Jibhop

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

$833 · $119/night · typical price

$119/night

Typical price

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days

From $1,309

$1,309 · $187/night · typical price

$187/night

Typical price

Norwegian Prima • Norwegian Cruise Line

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

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

Lowest in 30 days

From $1,309

$1,309 · $187/night · typical price

$187/night

Typical price

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days

From $1,309

$1,309 · $187/night · typical price

$187/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

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

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

Lowest in 180 days

From $817

$817 · $117/night · typical price

$117/night

Typical price

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

From $903

$903 · $129/night · typical price

$129/night

Typical price

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

From $903

$903 · $129/night · typical price

$129/night

Typical price

Norwegian Prima • Norwegian Cruise Line

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

Apr 15, 2028 → Apr 22, 2028 • San Juan ↔

Lowest in 30 days

From $1,309

$1,309 · $187/night · typical price

$187/night

Typical price

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

$903 · $129/night · typical price

$129/night

Typical price

Emerald Kaia • Emerald Cruises

14-night Eastern Caribbean Arc via Jost Van Dyke, Spanish Town & Ponce

Feb 5, 2028 → Feb 19, 2028 • San Juan → Miami

From $12,801

$12,801 · $914/night · typical price · ↓5% below typical

$914/night

Typical price

↓5% below typical

Emerald Princess • Princess Cruises

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

Dec 19, 2027 → Jan 2, 2028 • San Juan ↔

8% below typical

From $1,791

$1,791 · $128/night · typical price · ↓8% below typical

$128/night

Typical price

↓8% below typical

Emerald Princess • Princess Cruises

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

Nov 28, 2027 → Dec 12, 2027 • San Juan ↔

7% below typical

From $1,616

$1,616 · $115/night · typical price · ↓7% below typical

$115/night

Typical price

↓7% below typical

Emerald Princess • Princess Cruises

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

Feb 13, 2028 → Feb 20, 2028 • San Juan ↔

Great balance

From $867

$867 · $124/night · typical price · ↓6% below typical

$124/night

Typical price

↓6% below typical

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

$5,800 · $580/night · typical price · ↓8% below typical

$580/night

Typical price

↓8% below typical

Emerald Princess • Princess Cruises

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

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

From $1,828

$1,828 · $131/night · typical price · ↓6% below typical

$131/night

Typical price

↓6% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Nov 7, 2026 → Nov 14, 2026 • San Juan ↔

↗

From $642

$642 · $92/night · typical price · ↓5% below typical

$92/night

Typical price

↓5% below typical

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

$280 below typical

From $5,273

$5,273 · $753/night · typical price · ↓5% below typical

$753/night

Typical price

↓5% below typical

Emerald Kaia • Emerald Cruises

9-night Bahamas One-Way via Ponce & Grand Turk Island

Feb 10, 2028 → Feb 19, 2028 • San Juan → Miami

From $8,369

$8,369 · $930/night · typical price · ↓3% below typical

$930/night

Typical price

↓3% below typical

Emerald Princess • Princess Cruises

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

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

4% below typical

From $1,771

$1,771 · $127/night · typical price · ↓4% below typical

$127/night

Typical price

↓4% below typical

Emerald Princess • Princess Cruises

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

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

Great balance

From $840

$840 · $120/night · typical price · ↓3% below typical

$120/night

Typical price

↓3% below typical