Jibhop

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Jan 29, 2028 → Feb 5, 2028 • Saint John's → San Juan

Great balance

From $6,484

$6,484 · $926/night · typical price · ↓2% below typical

$926/night

Typical price

↓2% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Dec 11, 2027 → Dec 19, 2027 • Port Canaveral ↔

Great balance

From $917

$917 · $115/night · typical price · ↓3% below typical

$115/night

Typical price

↓3% below typical

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Philipsburg, Saint John's & Little Bay

Jan 4, 2027 → Jan 20, 2027 • San Juan → Miami

From $9,410

$9,410 · $588/night · typical price · ↓2% below typical

$588/night

Typical price

↓2% below typical

Zuiderdam • Holland America

7-night Eastern Caribbean Loop: Grand Turk Island & San Juan

Dec 4, 2027 → Dec 11, 2027 • Miami ↔

3% below typical

From $914

$914 · $131/night · typical price · ↓3% below typical

$131/night

Typical price

↓3% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

↗

From $9,520

$9,520 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

Explora III

14-night Eastern Caribbean Loop via Road Bay, Saint John's & Cruz Bay, Saint John

Nov 15, 2026 → Nov 29, 2026 • San Juan ↔

↗

From $9,520

$9,520 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Mar 6, 2027 → Mar 14, 2027 • Miami ↔

Great balance

From $657

$657 · $82/night · typical price · ↓3% below typical

$82/night

Typical price

↓3% below typical

Vision of the Seas • Royal Caribbean International

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

Mar 21, 2027 → Mar 28, 2027 • San Juan ↔

↗

From $655

$655 · $94/night · typical price · ↓3% below typical

$94/night

Typical price

↓3% below typical

Carnival Vista • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Dec 4, 2027 → Dec 11, 2027 • Port Canaveral ↔

Great balance

From $557

$557 · $80/night · typical price · ↓2% below typical

$80/night

Typical price

↓2% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Philipsburg & Celebration Key

Oct 30, 2027 → Nov 7, 2027 • Port Canaveral ↔

Great balance

From $956

$956 · $120/night · typical price · ↓2% below typical

$120/night

Typical price

↓2% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Puerto Plata & Celebration Key

Nov 13, 2027 → Nov 21, 2027 • Port Canaveral ↔

Great balance

From $956

$956 · $120/night · typical price · ↓2% below typical

$120/night

Typical price

↓2% below typical

Celebrity Constellation • Celebrity Cruises

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

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

↗

From $736

$736 · $105/night · typical price · ↓2% below typical

$105/night

Typical price

↓2% below typical

Vision of the Seas • Royal Caribbean International

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

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

↗

From $659

$659 · $94/night · typical price · ↓2% below typical

$94/night

Typical price

↓2% below typical

Norwegian Pearl • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Castries

Jan 3, 2028 → Jan 15, 2028 • Philadelphia ↔

From $1,119

$1,119 · $93/night · typical price · ↓2% below typical

$93/night

Typical price

↓2% below typical

Explora I • Explora Journeys

16-night Eastern Caribbean Arc via Ocho Rios, Puerto Santo Tomás de Castilla & Roatán

Jan 20, 2027 → Feb 5, 2027 • Miami → San Juan

From $9,480

$9,480 · $593/night · typical price · ↓1% below typical

$593/night

Typical price

↓1% below typical

Carnival Vista • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Dec 18, 2026 → Dec 26, 2026 • Port Canaveral ↔

Great balance

From $926

$926 · $116/night · typical price · ↓2% below typical

$116/night

Typical price

↓2% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Nov 21, 2026 → Nov 28, 2026 • San Juan ↔

↗

From $659

$659 · $94/night · typical price · ↓2% below typical

$94/night

Typical price

↓2% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Sep 12, 2026 → Sep 19, 2026 • San Juan ↔

Great balance

From $678

$678 · $97/night · typical price · ↓2% below typical

$97/night

Typical price

↓2% below typical

Emerald Kaia • Emerald Cruises

9-night Eastern Caribbean Arc: Saint-John, Ponce & Grand Turk Island

Feb 20, 2029 → Mar 1, 2029 • San Juan → Miami

1% below typical

From $8,536

$8,536 · $948/night · typical price · ↓1% below typical

$948/night

Typical price

↓1% below typical

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Salinas & Jost Van Dyke

Mar 10, 2029 → Mar 17, 2029 • San Juan ↔

2% below typical

From $4,892

$4,892 · $699/night · typical price · ↓2% below typical

$699/night

Typical price

↓2% below typical