Departure months
Trip length
Search
Seabourn

Seabourn Quest • Seabourn

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

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

Lowest in 180 days $1,800 below typical

From $5,498

$393/night

Great deal

↓25% below typical

Explora Journeys

Explora I • Explora Journeys

27-night Itinerary ESALC-PTLIS-MACAS-MATNG-ESAGP-ESMOT-ESBCN-ESCAD-PTFNC-AGANU-AIRBY-PRSJU

Oct 21, 2026 → Nov 17, 2026 • Barcelona → Miami

$5,766 below typical

From $14,660

$543/night

Great deal

↓28% below typical

Hapag-Lloyd Cruises

MS HANSEATIC inspiration • Hapag-Lloyd Cruises

16-night Southern Caribbean Arc via Kings Wharf, Road Bay & Saint-Barthélemy

Oct 20, 2027 → Nov 5, 2027 • Halifax → Curaçao

Lowest in 180 days $1,952 below typical

From $8,499

$531/night

Good value

↓19% below typical

Explora Journeys

Explora II • Explora Journeys

16-night Transatlantic Crossing via Cadiz, Funchal, Madeira & Road Bay

Nov 6, 2027 → Nov 22, 2027 • Barcelona → Miami

$1,555 below typical

From $7,145

$447/night

Good value

↓18% below typical

Explora Journeys

Explora I • Explora Journeys

16-night Transatlantic Crossing via Cadiz, Funchal, Madeira & Road Bay

Nov 1, 2026 → Nov 17, 2026 • Barcelona → Miami

$1,505 below typical

From $7,255

$453/night

Good value

↓17% below typical

Seabourn

Seabourn Ovation • Seabourn

17-night Transatlantic Crossing via Rodney Bay, South Friars Bay & Road Bay

Dec 11, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg

Lowest in 30 days $1,059 below typical

From $8,798

$518/night

Good value

↓11% below typical

Seabourn

Seabourn Quest • Seabourn

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

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$1,501 below typical

From $7,498

$536/night

Good value

↓17% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 16, 2028 → Dec 23, 2028 • Philipsburg ↔

3% below typical

From $6,148

$878/night

Typical price

↓3% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Dec 23, 2028 → Dec 30, 2028 • Philipsburg ↔

3% below typical

From $6,148

$878/night

Typical price

↓3% below typical

Explora III

16-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John

Feb 19, 2027 → Mar 7, 2027 • Miami → San Juan

$1,347 below typical

From $9,960

$623/night

Good value

↓12% below typical

Explora Journeys

Explora I • Explora Journeys

24-night Transatlantic Crossing via Cadiz, Road Bay & Ocean Cay

Nov 1, 2026 → Nov 25, 2026 • Barcelona → Miami

$1,405 below typical

From $11,735

$489/night

Good value

↓11% below typical

Seabourn

Seabourn Ovation • Seabourn

21-night Eastern Caribbean Loop via Saint George's, South Friars Bay & Road Bay

Dec 18, 2027 → Jan 8, 2028 • Bridgetown ↔

Lowest in 30 days

From $11,598

$552/night

Typical price

↓5% below typical

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Terre-de-Haut & Road Bay

Feb 12, 2027 → Feb 28, 2027 • San Juan → Miami

$1,067 below typical

From $10,240

$640/night

Typical price

↓9% below typical

Explora III

14-night Eastern Caribbean Loop via Road Bay, Saint John's & Cruz Bay, Saint John

Nov 15, 2026 → Nov 29, 2026 • San Juan ↔

$810 below typical

From $8,640

$617/night

Typical price

↓9% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Nov 27, 2027 → Dec 11, 2027 • Philipsburg → Bridgetown

$776 below typical

From $11,054

$790/night

Typical price

↓7% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Nov 13, 2027 → Nov 27, 2027 • Bridgetown → Philipsburg

$719 below typical

From $11,111

$794/night

Typical price

↓6% below typical

Sea Cloud Cruises

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Nov 27, 2027 → Dec 5, 2027 • Philipsburg ↔

Lowest in 30 days

From $5,883

$735/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Apr 8, 2028 → Apr 22, 2028 • Bridgetown → Philipsburg

4% below typical

From $11,562

$826/night

Typical price

↓4% below typical

Sea Cloud Cruises

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre, Soufriere & Road Bay

Dec 6, 2026 → Dec 14, 2026 • Philipsburg ↔

Lowest in 30 days

From $5,883

$735/night

Typical price
Sea Cloud Cruises

Sea Cloud Spirit • Sea Cloud Cruises

7-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Jan 11, 2027 → Jan 18, 2027 • Philipsburg ↔

Lowest in 30 days

From $5,183

$740/night

Typical price

↑1% above typical

Filters

Filters

Reset
Deal Signals
Trip Style
Cabin Type
Ports Visited
Cruise Line & Ship
Price

Per person