Iona • P&O Cruises
35-night Transatlantic Crossing via Santa Cruz de Tenerife, Basseterre, Saint Kitts & Bridgetown
Jan 4, 2027 → Feb 8, 2027 • Southampton ↔
From $3,647
$104/night
Great deal
↓43% below typical
View by
638 total
Majestic Princess • Princess Cruises
12-night ABC Islands One-Way via Philipsburg, Basseterre, Saint Kitts & Castries
Nov 7, 2026 → Nov 19, 2026 • New York → Fort Lauderdale
From $1,072
$89/night
Great deal
↓52% below typical
Queen Elizabeth • Cunard Line
40-night Eastern Caribbean Arc via Endicott Arm, Panama Canal & Cruz Bay, Saint John
Sep 17, 2026 → Oct 27, 2026 • Seattle → Miami
From $3,016
$75/night
Great deal
↓49% below typical
Seabourn Ovation • Seabourn
12-night Madeira One-Way via Castries & Funchal, Madeira
Mar 27, 2027 → Apr 8, 2027 • Bridgetown → Lisboa
From $4,929
$411/night
Great deal
↓35% below typical
Queen Elizabeth • Cunard Line
33-night Eastern Caribbean Arc via Los Angeles, Panama Canal & Cruz Bay, Saint John
Sep 24, 2026 → Oct 27, 2026 • Seattle → Miami
From $2,242
$68/night
Great deal
↓54% below typical
Seven Seas Mariner • Regent Seven Seas Cruises
18-night Brazil One-Way via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries
Jan 4, 2027 → Jan 22, 2027 • Miami → Rio de Janeiro
From $8,401
$467/night
Great deal
↓46% below typical
Vasco Da Gama • Nicko Cruises
80-night Transatlantic Crossing via Vigo, Lisboa & Mindelo
Nov 3, 2026 → Jan 22, 2027 • Hamburg → Papeete
From $11,392
$142/night
Great deal
↓34% below typical
Majestic Princess • Princess Cruises
33-night Patagonia & Cape Horn One-Way via Philipsburg, Castries & Bridgetown
Nov 19, 2026 → Dec 22, 2026 • Fort Lauderdale → San Antonio
From $3,986
$121/night
Great deal
↓35% below typical
MSC World Europa • MSC Cruises
25-night Transatlantic Crossing via Pointe-à-Pitre, Castries & Bridgetown
Apr 3, 2027 → Apr 28, 2027 • Fort-de-France → Civitavecchia (Rome)
From $3,501
$140/night
Great deal
↓37% below typical
Seabourn Ovation • Seabourn
12-night Transatlantic Crossing via Castries & Funchal, Madeira
Mar 25, 2028 → Apr 6, 2028 • Bridgetown → Lisboa
From $5,399
$450/night
Great deal
↓29% below typical
Disney Fantasy • Disney Cruise Line
10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay
Jul 12, 2026 → Jul 22, 2026 • Port Canaveral ↔
From $3,380
$338/night
Good value
↓19% 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 ↔
From $1,066
$89/night
Great deal
↓32% below typical
Majestic Princess • Princess Cruises
18-night Southern Caribbean Arc via Philipsburg, Philipsburg & Castries
Nov 19, 2026 → Dec 7, 2026 • Fort Lauderdale → Buenos Aires
From $2,380
$132/night
Great deal
↓28% below typical
Grandeur of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg
Aug 21, 2027 → Aug 28, 2027 • San Juan ↔
From $722
$103/night
Great deal
↓26% below typical
Seabourn Ovation • Seabourn
19-night Southern Caribbean Crossing via Tortola, South Friars Bay & Les Trois-Îlets
Mar 18, 2028 → Apr 6, 2028 • Philipsburg → Lisboa
From $8,909
$469/night
Great deal
↓26% below typical
Seabourn Ovation • Seabourn
21-night Transatlantic Crossing via Castries, Funchal, Madeira & Cadiz
Mar 25, 2028 → Apr 15, 2028 • Bridgetown → Barcelona
From $9,899
$471/night
Great deal
↓26% below typical
MSC World Europa • MSC Cruises
7-night Southern Caribbean Loop via Castries, Bridgetown & Kingstown
Dec 13, 2026 → Dec 20, 2026 • Pointe-à-Pitre ↔
From $847
$121/night
Great deal
↓29% below typical
Seabourn Ovation • Seabourn
19-night Transatlantic Crossing via Tortola, South Friars Bay & Les Trois-Îlets
Mar 20, 2027 → Apr 8, 2027 • Philipsburg → Lisboa
From $9,179
$483/night
Great deal
↓24% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Philipsburg
Dec 4, 2026 → Dec 18, 2026 • Bridgetown ↔
From $1,890
$135/night
Great deal
↓26% below typical
Seabourn Ovation • Seabourn
22-night Western Mediterranean Circuit via Castries, Funchal, Madeira & Cadiz
Mar 27, 2027 → Apr 18, 2027 • Bridgetown → Genova
From $10,699
$486/night
Great deal
↓23% below typical