Jibhop
View by
Departures Itineraries
Virgin Voyages

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

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

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

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

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 $2,248 below typical
$2,039 · $97/night · great deal · ↓52% below typical
SeaDream Yacht Club

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

Seabourn Ovation • Seabourn

14-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 19, 2026 • Philipsburg → Bridgetown

Lowest in 30 days $2,527 below typical ↘
$5,269 · $376/night · great deal · ↓32% below typical
Cunard Line

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

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 $582 below typical ↘
$1,138 · $103/night · great deal · ↓34% below typical
Seabourn

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

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 6, 2028 → Mar 26, 2028 • New York → Southampton

Lowest in 180 days $1,108 below typical ↘
$2,658 · $133/night · great deal · ↓29% below typical
Norwegian Cruise Line

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

Zuiderdam • Holland America

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

Oct 31, 2026 → Nov 11, 2026 • Miami ↔

$952 below typical
$1,294 · $118/night · great deal · ↓42% below typical
Royal Caribbean International

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

Harmony of the Seas • Royal Caribbean International

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

Oct 2, 2027 → Oct 9, 2027 • Port Canaveral ↔

Lowest in 180 days $438 below typical
$966 · $138/night · great deal · ↓31% below typical
Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Sep 18, 2027 → Sep 25, 2027 • Port Canaveral ↔

Lowest in 90 days $436 below typical
$968 · $138/night · great deal · ↓31% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Nov 28, 2026 → Dec 12, 2026 • Bridgetown ↔

Lowest in 30 days $2,449 below typical ↘
$5,949 · $425/night · great deal · ↓29% below typical
Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

May 1, 2027 → May 8, 2027 • Port Canaveral ↔

Lowest in 180 days $426 below typical ↘
$978 · $140/night · great deal · ↓30% below typical
Royal Caribbean International

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

Harmony of the Seas • Royal Caribbean International

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

Sep 4, 2027 → Sep 11, 2027 • Port Canaveral ↔

Lowest in 180 days $406 below typical
$998 · $143/night · great deal · ↓29% below typical