Jibhop

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days $70 below typical

From $763

$763 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

MSC Poesia • MSC Cruises

10-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Philipsburg

Nov 12, 2026 → Nov 22, 2026 • Miami ↔

Lowest in 180 days $141 below typical ↘

From $798

$798 · $80/night · good value · ↓15% below typical

$80/night

Good value

↓15% below typical

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jun 27, 2026 → Jul 4, 2026 • Miami ↔

$294 below typical ↗

From $1,769

$1,769 · $253/night · good value · ↓14% below typical

$253/night

Good value

↓14% below typical

Seabourn Ovation • Seabourn

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

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days $798 below typical

From $8,798

$8,798 · $628/night · typical price · ↓8% below typical

$628/night

Typical price

↓8% below typical

Seabourn Ovation • Seabourn

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 30 days $798 below typical

From $8,798

$8,798 · $628/night · typical price · ↓8% below typical

$628/night

Typical price

↓8% below typical

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 6, 2027 → Sep 13, 2027 • La Romana ↔

Lowest in 180 days $110 below typical

From $629

$629 · $90/night · good value · ↓15% below typical

$90/night

Good value

↓15% below typical

Crown Princess • Princess Cruises

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Feb 14, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 30 days $275 below typical

From $1,559

$1,559 · $111/night · good value · ↓15% below typical

$111/night

Good value

↓15% below typical

Carnival Firenze • Carnival Cruise Line

14-night Itinerary DOPOP-AWORJ-CWCUR-GDSTG-BBBGI-DMRSU-SXPHI-VISTT

Jan 9, 2028 → Jan 23, 2028 • Port Canaveral ↔

Lowest in 180 days $110 below typical

From $1,029

$1,029 · $74/night · typical price · ↓10% below typical

$74/night

Typical price

↓10% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Frederiksted, Saint Croix

Jan 11, 2027 → Jan 21, 2027 • Miami ↔

Lowest in 90 days $100 below typical

From $1,390

$1,390 · $139/night · typical price · ↓7% below typical

$139/night

Typical price

↓7% below typical

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola

Jan 29, 2027 → Feb 12, 2027 • Bridgetown ↔

Lowest in 30 days $203 below typical

From $2,296

$2,296 · $164/night · typical price · ↓8% below typical

$164/night

Typical price

↓8% below typical

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Nov 20, 2027 → Nov 28, 2027 • Miami ↔

Lowest in 180 days $80 below typical

From $952

$952 · $119/night · typical price · ↓8% below typical

$119/night

Typical price

↓8% below typical

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Fort-de-France

Jan 23, 2028 → Feb 6, 2028 • Port Canaveral ↔

Lowest in 180 days $109 below typical

From $1,030

$1,030 · $74/night · typical price · ↓10% below typical

$74/night

Typical price

↓10% below typical

Queen Elizabeth • Cunard Line

27-night Transatlantic Crossing via Cadiz, Lanzarote & Miami

Oct 29, 2027 → Nov 25, 2027 • Barcelona → Miami

Lowest in 180 days $350 below typical ↘

From $3,167

$3,167 · $117/night · typical price · ↓10% below typical

$117/night

Typical price

↓10% below typical

Explora I • Explora Journeys

16-night Transatlantic Crossing via San Juan, Philipsburg & Funchal, Madeira

Mar 8, 2027 → Mar 24, 2027 • Miami → Barcelona

$1,174 below typical ↗

From $8,165

$8,165 · $510/night · good value · ↓13% below typical

$510/night

Good value

↓13% below typical

MSC World Europa • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Antigua & Philipsburg

Dec 5, 2026 → Dec 12, 2026 • Fort-de-France ↔

Lowest in 180 days $189 below typical

From $1,001

$1,001 · $143/night · good value · ↓16% below typical

$143/night

Good value

↓16% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Frederiksted, Saint Croix

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

Lowest in 30 days $100 below typical

From $1,091

$1,091 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

Brilliant Lady • Virgin Voyages

10-night Eastern Caribbean Loop via Philipsburg, Road Town, Tortola & Frederiksted, Saint Croix

Mar 8, 2027 → Mar 18, 2027 • Miami ↔

Lowest in 90 days $100 below typical

From $1,091

$1,091 · $109/night · typical price · ↓8% below typical

$109/night

Typical price

↓8% below typical

Crown Princess • Princess Cruises

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

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

Lowest in 30 days $132 below typical

From $785

$785 · $112/night · good value · ↓14% below typical

$112/night

Good value

↓14% below typical

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Oct 3, 2026 → Oct 11, 2026 • Miami ↔

$98 below typical

From $576

$576 · $72/night · good value · ↓15% below typical

$72/night

Good value

↓15% below typical

Iona • P&O Cruises

14-night Southern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Fort-de-France

Dec 11, 2027 → Dec 25, 2027 • Bridgetown ↔

Lowest in 30 days $203 below typical ↘

From $2,066

$2,066 · $148/night · typical price · ↓9% below typical

$148/night

Typical price

↓9% below typical