Departure months
Trip length
Search
P&O Cruises

Iona • P&O Cruises

35-night Transatlantic Crossing via Santa Cruz de Tenerife, Basseterre, Saint Kitts & Bridgetown

Jan 4, 2027 → Feb 8, 2027 • Southampton ↔

Lowest in 180 days $2,788 below typical

From $3,647

$104/night

Great deal

↓43% below typical

MSC Cruises

MSC Opera • MSC Cruises

15-night Transatlantic Crossing via Barcelona, Tangier & Antigua

Nov 1, 2026 → Nov 16, 2026 • Marseille → La Romana

Lowest in 180 days $503 below typical

From $882

$59/night

Great deal

↓36% below typical

Holland America

Zuiderdam • Holland America

21-night Eastern Caribbean Arc via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 21, 2026 • Miami ↔

$2,208 below typical

From $1,989

$95/night

Great deal

↓53% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Jan 6, 2027 → Jan 16, 2027 • Fort Lauderdale ↔

Lowest in 180 days $369 below typical

From $823

$82/night

Great deal

↓31% below typical

Holland America

Zuiderdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Fort-de-France

Oct 31, 2026 → Nov 11, 2026 • Miami ↔

$1,054 below typical

From $1,144

$104/night

Great deal

↓48% below typical

MSC Cruises

MSC Opera • MSC Cruises

18-night Transatlantic Crossing via Civitavecchia, Livorno & Marseille

Oct 29, 2026 → Nov 16, 2026 • Civitavecchia (Rome) → La Romana

$727 below typical

From $1,045

$58/night

Great deal

↓41% below typical

Seabourn

Seabourn Ovation • Seabourn

13-night Eastern Caribbean Arc via Funchal, Madeira & South Friars Bay

Nov 14, 2027 → Nov 27, 2027 • Lisboa → Bridgetown

Lowest in 180 days $2,275 below typical

From $5,524

$425/night

Great deal

↓29% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Mar 7, 2027 → Mar 17, 2027 • Fort Lauderdale ↔

Lowest in 180 days $468 below typical

From $998

$100/night

Great deal

↓32% below typical

Princess Cruises

Crown Princess • Princess Cruises

8-night ABC Islands One-Way via Oranjestad & Curaçao

Dec 19, 2026 → Dec 27, 2026 • Fort Lauderdale → San Juan

Lowest in 180 days $292 below typical

From $686

$86/night

Great deal

↓30% below typical

Disney Cruise Line

Disney Fantasy • Disney Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay

Jul 12, 2026 → Jul 22, 2026 • Port Canaveral ↔

Lowest in 180 days $788 below typical

From $3,380

$338/night

Good value

↓19% below typical

MSC Cruises

MSC Opera • MSC Cruises

3-night Eastern Caribbean Arc via Antigua & Road Town, Tortola

Mar 12, 2027 → Mar 15, 2027 • Fort-de-France → La Romana

Lowest in 90 days $181 below typical

From $449

$150/night

Great deal

↓29% below typical

Seabourn

Seabourn Ovation • Seabourn

15-night Eastern Caribbean Arc via South Friars Bay, Rodney Bay & Little Bay

Nov 20, 2026 → Dec 5, 2026 • Miami → Philipsburg

Lowest in 180 days $2,201 below typical

From $6,798

$453/night

Great deal

↓24% below typical

P&O Cruises

Arvia • P&O Cruises

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

Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔

Lowest in 180 days $639 below typical

From $1,890

$135/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

Holland America

Zuiderdam • Holland America

28-night Eastern Caribbean Loop via Nassau, Ocho Rios & Cozumel

Oct 30, 2027 → Nov 27, 2027 • Miami ↔

Lowest in 30 days $1,417 below typical

From $4,179

$149/night

Great deal

↓25% below typical

Princess Cruises

Crown Princess • Princess Cruises

14-night Southern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 21, 2027 → Mar 7, 2027 • San Juan ↔

Lowest in 30 days $408 below typical

From $1,426

$102/night

Great deal

↓22% below typical

Carnival Cruise Line

Carnival Freedom • Carnival Cruise Line

15-night Eastern Caribbean Arc via Oranjestad, Curaçao & Saint George's

May 8, 2027 → May 23, 2027 • Port Canaveral → Norfolk

$456 below typical

From $1,167

$78/night

Great deal

↓28% below typical

Princess Cruises

Enchanted Princess • Princess Cruises

10-night Eastern Caribbean Loop via Princess Cays, Puerto Plata & San Juan

Dec 17, 2026 → Dec 27, 2026 • Fort Lauderdale ↔

Lowest in 180 days $239 below typical

From $953

$95/night

Great deal

↓20% below typical

MSC Cruises

MSC Meraviglia • MSC Cruises

13-night Eastern Caribbean Arc via Ponta Delgada & Antigua

Nov 7, 2027 → Nov 20, 2027 • Le Havre → Fort-de-France

Lowest in 180 days $284 below typical

From $875

$67/night

Great deal

↓25% below typical

MSC Cruises

MSC Opera • MSC Cruises

14-night Transatlantic Crossing: Tangier, Antigua & Philipsburg

Nov 2, 2026 → Nov 16, 2026 • Barcelona → La Romana

$361 below typical ↗ Trending up

From $932

$67/night

Great deal

↓28% below typical

Filters

Filters

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

Per person