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

$7,257 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

$4,408 below typical

From $8,300

$8,300 · $593/night · great deal · ↓35% below typical

$593/night

Great deal

↓35% 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

$2,598 below typical

From $6,672

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

$834/night

Great deal

↓28% 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

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

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 · ↓37% below typical

$573/night

Great deal

↓37% 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 · ↓37% below typical

$573/night

Great deal

↓37% below typical

Seven Seas Prestige • Regent Seven Seas Cruises

14-night Southern Caribbean Arc via Oranjestad, Willemstad & Kralendijk

Apr 9, 2027 → Apr 23, 2027 • Miami → New York

From $9,643

$9,643 · $689/night · great deal · ↓30% below typical

$689/night

Great deal

↓30% below typical

Silver Shadow • Silversea Cruises

12-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 18, 2026 → Nov 30, 2026 • Miami ↔

From $7,400

$7,400 · $617/night · great deal · ↓26% below typical

$617/night

Great deal

↓26% below typical

Silver Shadow • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Little Bay

Nov 7, 2026 → Nov 18, 2026 • Miami ↔

From $7,000

$7,000 · $636/night · great deal · ↓24% below typical

$636/night

Great deal

↓24% below typical

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Fort-de-France

Mar 20, 2028 → Apr 1, 2028 • Bridgetown → Miami

From $8,200

$8,200 · $683/night · great deal · ↓25% below typical

$683/night

Great deal

↓25% below typical

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

From $6,500

$6,500 · $650/night · great deal · ↓22% below typical

$650/night

Great deal

↓22% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

From $7,100

$7,100 · $592/night · great deal · ↓21% below typical

$592/night

Great deal

↓21% below typical

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

From $6,600

$6,600 · $600/night · great deal · ↓20% below typical

$600/night

Great deal

↓20% below typical