Jibhop

Seabourn Quest • Seabourn

10-night Eastern Caribbean Loop via San Juan, South Friars Bay & Little Bay

Nov 13, 2027 → Nov 23, 2027 • Miami ↔

Lowest in 180 days $2,603 below typical ↘

From $3,824

$3,824 · $382/night · great deal · ↓41% below typical

$382/night

Great deal

↓41% below typical

Seabourn Quest • Seabourn

11-night Eastern Caribbean Loop via San Juan, Little Bay & South Friars Bay

Nov 23, 2027 → Dec 4, 2027 • Miami ↔

Lowest in 180 days $2,736 below typical ↘

From $4,334

$4,334 · $394/night · great deal · ↓39% below typical

$394/night

Great deal

↓39% below typical

Seven Seas Mariner • Regent Seven Seas Cruises

24-night Transatlantic Crossing: Lanzarote, Las Palmas de Gran Canaria & Nassau

Oct 14, 2028 → Nov 7, 2028 • Lisboa → Miami

$7,263 below typical

From $9,854

$9,854 · $411/night · great deal · ↓42% below typical

$411/night

Great deal

↓42% below typical

Silver Dawn • Silversea Cruises

14-night Canary Islands One-Way via Funchal, Madeira, Santa Cruz de La Palma & Mindelo

Nov 27, 2027 → Dec 11, 2027 • Lisboa → San Juan

$4,067 below typical

From $8,300

$8,300 · $593/night · great deal · ↓33% below typical

$593/night

Great deal

↓33% below typical

Scenic Eclipse II

8-night Southern Caribbean Arc via Saint-Barthélemy, Little Bay & Saint-Pierre

Oct 15, 2027 → Oct 23, 2027 • Saint John's → Bridgetown

$2,593 below typical

From $6,672

$6,672 · $834/night · great deal · ↓28% below typical

$834/night

Great deal

↓28% below typical

Oceania Marina • Oceania Cruises

17-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cozumel

Feb 17, 2028 → Mar 5, 2028 • Miami ↔

Lowest in 180 days $675 below typical

From $4,849

$4,849 · $285/night · good value · ↓12% below typical

$285/night

Good value

↓12% 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 180 days $1,094 below typical ↘

From $6,204

$6,204 · $443/night · good value · ↓15% below typical

$443/night

Good value

↓15% below typical

SeaDream II • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Terre-de-Haut & Charlestown

Mar 4, 2028 → Mar 11, 2028 • Bridgetown → San Juan

$1,414 below typical

From $4,591

$4,591 · $656/night · great deal · ↓24% below typical

$656/night

Great deal

↓24% below typical

Seven Seas Splendor • Regent Seven Seas Cruises

17-night Eastern Caribbean Loop via Montego Bay, Ocho Rios & San Juan

Dec 11, 2026 → Dec 28, 2026 • Houston ↔

From $7,334

$7,334 · $431/night · great deal · ↓49% below typical

$431/night

Great deal

↓49% below typical

Seven Seas Mariner • Regent Seven Seas Cruises

20-night Eastern Caribbean Loop via Nassau, Montego Bay & Cruz Bay, Saint John

Mar 26, 2027 → Apr 15, 2027 • Miami ↔

From $6,381

$6,381 · $319/night · great deal · ↓56% below typical

$319/night

Great deal

↓56% below typical

MS Europa • Hapag-Lloyd Cruises

15-night Southern Caribbean Arc via Saint-Barthélemy, Portsmouth & Bonaire

Dec 5, 2026 → Dec 20, 2026 • New York → Miami

From $4,228

$4,228 · $282/night · great deal · ↓52% below typical

$282/night

Great deal

↓52% 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

$924 below typical

From $5,208

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

$744/night

Good value

↓15% 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

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Arc via San Juan, Saint-Barthélemy & Willemstad

Mar 19, 2027 → Mar 31, 2027 • Miami → Bridgetown

From $6,500

$6,500 · $542/night · great deal · ↓38% below typical

$542/night

Great deal

↓38% below typical

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Soufriere & Terre-de-Haut

Dec 12, 2027 → Dec 19, 2027 • Bridgetown → Charlotte Amalie, Saint Thomas

$861 below typical ↗

From $3,716

$3,716 · $531/night · good value · ↓19% below typical

$531/night

Good value

↓19% below typical

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Saint John's

Mar 3, 2028 → Mar 14, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓35% below typical

$573/night

Great deal

↓35% below typical

Silver Dawn • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Saint John's

Mar 14, 2028 → Mar 25, 2028 • Miami ↔

From $6,300

$6,300 · $573/night · great deal · ↓35% below typical

$573/night

Great deal

↓35% below typical

Seabourn Quest • Seabourn

10-night Eastern Caribbean Loop via San Juan, South Friars Bay & Little Bay

Dec 28, 2027 → Jan 7, 2028 • Miami ↔

Lowest in 180 days $539 below typical ↘

From $4,674

$4,674 · $467/night · good value · ↓10% below typical

$467/night

Good value

↓10% below typical

Oceania Sirena • Oceania Cruises

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

Dec 10, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days $357 below typical

From $3,499

$3,499 · $292/night · typical price · ↓9% below typical

$292/night

Typical price

↓9% below typical

Emerald Sakara • Emerald Cruises

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

Jan 9, 2027 → Jan 16, 2027 • San Juan → Saint Thomas

$960 below typical

From $5,208

$5,208 · $744/night · good value · ↓16% below typical

$744/night

Good value

↓16% below typical