MSC Opera • MSC Cruises
14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad
Dec 6, 2027 → Dec 20, 2027 • La Romana ↔
From $729
$52/night
View by
930 total
Arvia • P&O Cruises
15-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts
Oct 23, 2026 → Nov 7, 2026 • Southampton → Bridgetown
From $1,485
$99/night
Good value
↓18% below typical
Rotterdam • Holland America
21-night Western Caribbean Loop via Half Moon Cay, Falmouth & Cozumel
Nov 21, 2026 → Dec 12, 2026 • Fort Lauderdale ↔
From $2,064
$98/night
Great deal
↓23% below typical
Crown Princess • Princess Cruises
14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua
Mar 7, 2027 → Mar 21, 2027 • San Juan ↔
From $1,619
$116/night
Great deal
↓20% below typical
Arvia • P&O Cruises
14-night Eastern Caribbean Loop via Fort-de-France, Basseterre, Saint Kitts & Tortola
Feb 12, 2027 → Feb 26, 2027 • Bridgetown ↔
From $2,228
$159/night
Good value
↓13% below typical
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Jan 23, 2027 → Jan 30, 2027 • San Juan ↔
From $595
$85/night
Good value
↓18% below typical
MSC Meraviglia • MSC Cruises
14-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay
Dec 19, 2026 → Jan 2, 2027 • Miami ↔
From $958
$68/night
Grandeur of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Sep 25, 2027 → Oct 2, 2027 • San Juan ↔
From $641
$92/night
Good value
↓13% below typical
Enchanted Princess • Princess Cruises
10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Basseterre, Saint Kitts
Feb 5, 2028 → Feb 15, 2028 • Fort Lauderdale ↔
From $1,055
$106/night
Good value
↓11% below typical
Oceania Sonata • Oceania Cruises
44-night Eastern Caribbean Arc via Puerto Quetzal, Panama Canal & Cozumel
Jan 6, 2028 → Feb 19, 2028 • Los Angeles → Miami
From $20,599
$468/night
Typical price
↓5% below typical
Arvia • P&O Cruises
15-night Transatlantic Crossing via Fort-de-France, Basseterre, Saint Kitts & Philipsburg
Mar 11, 2028 → Mar 26, 2028 • Bridgetown → Southampton
From $1,728
$115/night
Typical price
↓9% below typical
Rhapsody of the Seas • Royal Caribbean International
7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's
Oct 24, 2026 → Oct 31, 2026 • San Juan ↔
From $594
$85/night
Good value
↓19% below typical
Queen Mary 2 • Cunard Line
18-night Eastern Caribbean Arc via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts
Nov 17, 2026 → Dec 5, 2026 • New York → Southampton
From $2,458
$137/night
Good value
↓13% below typical
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Jan 24, 2027 → Jan 31, 2027 • Fort Lauderdale ↔
From $868
$124/night
Good value
↓11% below typical
Celebrity Beyond • Celebrity Cruises
7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas
Apr 4, 2027 → Apr 11, 2027 • Fort Lauderdale ↔
From $832
$119/night
Good value
↓18% below typical
Emerald Princess • Princess Cruises
7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau
Feb 6, 2028 → Feb 13, 2028 • San Juan ↔
From $840
$120/night
Good value
↓14% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 21, 2028 → Feb 4, 2028 • Bridgetown ↔
From $2,404
$172/night
Typical price
↓7% below typical
Iona • P&O Cruises
14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg
Jan 22, 2028 → Feb 5, 2028 • Bridgetown ↔
From $2,404
$172/night
Typical price
↓7% below typical
Crown Princess • Princess Cruises
14-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua
Feb 7, 2027 → Feb 21, 2027 • San Juan ↔
From $1,615
$115/night
Good value
↓12% below typical
Queen Mary 2 • Cunard Line
18-night Eastern Caribbean Arc via New York, Saint Thomas & Road Town, Tortola
Nov 10, 2026 → Nov 28, 2026 • Southampton → New York
From $2,277
$127/night
Good value
↓19% below typical