Eastern Caribbean Loop via Princess Cays & Puerto Plata (Private Island Focus)
6 nights · 6 departures
From $828
Sky Princess
What's Sky Princess like?
Mid-to-large ships with a traditional cruise feel and extensive Alaska land-and-sea programs, suited to travelers who prefer classic cruising over waterparks and thrill rides.
- Deep Alaska infrastructure: Princess runs its own Alaska lodges and domed railcars, pairing glacier cruises with Denali and national-park land tours.
- Wearable Medallion technology: A quarter-sized Medallion handles boarding, cabin entry, payments and ordering; Wi-Fi and deliveries carry fees unless packaged.
Worth knowing: Fares come in Standard, Plus and Premier tiers with very different drinks, Wi-Fi and dining inclusions; compare total per-day cost, not headline fares.
Style notes describe Princess Cruises in general, not this ship specifically.
Best Sky Princess sailings right now
The strongest upcoming options based on current pricing.
Not enough price history yet for this ship. Browse its next departures below.
Where Sky Princess sails
Eastern Caribbean Loop via Princess Cays & San Juan (Private Island Focus)
7–8 nights · 5 departures
From $629
Eastern Caribbean Loop from Fort Lauderdale: Puerto Plata & San Juan (Best Balance)
7 nights · 4 departures
From $599
Most-visited ports: Fort Lauderdale · Southampton · Puerto Plata · Grand Turk Island · San Juan · Port Canaveral · Cozumel · Georgetown, Grand Cayman
Upcoming Sky Princess departures
Nov 5, 2026
Sky Princess • 15 nights • Southampton → Port Canaveral
Check last-minute availability
22% below typical
$913
$61/night
Nov 20, 2026
Sky Princess • 9 nights • Port Canaveral ↔
Consider waiting
3% above typical
$1,079
$120/night
Nov 29, 2026
Sky Princess • 8 nights • Port Canaveral ↔
Good time to book
8% below typical
$871
$109/night
Dec 7, 2026
Sky Princess • 6 nights • Port Canaveral ↔
Okay to book
Typical pricing
$844
$141/night