Jibhop

Queen Mary 2 • Cunard Line

28-night Southern Caribbean Loop via New York, Basseterre, Saint Kitts & Castries

Dec 14, 2027 → Jan 11, 2028 • Southampton ↔

Lowest in 180 days $1,010 below typical

From $3,808

$3,808 · $136/night · great deal · ↓21% below typical

$136/night

Great deal

↓21% below typical

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

Queen Mary 2 • Cunard Line

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 6, 2028 → Mar 18, 2028 • New York ↔

Lowest in 180 days $421 below typical

From $1,838

$1,838 · $153/night · good value · ↓19% below typical

$153/night

Good value

↓19% below typical

Allure of the Seas • Royal Caribbean International

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

Jan 3, 2027 → Jan 10, 2027 • Miami ↔

Lowest in 180 days $210 below typical ↘

From $869

$869 · $124/night · good value · ↓19% below typical

$124/night

Good value

↓19% 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

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Mar 6, 2027 → Mar 20, 2027 • Philipsburg ↔

Lowest in 30 days $1,684 below typical ↘

From $6,714

$6,714 · $480/night · great deal · ↓20% below typical

$480/night

Great deal

↓20% below typical

SeaDream I • SeaDream Yacht Club

13-night Transatlantic Crossing: Funchal, Madeira

Nov 1, 2026 → Nov 14, 2026 • Málaga → Philipsburg

$2,120 below typical

From $5,370

$5,370 · $413/night · great deal · ↓28% below typical

$413/night

Great deal

↓28% 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

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

Rotterdam • Holland America

21-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Dec 1, 2026 → Dec 22, 2026 • Fort Lauderdale ↔

Lowest in 30 days $510 below typical

From $1,989

$1,989 · $95/night · great deal · ↓20% below typical

$95/night

Great deal

↓20% 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 $342 below typical ↘

From $1,434

$1,434 · $90/night · good value · ↓19% below typical

$90/night

Good value

↓19% 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

Carnival Firenze • Carnival Cruise Line

13-night Southern Caribbean Loop via Oranjestad, Curaçao & Saint George's

Mar 22, 2027 → Apr 4, 2027 • Miami ↔

$293 below typical

From $850

$850 · $65/night · great deal · ↓26% below typical

$65/night

Great deal

↓26% 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

Rhapsody of the Seas • Royal Caribbean International

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$229 below typical ↗

From $614

$614 · $88/night · great deal · ↓27% below typical

$88/night

Great deal

↓27% 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

Nieuw Amsterdam • Holland America

21-night Transatlantic Crossing via Philipsburg, Fort-de-France & Bridgetown

Nov 29, 2026 → Dec 20, 2026 • Fort Lauderdale ↔

Lowest in 30 days $468 below typical

From $2,139

$2,139 · $102/night · good value · ↓18% below typical

$102/night

Good value

↓18% 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 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