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Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$129/night

Typical price

↓7% below typical

Cunard Line

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $125 below typical

From $1,398

$117/night

Typical price

↓8% below typical

Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

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

Lowest in 180 days $70 below typical

From $903

$129/night

Typical price

↓7% below typical

Explora Journeys

Explora II • Explora Journeys

16-night Transatlantic Crossing via San Juan, Cruz Bay, Saint John & Funchal, Madeira

Mar 19, 2028 → Apr 4, 2028 • Miami → Barcelona

Lowest in 180 days $484 below typical

From $8,265

$517/night

Typical price

↓6% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Feb 6, 2027 → Feb 13, 2027 • Saint Thomas → San Juan

$698 below typical

From $5,302

$757/night

Good value

↓12% below typical

Cunard Line

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 5, 2026 → Nov 26, 2026 • Miami ↔

Lowest in 30 days $162 below typical

From $2,154

$103/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

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

Emerald Cruises

Emerald Sakara • Emerald Cruises

6-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Dec 7, 2026 → Dec 13, 2026 • San Juan → Saint Thomas

$607 below typical

From $5,867

$978/night

Typical price

↓9% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Jan 9, 2027 → Jan 16, 2027 • San Juan → Saint Thomas

$704 below typical

From $5,302

$757/night

Good value

↓12% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Mar 13, 2027 → Mar 20, 2027 • Saint Thomas → San Juan

$660 below typical

From $5,302

$757/night

Good value

↓11% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

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

$87 below typical

From $709

$101/night

Good value

↓11% below typical

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

14-night Southern Caribbean Arc via Cockburn Town, Saint-Barthélemy & Cruz Bay, Saint John

Dec 3, 2028 → Dec 17, 2028 • Miami → Colón (Panama Canal)

$1,056 below typical ↗ Trending up

From $7,061

$504/night

Good value

↓13% below typical

Cunard Line

Queen Elizabeth • Cunard Line

21-night Western Caribbean Loop via Montego Bay, Cozumel & Cruz Bay, Saint John

Nov 17, 2026 → Dec 8, 2026 • Miami ↔

$286 below typical

From $2,030

$97/night

Good value

↓12% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Apr 3, 2027 → Apr 10, 2027 • Saint Thomas → San Juan

Great balance

From $5,275

$754/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Feb 13, 2027 → Feb 20, 2027 • San Juan → Saint Thomas

$742 below typical

From $7,119

$1,017/night

Typical price

↓9% below typical

Cunard Line

Queen Elizabeth • Cunard Line

12-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Nov 5, 2026 → Nov 17, 2026 • Miami ↔

Lowest in 180 days

From $1,266

$106/night

Typical price

↓4% below typical

Royal Caribbean International

Odyssey of the Seas • Royal Caribbean International

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

Jan 2, 2028 → Jan 13, 2028 • Cape Liberty, NJ (NYC) ↔

Lowest in 180 days

From $1,470

$134/night

Typical price

↓4% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Mar 29, 2027 → Apr 5, 2027 • Miami → San Juan

$510 below typical

From $4,650

$664/night

Typical price

↓10% below typical

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Terre-de-Haut & Road Bay

Feb 12, 2027 → Feb 28, 2027 • San Juan → Miami

$975 below typical

From $10,240

$640/night

Typical price

↓9% below typical

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