Departure months
Trip length
Search
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

Lowest in 90 days $458 below typical

From $1,390

$139/night

Great deal

↓25% below typical

MSC Cruises

MSC World Europa • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Dec 12, 2026 → Dec 19, 2026 • Fort-de-France ↔

Lowest in 180 days $447 below typical ↘ Trending down

From $743

$106/night

Great deal

↓38% below typical

Cunard Line

Queen Elizabeth • Cunard Line

12-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

Lowest in 180 days $305 below typical

From $1,013

$84/night

Great deal

↓23% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

Lowest in 30 days $179 below typical

From $551

$79/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

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

Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

12-night Eastern Caribbean Loop via Kralendijk, Oranjestad & Willemstad

Mar 20, 2028 → Apr 1, 2028 • Fort Lauderdale ↔

Lowest in 90 days $390 below typical

From $1,330

$111/night

Great deal

↓23% 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

Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Bridgetown

Dec 4, 2027 → Dec 11, 2027 • San Juan ↔

$470 below typical

From $1,139

$163/night

Great deal

↓29% below typical

Cunard Line

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via San Juan, Cruz Bay, Saint John & Castries

Oct 15, 2026 → Nov 5, 2026 • Miami ↔

Lowest in 30 days $645 below typical

From $2,090

$100/night

Great deal

↓24% below typical

Cunard Line

Queen Elizabeth • Cunard Line

21-night Eastern Caribbean Loop via Grand Turk Island, Willemstad & Cruz Bay, Saint John

Oct 27, 2026 → Nov 17, 2026 • Miami ↔

Lowest in 30 days $635 below typical

From $2,100

$100/night

Great deal

↓23% below typical

Princess Cruises

Star Princess • Princess Cruises

10-night Eastern Caribbean Loop via San Juan, Basseterre, Saint Kitts & Castries

Dec 12, 2027 → Dec 22, 2027 • Port Canaveral ↔

$334 below typical

From $912

$91/night

Great deal

↓27% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

$467 below typical

From $1,194

$171/night

Great deal

↓28% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Feb 19, 2027 → Feb 26, 2027 • Bridgetown ↔

$467 below typical

From $1,194

$171/night

Great deal

↓28% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

$284 below typical

From $788

$113/night

Great deal

↓26% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Jan 10, 2027 → Jan 17, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Philipsburg & Antigua

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 180 days $174 below typical

From $738

$105/night

Good value

↓19% below typical

MSC Cruises

MSC World Europa • MSC Cruises

7-night Persian Gulf Loop via Sir Bani Yas Island & Abu Dhabi

Feb 20, 2027 → Feb 27, 2027 • Fort-de-France ↔

Lowest in 180 days $197 below typical

From $904

$129/night

Good value

↓18% below typical

Celebrity Cruises

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Feb 27, 2027 → Mar 6, 2027 • San Juan ↔

Lowest in 180 days $132 below typical ↘ Trending down

From $641

$92/night

Good value

↓17% below typical

Vista

14-night Southern Caribbean Loop via Georgetown, South Carolina, Falmouth & Oranjestad

Nov 11, 2026 → Nov 25, 2026 • Miami ↔

$1,680 below typical

From $5,057

$361/night

Great deal

↓25% below typical

Filters

Filters

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

Per person