Jibhop

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 5, 2026 → Nov 15, 2026 • San Juan ↔

From $5,399

$5,399 · $540/night · priced high · ↑10% above typical

$540/night

Priced high

↑10% above typical

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 15, 2026 → Nov 25, 2026 • San Juan ↔

From $4,899

$4,899 · $490/night · typical price

$490/night

Typical price

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 25, 2026 → Dec 5, 2026 • San Juan ↔

From $4,899

$4,899 · $490/night · typical price

$490/night

Typical price

Costa Fascinosa • Costa Cruises

16-night Itinerary ITSVN-ESBCN-ESAGP-ESLPA-GPPTP-SXPHI

Dec 4, 2026 → Dec 20, 2026 • Marseille → La Romana

From $2,136

$2,136 · $134/night · typical price

$134/night

Typical price

Costa Fascinosa • Costa Cruises

19-night Transatlantic Crossing via Savona, Barcelona & Philipsburg

Dec 4, 2026 → Dec 23, 2026 • Marseille → Pointe-à-Pitre

From $2,540

$2,540 · $134/night · typical price

$134/night

Typical price

Viking Sea • Viking Cruises

10-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Dec 5, 2026 → Dec 15, 2026 • San Juan ↔

From $5,399

$5,399 · $540/night · typical price

$540/night

Typical price

Seven Seas Prestige • Regent Seven Seas Cruises

10-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Saint John's

Mar 30, 2027 → Apr 9, 2027 • San Juan → Miami

From $7,168

$7,168 · $717/night · typical price

$717/night

Typical price

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

↗

From $1,401

$1,401 · $200/night · typical price

$200/night

Typical price

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Dec 1, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

↗

From $1,234

$1,234 · $112/night · typical price

$112/night

Typical price

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Philipsburg & Celebration Key

Jul 10, 2027 → Jul 18, 2027 • Port Canaveral ↔

Great balance

From $1,413

$1,413 · $177/night · typical price

$177/night

Typical price

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Princess Cays & Saint Thomas

Feb 6, 2028 → Feb 20, 2028 • Miami ↔

More sea days than typical

From $1,929

$1,929 · $138/night · typical price

$138/night

Typical price

Rhapsody of the Seas • Royal Caribbean International

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

Jul 18, 2026 → Jul 25, 2026 • San Juan ↔

$1,454 above typical ↗

From $2,443

$2,443 · $349/night · priced high · ↑147% above typical

$349/night

Priced high

↑147% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Aug 1, 2026 → Aug 8, 2026 • San Juan ↔

$1,067 above typical ↗

From $2,056

$2,056 · $294/night · priced high · ↑108% above typical

$294/night

Priced high

↑108% above typical

Emerald Princess • Princess Cruises

6-night Eastern Caribbean Loop via San Juan & Saint Thomas

Jan 14, 2028 → Jan 20, 2028 • Bridgetown ↔

$827 above typical

From $1,625

$1,625 · $271/night · priced high · ↑104% above typical

$271/night

Priced high

↑104% above typical

Emerald Princess • Princess Cruises

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

Mar 10, 2028 → Mar 17, 2028 • Bridgetown ↔

$971 above typical

From $2,024

$2,024 · $289/night · priced high · ↑92% above typical

$289/night

Priced high

↑92% above typical

Celebrity Apex • Celebrity Cruises

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

Dec 28, 2027 → Jan 4, 2028 • Port Canaveral ↔

$961 above typical

From $2,024

$2,024 · $289/night · priced high · ↑90% above typical

$289/night

Priced high

↑90% above typical

Carnival Magic • Carnival Cruise Line

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

Dec 26, 2026 → Jan 3, 2027 • Miami ↔

$523 above typical

From $1,142

$1,142 · $143/night · priced high · ↑85% above typical

$143/night

Priced high

↑85% above typical

Norwegian Bliss • Norwegian Cruise Line

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

Dec 23, 2026 → Jan 4, 2027 • New York ↔

$1,070 above typical ↗

From $2,419

$2,419 · $202/night · priced high · ↑79% above typical

$202/night

Priced high

↑79% above typical

MSC Seashore • MSC Cruises

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

Jan 15, 2028 → Jan 29, 2028 • Miami ↔

$960 above typical ↗

From $2,218

$2,218 · $158/night · priced high · ↑76% above typical

$158/night

Priced high

↑76% above typical

Crown Princess • Princess Cruises

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$791 above typical

From $1,863

$1,863 · $266/night · priced high · ↑74% above typical

$266/night

Priced high

↑74% above typical