Jibhop

Star of the Seas • Royal Caribbean International

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

Jan 24, 2027 → Jan 31, 2027 • Port Canaveral ↔

$102 below typical

From $1,371

$1,371 · $196/night · typical price · ↓7% below typical

$196/night

Typical price

↓7% below typical

Explora III

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Road Bay

Feb 19, 2027 → Feb 28, 2027 • Miami ↔

$414 below typical

From $6,040

$6,040 · $671/night · typical price · ↓6% below typical

$671/night

Typical price

↓6% below typical

Regal Princess • Princess Cruises

14-night Itinerary KNBAS-PRSJU-DOPOP-USMIA-P221398-VISTT-SXPHI

Jan 9, 2028 → Jan 23, 2028 • Miami ↔

$169 below typical

From $1,595

$1,595 · $114/night · typical price · ↓10% below typical

$114/night

Typical price

↓10% below typical

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay

Dec 4, 2027 → Dec 18, 2027 • Miami ↔

Lowest in 30 days

From $7,298

$7,298 · $521/night · typical price · ↓1% below typical

$521/night

Typical price

↓1% below typical

Emerald Kaia • Emerald Cruises

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

Nov 27, 2027 → Dec 4, 2027 • Saint John's → San Juan

$432 below typical

From $6,168

$6,168 · $881/night · typical price · ↓7% below typical

$881/night

Typical price

↓7% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Jul 26, 2027 → Aug 2, 2027 • La Romana ↔

Great balance

From $949

$949 · $136/night · good value · ↓12% below typical

$136/night

Good value

↓12% 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

MSC World Europa • MSC Cruises

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

Dec 15, 2026 → Dec 29, 2026 • Bridgetown ↔

Lowest in 180 days

From $2,291

$2,291 · $164/night · typical price · ↓4% below typical

$164/night

Typical price

↓4% below typical

MSC Seashore • MSC Cruises

14-night Eastern Caribbean Loop via Nassau, Ocean Cay & Philipsburg

Mar 5, 2028 → Mar 19, 2028 • Miami ↔

Lowest in 30 days

From $1,418

$1,418 · $101/night · typical price · ↓3% below typical

$101/night

Typical price

↓3% below typical

Seven Seas Mariner • Regent Seven Seas Cruises

14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami

From $9,561

$9,561 · $683/night · good value · ↓17% below typical

$683/night

Good value

↓17% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Nov 22, 2026 → Nov 29, 2026 • San Juan ↔

Great balance

From $653

$653 · $93/night · typical price · ↓6% below typical

$93/night

Typical price

↓6% below typical

Arvia • P&O Cruises

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

Feb 6, 2027 → Feb 20, 2027 • Antigua ↔

$176 below typical

From $2,363

$2,363 · $169/night · typical price · ↓7% below typical

$169/night

Typical price

↓7% below typical

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 13, 2027 → Nov 20, 2027 • Miami ↔

Lowest in 180 days

From $1,686

$1,686 · $241/night · typical price · ↓1% below typical

$241/night

Typical price

↓1% below typical

Carnival Pride • Carnival Cruise Line

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

Oct 31, 2027 → Nov 14, 2027 • Baltimore ↔

$103 below typical

From $1,575

$1,575 · $113/night · typical price · ↓6% below typical

$113/night

Typical price

↓6% below typical

Norwegian Prima • Norwegian Cruise Line

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

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

$120 below typical ↗

From $1,469

$1,469 · $210/night · typical price · ↓8% below typical

$210/night

Typical price

↓8% below typical

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Eastern Caribbean Loop via Kingstown, Castries & Fort-de-France

Jan 25, 2028 → Feb 4, 2028 • Bridgetown ↔

From $6,040

$6,040 · $604/night · good value · ↓16% below typical

$604/night

Good value

↓16% below typical

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

From $3,442

$3,442 · $287/night · typical price · ↓4% below typical

$287/night

Typical price

↓4% 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

Brilliant Lady • Virgin Voyages

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

Dec 14, 2027 → Dec 23, 2027 • Miami ↔

$81 below typical

From $1,080

$1,080 · $120/night · typical price · ↓7% below typical

$120/night

Typical price

↓7% below typical

Zuiderdam • Holland America

18-night ABC Islands One-Way via Half Moon Cay, Puerto Plata & Grand Turk Island

Mar 6, 2027 → Mar 24, 2027 • Miami ↔

$197 below typical ↗

From $2,284

$2,284 · $127/night · typical price · ↓8% below typical

$127/night

Typical price

↓8% below typical