Jibhop

SeaDream I • SeaDream Yacht Club

14-night Eastern Caribbean Arc via Jost Van Dyke

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

$8,861 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

$9,348 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

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

SeaDream II • SeaDream Yacht Club

13-night Eastern Caribbean Arc via Philipsburg

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

$7,246 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

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 $880 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

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

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

Seabourn Quest • Seabourn

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

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

Lowest in 30 days $2,845 below typical ↘

From $6,153

$6,153 · $440/night · great deal · ↓32% below typical

$440/night

Great deal

↓32% below typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Cruz Bay, Saint John & Philipsburg

Feb 14, 2027 → Feb 21, 2027 • San Juan ↔

Lowest in 180 days $208 below typical ↘

From $522

$522 · $75/night · great deal · ↓29% below typical

$75/night

Great deal

↓29% below typical

Seabourn Ovation • Seabourn

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

Nov 20, 2026 → Nov 28, 2026 • Miami → Bridgetown

Lowest in 180 days $1,400 below typical ↘

From $3,399

$3,399 · $425/night · great deal · ↓29% below typical

$425/night

Great deal

↓29% below typical

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Aug 21, 2027 → Aug 28, 2027 • San Juan ↔

Lowest in 180 days $264 below typical

From $722

$722 · $103/night · great deal · ↓27% below typical

$103/night

Great deal

↓27% below typical

Carnival Festivale • Carnival Cruise Line

8-night Eastern Caribbean Loop via Saint Thomas & Celebration Key

Aug 21, 2027 → Aug 29, 2027 • Port Canaveral ↔

$418 below typical

From $1,001

$1,001 · $125/night · great deal · ↓29% below typical

$125/night

Great deal

↓29% below typical

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Nov 5, 2026 • Miami ↔

Lowest in 30 days $716 below typical

From $1,747

$1,747 · $83/night · great deal · ↓29% below typical

$83/night

Great deal

↓29% below typical

Zuiderdam • Holland America

14-night Eastern Caribbean Loop via Grand Turk Island & San Juan

Dec 5, 2026 → Dec 19, 2026 • Miami ↔

Lowest in 30 days $454 below typical ↘

From $1,244

$1,244 · $89/night · great deal · ↓27% below typical

$89/night

Great deal

↓27% below typical