Jibhop

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

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 21, 2026 → Nov 28, 2026 • Miami ↔

Lowest in 180 days

From $1,629

$1,629 · $233/night · typical price

$233/night

Typical price

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Jan 24, 2027 → Feb 7, 2027 • San Juan ↔

Lowest in 180 days

From $1,576

$1,576 · $113/night · typical price · ↓3% below typical

$113/night

Typical price

↓3% below typical

Carnival Pride • Carnival Cruise Line

12-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Bridgetown

Nov 28, 2027 → Dec 10, 2027 • Baltimore ↔

$80 below typical

From $1,410

$1,410 · $118/night · typical price · ↓5% below typical

$118/night

Typical price

↓5% below typical

Carnival Venezia • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Oct 18, 2026 → Nov 1, 2026 • Port Canaveral ↔

$77 below typical

From $1,117

$1,117 · $80/night · typical price · ↓6% below typical

$80/night

Typical price

↓6% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Sep 17, 2027 → Sep 24, 2027 • Fort-de-France ↔

Great balance

From $629

$629 · $90/night · good value · ↓11% below typical

$90/night

Good value

↓11% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Pointe-à-Pitre, Road Town, Tortola & La Romana

Oct 1, 2027 → Oct 8, 2027 • Fort-de-France ↔

Great balance

From $629

$629 · $90/night · good value · ↓11% below typical

$90/night

Good value

↓11% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Feb 26, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days

From $1,032

$1,032 · $129/night · typical price

$129/night

Typical price

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Jan 29, 2028 → Feb 6, 2028 • Miami ↔

Lowest in 180 days

From $952

$952 · $119/night · typical price

$119/night

Typical price

Sun Princess • Princess Cruises

7-night Bahamas Loop via Princess Cays & Saint Thomas

Dec 11, 2027 → Dec 18, 2027 • Fort Lauderdale ↔

Lowest in 90 days

From $847

$847 · $121/night · typical price · ↓3% below typical

$121/night

Typical price

↓3% below typical

Celebrity Ascent • Celebrity Cruises

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

Apr 9, 2027 → Apr 19, 2027 • Fort Lauderdale ↔

$133 below typical

From $1,717

$1,717 · $172/night · typical price · ↓7% below typical

$172/night

Typical price

↓7% below typical

MSC Opera • MSC Cruises

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

Dec 13, 2027 → Dec 20, 2027 • La Romana ↔

Great balance

From $729

$729 · $104/night · good value · ↓12% below typical

$104/night

Good value

↓12% 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

Seabourn Ovation • Seabourn

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

Mar 13, 2027 → Mar 27, 2027 • Bridgetown ↔

Lowest in 30 days ↘

From $8,698

$8,698 · $621/night · typical price

$621/night

Typical price

Celebrity Apex • Celebrity Cruises

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

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

Lowest in 180 days $936 above typical

From $1,999

$1,999 · $286/night · priced high · ↑88% above typical

$286/night

Priced high

↑88% above typical

Star of the Seas • Royal Caribbean International

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

Dec 26, 2027 → Jan 2, 2028 • Port Canaveral ↔

Lowest in 30 days $1,317 above typical

From $2,897

$2,897 · $414/night · priced high · ↑83% above typical

$414/night

Priced high

↑83% above typical

Carnival Magic • Carnival Cruise Line

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

Dec 26, 2027 → Jan 3, 2028 • Miami ↔

Lowest in 180 days $465 above typical

From $1,084

$1,084 · $136/night · priced high · ↑75% above typical

$136/night

Priced high

↑75% above typical

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Lowest in 180 days $693 above typical

From $1,673

$1,673 · $239/night · priced high · ↑71% above typical

$239/night

Priced high

↑71% above typical