Virgin Voyages

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

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

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

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

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

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

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

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

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
$1,390 · $139/night · typical price · ↓7% below typical
P&O Cruises

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

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

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

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

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

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

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

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

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

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
$576 · $72/night · good value · ↓15% below typical
P&O Cruises

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