Jibhop

Queen Mary 2 • Cunard Line

25-night Eastern Caribbean Loop via New York, Saint Thomas & Road Town, Tortola

Nov 10, 2026 → Dec 5, 2026 • Southampton ↔

Lowest in 180 days $856 below typical

From $3,054

$3,054 · $122/night · great deal · ↓22% below typical

$122/night

Great deal

↓22% below typical

Nieuw Amsterdam • Holland America

16-night Eastern Caribbean Loop via Philipsburg, Antigua & Tortola

Dec 11, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

Lowest in 180 days $375 below typical ↘

From $1,434

$1,434 · $90/night · great deal · ↓21% below typical

$90/night

Great deal

↓21% below typical

Norwegian Luna • Norwegian Cruise Line

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

Sep 26, 2026 → Oct 3, 2026 • Miami ↔

Lowest in 30 days $200 below typical ↘

From $759

$759 · $108/night · great deal · ↓21% below typical

$108/night

Great deal

↓21% below typical

Grandeur of the Seas • Royal Caribbean International

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

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

Lowest in 180 days $191 below typical

From $777

$777 · $111/night · good value · ↓20% below typical

$111/night

Good value

↓20% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 5, 2026 → Dec 12, 2026 • Philipsburg → Bridgetown

Lowest in 180 days $669 below typical ↘

From $3,229

$3,229 · $461/night · good value · ↓17% below typical

$461/night

Good value

↓17% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 27, 2027 → Mar 6, 2027 • Miami ↔

Lowest in 180 days $280 below typical ↘

From $1,334

$1,334 · $191/night · good value · ↓17% below typical

$191/night

Good value

↓17% below typical

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Loop via Castries, Little Bay & South Friars Bay

Feb 26, 2028 → Mar 4, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $775 below typical ↘

From $3,824

$3,824 · $546/night · good value · ↓17% below typical

$546/night

Good value

↓17% below typical

Grandeur of the Seas • Royal Caribbean International

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

Nov 13, 2027 → Nov 20, 2027 • San Juan ↔

Lowest in 180 days $142 below typical ↘

From $676

$676 · $97/night · good value · ↓17% below typical

$97/night

Good value

↓17% below typical

Norwegian Luna • Norwegian Cruise Line

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

Oct 3, 2026 → Oct 10, 2026 • Miami ↔

Lowest in 30 days $190 below typical ↘

From $809

$809 · $116/night · good value · ↓19% below typical

$116/night

Good value

↓19% below typical

Norwegian Luna • Norwegian Cruise Line

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

Oct 10, 2026 → Oct 17, 2026 • Miami ↔

Lowest in 30 days $190 below typical ↘

From $809

$809 · $116/night · good value · ↓19% below typical

$116/night

Good value

↓19% below typical

Norwegian Luna • Norwegian Cruise Line

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

Oct 17, 2026 → Oct 24, 2026 • Miami ↔

Lowest in 30 days $190 below typical ↘

From $809

$809 · $116/night · good value · ↓19% below typical

$116/night

Good value

↓19% below typical

Norwegian Luna • Norwegian Cruise Line

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

Oct 24, 2026 → Oct 31, 2026 • Miami ↔

Lowest in 30 days $190 below typical ↘

From $809

$809 · $116/night · good value · ↓19% below typical

$116/night

Good value

↓19% below typical

Norwegian Luna • Norwegian Cruise Line

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

Oct 31, 2026 → Nov 7, 2026 • Miami ↔

Lowest in 90 days $190 below typical ↘

From $809

$809 · $116/night · good value · ↓19% below typical

$116/night

Good value

↓19% below typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Philipsburg

Dec 11, 2027 → Dec 18, 2027 • San Juan ↔

Lowest in 30 days $300 below typical

From $1,189

$1,189 · $170/night · great deal · ↓20% below typical

$170/night

Great deal

↓20% below typical

Queen Elizabeth • Cunard Line

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

Oct 15, 2026 → Oct 27, 2026 • Miami ↔

$412 below typical ↗

From $996

$996 · $83/night · great deal · ↓29% below typical

$83/night

Great deal

↓29% below typical

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 28, 2027 → Sep 4, 2027 • Miami ↔

Lowest in 180 days $355 below typical ↘

From $1,708

$1,708 · $244/night · good value · ↓17% below typical

$244/night

Good value

↓17% below typical

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Feb 7, 2027 → Feb 14, 2027 • Miami ↔

Lowest in 180 days $144 below typical

From $630

$630 · $90/night · good value · ↓19% below typical

$90/night

Good value

↓19% below typical

Queen Mary 2 • Cunard Line

14-night Eastern Caribbean Loop via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 2, 2027 • New York ↔

Lowest in 180 days $450 below typical

From $1,959

$1,959 · $140/night · good value · ↓19% below typical

$140/night

Good value

↓19% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Frederiksted, Saint Croix & San Juan

Dec 5, 2026 → Dec 13, 2026 • Miami ↔

Lowest in 90 days $240 below typical

From $952

$952 · $119/night · great deal · ↓20% below typical

$119/night

Great deal

↓20% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Dec 4, 2027 → Dec 12, 2027 • Miami ↔

Lowest in 180 days $240 below typical

From $952

$952 · $119/night · great deal · ↓20% below typical

$119/night

Great deal

↓20% below typical