Jibhop

SeaDream I • SeaDream Yacht Club

14-night Eastern Caribbean Arc via Jost Van Dyke

Oct 24, 2027 → Nov 7, 2027 • Málaga → San Juan

$8,858 below typical

From $5,409

$5,409 · $386/night · great deal · ↓62% below typical

$386/night

Great deal

↓62% below typical

SeaDream I • SeaDream Yacht Club

14-night Transatlantic Crossing via Málaga & San Juan

Oct 28, 2028 → Nov 11, 2028 • Málaga → San Juan

$9,345 below typical

From $4,922

$4,922 · $352/night · great deal · ↓66% below typical

$352/night

Great deal

↓66% below typical

Valiant Lady • Virgin Voyages

12-night Eastern Caribbean Arc via Kings Wharf, Bimini & Frederiksted, Saint Croix

Oct 19, 2026 → Oct 31, 2026 • New York → San Juan

Lowest in 90 days $616 below typical

From $1,068

$1,068 · $89/night · great deal · ↓37% below typical

$89/night

Great deal

↓37% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 22, 2026 → Aug 29, 2026 • Miami ↔

Lowest in 180 days $808 below typical ↘

From $1,255

$1,255 · $179/night · great deal · ↓39% below typical

$179/night

Great deal

↓39% below typical

Queen Elizabeth • Cunard Line

33-night Eastern Caribbean Arc via Los Angeles, Panama Canal & Cruz Bay, Saint John

Sep 24, 2026 → Oct 27, 2026 • Seattle → Miami

Lowest in 30 days $2,439 below typical

From $2,242

$2,242 · $68/night · great deal · ↓52% below typical

$68/night

Great deal

↓52% below typical

Queen Elizabeth • Cunard Line

40-night Eastern Caribbean Arc via Endicott Arm, Panama Canal & Cruz Bay, Saint John

Sep 17, 2026 → Oct 27, 2026 • Seattle → Miami

Lowest in 180 days $2,658 below typical

From $3,016

$3,016 · $75/night · great deal · ↓47% below typical

$75/night

Great deal

↓47% below typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Sep 26, 2026 → Oct 3, 2026 • Port Canaveral ↔

Lowest in 180 days $767 below typical

From $1,526

$1,526 · $218/night · great deal · ↓33% below typical

$218/night

Great deal

↓33% below typical

SeaDream II • SeaDream Yacht Club

13-night Eastern Caribbean Arc via Philipsburg

Nov 14, 2026 → Nov 27, 2026 • Lisboa → San Juan

$7,248 below typical

From $5,078

$5,078 · $391/night · great deal · ↓59% below typical

$391/night

Great deal

↓59% below typical

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

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Sep 12, 2026 → Sep 19, 2026 • Port Canaveral ↔

Lowest in 180 days $740 below typical

From $1,553

$1,553 · $222/night · great deal · ↓32% below typical

$222/night

Great deal

↓32% 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

Norwegian Sun • Norwegian Cruise Line

13-night Eastern Caribbean Arc via Kings Wharf, San Juan & Great Stirrup Cay

Oct 24, 2026 → Nov 6, 2026 • New York → Miami

Lowest in 30 days $872 below typical ↘

From $1,299

$1,299 · $100/night · great deal · ↓40% below typical

$100/night

Great deal

↓40% below typical

Carnival Celebration • Carnival Cruise Line

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

Aug 22, 2027 → Aug 29, 2027 • Miami ↔

Lowest in 180 days $312 below typical ↘

From $644

$644 · $92/night · great deal · ↓33% below typical

$92/night

Great deal

↓33% below typical

Freedom of the Seas • Royal Caribbean International

4-night Eastern Caribbean Loop via Labadee

Mar 11, 2027 → Mar 15, 2027 • Miami ↔

Lowest in 180 days $177 below typical ↘

From $411

$411 · $103/night · great deal · ↓30% below typical

$103/night

Great deal

↓30% below typical

Zuiderdam • Holland America

21-night Eastern Caribbean Arc via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

$2,248 below typical

From $2,039

$2,039 · $97/night · great deal · ↓52% below typical

$97/night

Great deal

↓52% below typical

Disney Treasure • Disney Cruise Line

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

Dec 5, 2026 → Dec 12, 2026 • Port Canaveral ↔

Lowest in 180 days $545 below typical ↘

From $1,839

$1,839 · $263/night · great deal · ↓23% below typical

$263/night

Great deal

↓23% below typical

Seabourn Ovation • Seabourn

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

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

Lowest in 180 days $2,879 below typical ↘

From $6,119

$6,119 · $408/night · great deal · ↓32% below typical

$408/night

Great deal

↓32% below typical

Norwegian Gem • Norwegian Cruise Line

12-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Nov 28, 2026 → Dec 10, 2026 • Tampa ↔

Lowest in 30 days $588 below typical ↘

From $1,119

$1,119 · $93/night · great deal · ↓34% below typical

$93/night

Great deal

↓34% below typical

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Aug 15, 2026 → Aug 22, 2026 • Port Canaveral ↔

Lowest in 180 days $909 below typical

From $2,138

$2,138 · $305/night · great deal · ↓30% below typical

$305/night

Great deal

↓30% below typical

Grandeur of the Seas • Royal Caribbean International

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

Aug 28, 2027 → Sep 4, 2027 • San Juan ↔

Lowest in 180 days $296 below typical

From $673

$673 · $96/night · great deal · ↓31% below typical

$96/night

Great deal

↓31% below typical