Jibhop

Carnival Venezia • Carnival Cruise Line

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

Feb 21, 2027 → Mar 7, 2027 • Port Canaveral ↔

Lowest in 180 days $66 below typical

From $1,079

$1,079 · $77/night · typical price · ↓6% below typical

$77/night

Typical price

↓6% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 16, 2027 → Oct 23, 2027 • San Juan ↔

Lowest in 180 days $57 below typical

From $761

$761 · $109/night · typical price · ↓7% below typical

$109/night

Typical price

↓7% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Basseterre, Saint Kitts

Feb 22, 2027 → Mar 4, 2027 • Miami ↔

Lowest in 30 days $99 below typical

From $1,191

$1,191 · $119/night · typical price · ↓8% below typical

$119/night

Typical price

↓8% below typical

Star of the Seas • Royal Caribbean International

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

Mar 7, 2027 → Mar 14, 2027 • Port Canaveral ↔

$270 below typical

From $1,491

$1,491 · $213/night · good value · ↓15% below typical

$213/night

Good value

↓15% below typical

Crown Princess • Princess Cruises

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

Mar 7, 2027 → Mar 21, 2027 • San Juan ↔

$407 below typical

From $1,619

$1,619 · $116/night · great deal · ↓20% below typical

$116/night

Great deal

↓20% below typical

MSC Opera • MSC Cruises

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

Aug 20, 2027 → Aug 27, 2027 • Fort-de-France ↔

Great balance

From $799

$799 · $114/night · great deal · ↓33% below typical

$114/night

Great deal

↓33% below typical

Grandeur of the Seas • Royal Caribbean International

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

Jul 31, 2027 → Aug 7, 2027 • San Juan ↔

Lowest in 30 days $73 below typical

From $916

$916 · $131/night · typical price · ↓7% below typical

$131/night

Typical price

↓7% below typical

Grandeur of the Seas • Royal Caribbean International

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

Oct 9, 2027 → Oct 16, 2027 • San Juan ↔

Lowest in 180 days $55 below typical

From $671

$671 · $96/night · typical price · ↓8% below typical

$96/night

Typical price

↓8% below typical

Celebrity Xcel • Celebrity Cruises

8-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 20, 2027 → Nov 28, 2027 • Fort Lauderdale ↔

$216 below typical

From $1,261

$1,261 · $158/night · good value · ↓15% below typical

$158/night

Good value

↓15% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jan 2, 2027 → Jan 9, 2027 • Miami ↔

Lowest in 180 days $103 below typical ↘

From $1,514

$1,514 · $216/night · typical price · ↓6% below typical

$216/night

Typical price

↓6% 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 ↔

Lowest in 30 days $106 below typical

From $1,572

$1,572 · $112/night · typical price · ↓6% below typical

$112/night

Typical price

↓6% below typical

MSC World Europa • MSC Cruises

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

Mar 13, 2027 → Mar 20, 2027 • Fort-de-France ↔

Great balance

From $869

$869 · $124/night · great deal · ↓21% below typical

$124/night

Great deal

↓21% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Philipsburg & Celebration Key

Nov 27, 2027 → Dec 5, 2027 • Port Canaveral ↔

Lowest in 30 days $69 below typical

From $910

$910 · $114/night · typical price · ↓7% below typical

$114/night

Typical price

↓7% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Rodney Bay, Little Bay & South Friars Bay

Nov 28, 2026 → Dec 5, 2026 • Bridgetown → Philipsburg

Lowest in 180 days $302 below typical

From $3,898

$3,898 · $557/night · typical price · ↓7% below typical

$557/night

Typical price

↓7% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

$91 below typical ↘

From $613

$613 · $88/night · good value · ↓13% below typical

$88/night

Good value

↓13% 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 ↔

Lowest in 30 days $138 below typical

From $1,055

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

$106/night

Good value

↓12% below typical

Arvia • P&O Cruises

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

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

Lowest in 180 days $163 below typical ↘

From $2,336

$2,336 · $167/night · typical price · ↓7% below typical

$167/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Apr 1, 2028 → Apr 8, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Tortola, Bridgetown & Castries

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

Lowest in 180 days $70 below typical

From $903

$903 · $129/night · typical price · ↓7% below typical

$129/night

Typical price

↓7% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 22, 2027 → Nov 5, 2027 • Southampton → Bridgetown

Lowest in 180 days $107 below typical ↘

From $1,593

$1,593 · $114/night · typical price · ↓6% below typical

$114/night

Typical price

↓6% below typical