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Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Castries

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days

From $833

$119/night

Typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

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

Lowest in 180 days

From $833

$119/night

Typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days

From $833

$119/night

Typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

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

Lowest in 180 days

From $817

$117/night

Typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days

From $817

$117/night

Typical price
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

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

Lowest in 180 days

From $903

$129/night

Typical price
Princess Cruises

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 5, 2027 • San Juan ↔

$55 below typical

From $810

$116/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

Jun 12, 2027 → Jun 19, 2027 • San Juan ↔

$67 below typical

From $972

$139/night

Typical price

↓6% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Aug 8, 2026 → Aug 15, 2026 • San Juan ↔

$57 below typical ↘ Trending down

From $889

$127/night

Typical price

↓6% below typical

Silversea Cruises

Silver Dawn • Silversea Cruises

10-night Eastern Caribbean Loop via Jost Van Dyke, Basseterre, Saint Kitts & Saint-Barthélemy

Dec 11, 2027 → Dec 21, 2027 • San Juan ↔

From $5,800

$580/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Sep 5, 2026 → Sep 12, 2026 • San Juan ↔

Great balance

From $673

$96/night

Typical price

↓6% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

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

$59 below typical

From $872

$125/night

Typical price

↓6% below typical

Princess Cruises

Emerald Princess • Princess Cruises

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

Jan 9, 2028 → Jan 23, 2028 • San Juan ↔

$115 below typical

From $1,746

$125/night

Typical price

↓6% below typical

SeaDream Yacht Club

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Samana & Grand Turk Island

Mar 25, 2028 → Apr 1, 2028 • San Juan → Freeport, Grand Bahama

$313 below typical

From $5,230

$747/night

Typical price

↓6% below typical

Azamara Cruises

Azamara Journey • Azamara Cruises

7-night Southern Caribbean Arc via Spanish Town, Antigua & Saint-Pierre

Dec 5, 2026 → Dec 12, 2026 • San Juan → Bridgetown

Great balance

From $1,429

$204/night

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Jun 13, 2026 → Jun 20, 2026 • San Juan ↔

Lowest in 30 days $457 above typical

From $1,684

$241/night

Priced high

↑37% above typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Catalina Island & Ocean Cay

Nov 13, 2027 → Nov 20, 2027 • San Juan → Miami

From $4,020

$574/night

Typical price

↓5% below typical

Explora IV

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

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

From $4,020

$574/night

Typical price

↓5% below typical

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Cayo Levantado & Ocean Cay

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

Great balance

From $4,020

$574/night

Typical price

↓5% below typical

Explora IV

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

Mar 18, 2028 → Mar 25, 2028 • San Juan → Miami

Great balance

From $4,020

$574/night

Typical price

↓5% below typical

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