Departure months
Trip length
Search
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 $238 below typical

From $953

$95/night

Good value

↓20% below typical

Royal Caribbean International

Adventure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Coco Cay & San Juan

Jul 24, 2026 → Aug 1, 2026 • Port Canaveral ↔

$301 below typical ↘ Trending down

From $1,048

$131/night

Great deal

↓22% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Aug 14, 2027 → Aug 21, 2027 • San Juan ↔

Lowest in 180 days $210 below typical

From $777

$111/night

Great deal

↓21% below typical

Royal Caribbean International

Independence of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & San Juan

Jan 10, 2027 → Jan 17, 2027 • Miami ↔

Lowest in 180 days $125 below typical ↘ Trending down

From $630

$90/night

Good value

↓17% 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

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

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

Feb 26, 2027 → Mar 8, 2027 • Miami ↔

$239 below typical ↘ Trending down

From $579

$58/night

Great deal

↓29% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Dec 13, 2026 → Dec 20, 2026 • San Juan ↔

Lowest in 180 days $134 below typical ↘ Trending down

From $550

$79/night

Good value

↓20% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Oct 3, 2026 → Oct 10, 2026 • San Juan ↔

Lowest in 90 days $137 below typical ↘ Trending down

From $576

$82/night

Good value

↓19% below typical

Princess Cruises

Caribbean Princess • Princess Cruises

14-night Eastern Caribbean Loop via Grand Turk Island & Puerto Plata

Jul 26, 2026 → Aug 9, 2026 • Port Canaveral ↔

Lowest in 180 days $420 below typical

From $1,428

$102/night

Great deal

↓23% below typical

Princess Cruises

Sun Princess • Princess Cruises

14-night Itinerary P221398-HNRTB-MXCZM-USFLL-P221398-PRSJU-DOPOP

Jan 10, 2027 → Jan 24, 2027 • Fort Lauderdale ↔

Lowest in 30 days $285 below typical

From $1,157

$83/night

Good value

↓20% 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

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

May 15, 2027 → May 22, 2027 • Port Canaveral ↔

Lowest in 180 days $312 below typical ↘ Trending down

From $1,098

$157/night

Great deal

↓22% below typical

MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Bridgetown & Fort-de-France

Dec 14, 2026 → Dec 21, 2026 • La Romana ↔

Lowest in 30 days $194 below typical ↘ Trending down

From $639

$91/night

Great deal

↓23% below typical

Princess Cruises

Sky Princess • Princess Cruises

8-night Eastern Caribbean Loop via Princess Cays & San Juan

Jan 10, 2027 → Jan 18, 2027 • Port Canaveral ↔

Lowest in 180 days $148 below typical

From $684

$86/night

Good value

↓18% 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

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

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

Lowest in 180 days $417 below typical

From $1,609

$115/night

Great deal

↓21% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

5-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Mar 23, 2028 → Mar 28, 2028 • Fort Lauderdale ↔

Lowest in 90 days $112 below typical ↘ Trending down

From $387

$77/night

Great deal

↓22% below typical

Celebrity Cruises

Celebrity Summit • Celebrity Cruises

5-night Eastern Caribbean Loop via Puerto Plata & Grand Turk Island

Apr 13, 2028 → Apr 18, 2028 • Fort Lauderdale ↔

Lowest in 90 days $112 below typical ↘ Trending down

From $387

$77/night

Great deal

↓22% below typical

Filters

Filters

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

Per person