Jibhop

SeaDream I • SeaDream Yacht Club

14-night Eastern Caribbean Arc via Jost Van Dyke

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

$8,863 below typical

From $5,433

$5,433 · $388/night · great deal · ↓62% below typical

$388/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

$9,352 below typical

From $4,944

$4,944 · $353/night · great deal · ↓65% below typical

$353/night

Great deal

↓65% 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

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

Zuiderdam • Holland America

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

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

Lowest in 30 days $2,368 below typical ↘

From $1,919

$1,919 · $91/night · great deal · ↓55% below typical

$91/night

Great deal

↓55% 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 $958 below typical ↘

From $1,229

$1,229 · $95/night · great deal · ↓44% below typical

$95/night

Great deal

↓44% below typical

Zuiderdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 11, 2026 • Miami ↔

Lowest in 30 days $1,047 below typical ↘

From $1,199

$1,199 · $109/night · great deal · ↓47% below typical

$109/night

Great deal

↓47% below typical

SeaDream II • SeaDream Yacht Club

13-night Eastern Caribbean Arc via Philipsburg

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

$7,223 below typical

From $5,101

$5,101 · $392/night · great deal · ↓59% below typical

$392/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 26, 2026 → Oct 3, 2026 • Port Canaveral ↔

Lowest in 180 days $739 below typical

From $1,526

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

$218/night

Great deal

↓33% below typical

Disney Treasure • Disney Cruise Line

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

Aug 29, 2026 → Sep 5, 2026 • Port Canaveral ↔

Lowest in 180 days $1,142 below typical

From $1,905

$1,905 · $272/night · great deal · ↓37% below typical

$272/night

Great deal

↓37% 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 $712 below typical

From $1,553

$1,553 · $222/night · great deal · ↓31% below typical

$222/night

Great deal

↓31% 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

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

Queen Mary 2 • Cunard Line

11-night Eastern Caribbean Loop via Saint Thomas & Road Town, Tortola

Nov 17, 2026 → Nov 28, 2026 • New York ↔

Lowest in 180 days $612 below typical ↘

From $1,108

$1,108 · $101/night · great deal · ↓36% below typical

$101/night

Great deal

↓36% below typical

Queen Mary 2 • Cunard Line

18-night Eastern Caribbean Arc via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 17, 2026 → Dec 5, 2026 • New York → Southampton

Lowest in 180 days $976 below typical ↘

From $1,839

$1,839 · $102/night · great deal · ↓35% below typical

$102/night

Great deal

↓35% below typical

Norwegian Prima • Norwegian Cruise Line

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

Aug 23, 2026 → Aug 30, 2026 • Port Canaveral ↔

Lowest in 30 days $360 below typical ↘

From $749

$749 · $107/night · great deal · ↓32% below typical

$107/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

Seabourn Quest • Seabourn

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

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$3,474 below typical ↘

From $5,524

$5,524 · $395/night · great deal · ↓39% below typical

$395/night

Great deal

↓39% below typical