52 below typical

From $722

$103/night

Typical price

↓7% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $55 below typical

From $686

$98/night

Typical price

↓7% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

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

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

Lowest in 180 days $70 below typical

From $903

$129/night

Typical price

↓7% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

$75 below typical ↘ Trending down

From $629

$90/night

Good value

↓11% below typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

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

Mar 27, 2027 → Apr 3, 2027 • San Juan ↔

Lowest in 180 days $55 below typical ↘ Trending down

From $769

$110/night

Typical price

↓7% below typical

P&O Cruises

Iona • P&O Cruises

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

Feb 4, 2028 → Feb 18, 2028 • Bridgetown ↔

Lowest in 180 days $135 below typical

From $2,499

$179/night

Typical price

↓5% below typical

Oceania Cruises

Oceania Sonata • Oceania Cruises

17-night Itinerary DOPOP-PRSJU-VICHA-KNBAS-AGSJO-VGTOV-USMIA-MXCZM-HNRTB-BZHVY-MXCOM

Mar 1, 2028 → Mar 18, 2028 • Miami ↔

Lowest in 180 days

From $7,799

$459/night

Typical price

↓4% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

$92 below typical ↘ Trending down

From $638

$91/night

Good value

↓13% below typical

P&O Cruises

Arvia • P&O Cruises

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

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

Lowest in 180 days $162 below typical

From $2,404

$172/night

Typical price

↓6% below typical

P&O Cruises

Arvia • P&O Cruises

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

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

Lowest in 180 days $162 below typical

From $2,404

$172/night

Typical price

↓6% below typical

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