Jibhop

Norwegian Bliss • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Puerto Plata, San Juan & Philipsburg

Jan 3, 2028 → Jan 15, 2028 • New York ↔

Lowest in 30 days

From $1,399

$1,399 · $117/night · typical price · ↓1% below typical

$117/night

Typical price

↓1% below typical

Crown Princess • Princess Cruises

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

Feb 14, 2027 → Feb 28, 2027 • San Juan ↔

More sea days than typical

From $1,559

$1,559 · $111/night · good value · ↓18% below typical

$111/night

Good value

↓18% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Nov 20, 2026 → Dec 4, 2026 • Bridgetown ↔

11% below typical

From $1,931

$1,931 · $138/night · good value · ↓11% below typical

$138/night

Good value

↓11% below typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Little Bay

Dec 10, 2026 → Dec 20, 2026 • Miami → San Juan

From $6,300

$6,300 · $630/night · good value · ↓13% below typical

$630/night

Good value

↓13% below typical

Emerald Princess • Princess Cruises

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

Feb 6, 2028 → Feb 20, 2028 • San Juan ↔

13% below typical

From $1,691

$1,691 · $121/night · good value · ↓13% below typical

$121/night

Good value

↓13% below typical

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Grand Turk Island, Puerto Plata & San Juan

Mar 17, 2027 → Mar 27, 2027 • Fort Lauderdale ↔

From $1,351

$1,351 · $135/night · good value · ↓19% below typical

$135/night

Good value

↓19% below typical

Rhapsody of the Seas • Royal Caribbean International

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

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 180 days

From $837

$837 · $120/night · typical price · ↓1% below typical

$120/night

Typical price

↓1% below typical

Regal Princess • Princess Cruises

14-night Eastern Caribbean Loop via Cozumel & Princess Cays

Jan 2, 2028 → Jan 16, 2028 • Miami ↔

16% below typical

From $1,478

$1,478 · $106/night · good value · ↓16% below typical

$106/night

Good value

↓16% 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

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 15, 2027 → Jan 29, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 16, 2027 → Jan 30, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 30, 2027 → Feb 13, 2027 • Bridgetown ↔

9% below typical

From $2,269

$2,269 · $162/night · typical price · ↓9% below typical

$162/night

Typical price

↓9% 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 · ↓1% below typical

$98/night

Typical price

↓1% 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

Zuiderdam • Holland America

10-night Eastern Caribbean Loop via Philipsburg, Antigua & Castries

Apr 7, 2027 → Apr 17, 2027 • Miami ↔

Lowest in 30 days

From $1,399

$1,399 · $140/night · typical price · ↓1% below typical

$140/night

Typical price

↓1% below typical

Iona • P&O Cruises

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

Feb 4, 2028 → Feb 18, 2028 • Bridgetown ↔

9% below typical

From $2,336

$2,336 · $167/night · typical price · ↓9% below typical

$167/night

Typical price

↓9% below typical

Iona • P&O Cruises

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

Feb 5, 2028 → Feb 19, 2028 • Bridgetown ↔

9% below typical

From $2,336

$2,336 · $167/night · typical price · ↓9% below typical

$167/night

Typical price

↓9% below typical

Iona • P&O Cruises

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

Jan 8, 2028 → Jan 22, 2028 • Bridgetown ↔

6% below typical

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Iona • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

Jan 29, 2028 → Feb 12, 2028 • Antigua ↔

6% below typical

From $2,431

$2,431 · $174/night · typical price · ↓6% below typical

$174/night

Typical price

↓6% below typical

Enchanted Princess • Princess Cruises

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

Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔

12% below typical

From $1,055

$1,055 · $106/night · good value · ↓12% below typical

$106/night

Good value

↓12% below typical