Jibhop

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Puerto Plata & San Juan

Mar 2, 2027 → Mar 12, 2027 • Philadelphia ↔

Lowest in 30 days $202 below typical

From $1,109

$1,109 · $111/night · good value · ↓15% below typical

$111/night

Good value

↓15% below typical

Queen Elizabeth • Cunard Line

12-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

Lowest in 30 days $182 below typical

From $1,046

$1,046 · $87/night · good value · ↓15% below typical

$87/night

Good value

↓15% below typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Sep 12, 2026 → Sep 19, 2026 • Miami ↔

Lowest in 30 days $150 below typical ↘

From $809

$809 · $116/night · good value · ↓16% below typical

$116/night

Good value

↓16% below typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Sep 19, 2026 → Sep 26, 2026 • Miami ↔

Lowest in 30 days $150 below typical ↘

From $809

$809 · $116/night · good value · ↓16% below typical

$116/night

Good value

↓16% below typical

Seabourn Ovation • Seabourn

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

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $615 below typical ↘

From $3,484

$3,484 · $498/night · good value · ↓15% below typical

$498/night

Good value

↓15% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Oct 25, 2026 → Nov 1, 2026 • Miami → San Juan

Lowest in 90 days $850 below typical ↘

From $4,335

$4,335 · $619/night · good value · ↓16% below typical

$619/night

Good value

↓16% below typical

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Mar 4, 2028 → Mar 18, 2028 • Philipsburg ↔

Lowest in 180 days $1,229 below typical ↘

From $6,969

$6,969 · $498/night · good value · ↓15% below typical

$498/night

Good value

↓15% below typical

Explora III

16-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John

Feb 19, 2027 → Mar 7, 2027 • Miami → San Juan

$2,097 below typical

From $9,560

$9,560 · $598/night · good value · ↓18% below typical

$598/night

Good value

↓18% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

16-night Eastern Caribbean Arc via Quebec, Sydney & Philipsburg

Oct 30, 2026 → Nov 15, 2026 • Montreal → Miami

From $7,897

$7,897 · $494/night · great deal · ↓42% below typical

$494/night

Great deal

↓42% below typical

Carnival Venezia • Carnival Cruise Line

7-night Eastern Caribbean Loop via Celebration Key & San Juan

Nov 1, 2026 → Nov 8, 2026 • Port Canaveral ↔

$114 below typical

From $505

$505 · $72/night · good value · ↓18% below typical

$72/night

Good value

↓18% below typical

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days $1,209 below typical ↘

From $7,989

$7,989 · $571/night · good value · ↓13% below typical

$571/night

Good value

↓13% below typical

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Mar 13, 2027 → Mar 20, 2027 • Saint Thomas → San Juan

$925 below typical

From $5,208

$5,208 · $744/night · good value · ↓15% below typical

$744/night

Good value

↓15% below typical

Celebrity Ascent • Celebrity Cruises

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

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

$418 below typical

From $1,440

$1,440 · $144/night · great deal · ↓23% below typical

$144/night

Great deal

↓23% below typical

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 2, 2027 • Southampton → New York

Lowest in 180 days $481 below typical

From $2,647

$2,647 · $132/night · good value · ↓15% below typical

$132/night

Good value

↓15% below typical

MSC Opera • MSC Cruises

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

Feb 1, 2027 → Feb 8, 2027 • La Romana ↔

Great balance

From $534

$534 · $76/night · great deal · ↓39% below typical

$76/night

Great deal

↓39% below typical

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Tortola & Cruz Bay, Saint John

Sep 19, 2026 → Sep 26, 2026 • San Juan ↔

$199 below typical

From $706

$706 · $101/night · great deal · ↓22% below typical

$101/night

Great deal

↓22% below typical

Scarlet Lady • Virgin Voyages

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

Dec 11, 2027 → Dec 18, 2027 • San Juan ↔

Lowest in 180 days $149 below typical

From $833

$833 · $119/night · good value · ↓15% below typical

$119/night

Good value

↓15% below typical

Norwegian Luna • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Puerto Plata & Great Stirrup Cay

Dec 5, 2027 → Dec 12, 2027 • Miami ↔

Lowest in 180 days $180 below typical ↘

From $999

$999 · $143/night · good value · ↓15% below typical

$143/night

Good value

↓15% below typical

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Sep 13, 2026 → Sep 20, 2026 • Port Canaveral ↔

Lowest in 30 days $183 below typical ↘

From $1,221

$1,221 · $174/night · good value · ↓13% below typical

$174/night

Good value

↓13% below typical

Emerald Sakara • Emerald Cruises

6-night Eastern Caribbean Arc via Cruz Bay, Saint John & Nevis

Jan 3, 2027 → Jan 9, 2027 • Saint Thomas → San Juan

$966 below typical

From $4,321

$4,321 · $720/night · good value · ↓18% below typical

$720/night

Good value

↓18% below typical