Jibhop

MS Europa • Hapag-Lloyd Cruises

17-night Southern Caribbean Loop via Saint-Barthélemy, Saint John's & Fort-de-France

Dec 20, 2026 → Jan 6, 2027 • Miami ↔

From $8,528

$8,528 · $502/night · good value · ↓15% below typical

$502/night

Good value

↓15% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jun 5, 2027 → Jun 12, 2027 • San Juan ↔

Lowest in 90 days

From $946

$946 · $135/night · typical price · ↓2% below typical

$135/night

Typical price

↓2% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days ↘

From $946

$946 · $135/night · typical price · ↓2% below typical

$135/night

Typical price

↓2% below typical

MSC Poesia • MSC Cruises

10-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Philipsburg

Nov 12, 2026 → Nov 22, 2026 • Miami ↔

From $798

$798 · $80/night · good value · ↓15% below typical

$80/night

Good value

↓15% below typical

Explora III

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

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

$723 below typical

From $9,040

$9,040 · $646/night · typical price · ↓7% below typical

$646/night

Typical price

↓7% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

19% below typical

From $5,743

$5,743 · $574/night · good value · ↓19% below typical

$574/night

Good value

↓19% below typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

$738 below typical

From $11,525

$11,525 · $823/night · typical price · ↓6% below typical

$823/night

Typical price

↓6% below typical

Grandeur of the Seas • Royal Caribbean International

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

Nov 6, 2027 → Nov 13, 2027 • San Juan ↔

Lowest in 180 days

From $686

$686 · $98/night · typical price · ↓2% below typical

$98/night

Typical price

↓2% below typical

MSC World Europa • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

11% below typical

From $1,961

$1,961 · $140/night · good value · ↓11% below typical

$140/night

Good value

↓11% below typical

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Jan 30, 2027 → Feb 6, 2027 • Fort-de-France ↔

Great balance

From $770

$770 · $110/night · good value · ↓19% below typical

$110/night

Good value

↓19% below typical

MSC World Europa • MSC Cruises

7-night Persian Gulf Loop via Sir Bani Yas Island & Abu Dhabi

Jan 2, 2027 → Jan 9, 2027 • Fort-de-France ↔

Great balance

From $921

$921 · $132/night · good value · ↓16% below typical

$132/night

Good value

↓16% below typical

Scarlet Lady • Virgin Voyages

8-night ABC Islands Loop via Philipsburg, Saint John's & Roseau

Dec 18, 2027 → Dec 26, 2027 • San Juan ↔

Lowest in 180 days

From $1,112

$1,112 · $139/night · typical price · ↓1% below typical

$139/night

Typical price

↓1% below typical

Explora II • Explora Journeys

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

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↓1% below typical

$574/night

Typical price

↓1% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

From $5,960

$5,960 · $596/night · good value · ↓16% below typical

$596/night

Good value

↓16% 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 ↔

Great balance

From $629

$629 · $90/night · typical price · ↓7% below typical

$90/night

Typical price

↓7% below typical

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Mar 29, 2027 → Apr 9, 2027 • Fort Lauderdale ↔

$106 below typical ↗

From $1,612

$1,612 · $147/night · typical price · ↓6% below typical

$147/night

Typical price

↓6% below typical

Oceania Vista • Oceania Cruises

12-night Miami → Charlotte Amalie, Saint Thomas → Philipsburg → Saint-Barthélemy + 5 more

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

14% below typical

From $4,749

$4,749 · $396/night · good value · ↓14% below typical

$396/night

Good value

↓14% below typical

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical

From $1,379

$1,379 · $99/night · good value · ↓17% below typical

$99/night

Good value

↓17% below typical

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

4% below typical

From $7,094

$7,094 · $788/night · typical price · ↓4% below typical

$788/night

Typical price

↓4% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Mar 25, 2028 → Apr 1, 2028 • San Juan ↔

Lowest in 180 days

From $817

$817 · $117/night · typical price

$117/night

Typical price