Soft sandy beaches, warm winds through palm trees and crystal‑clear waters — that’s the Eastern Caribbean cruise experience with Princess. Spend mornings snorkeling, sailing or relaxing on sun‑kissed shores. Then dive into vibrant cultures, rich histories and lively island nightlife with our late stays in port. The Caribbean is calling.
Get a feel for top islands (plus where most sailings depart). Links let you compare itineraries that include each port and learn more about what to do ashore.
St. Thomas
Highlights: Paradise Point tram to a 700‑ft lookout, coral reef snorkeling, shipwreck dives, island nightlife with More Ashore late stays
Note: Additional Eastern Caribbean calls may include San Juan (Puerto Rico), Amber Cove and Grand Turk. Port calls are subject to change; review your itinerary details when booking.
Itineraries and current lead‑in pricing
Short Getaways: 1–5 days from $529
Browse short Eastern Caribbean cruises
Classic Voyages: 6–8 days from $450
Browse 6–8 day cruises
Ultimate Escapes: 9–15 days from $769
Browse 9–15 day cruises
Prices include taxes and fees. Prices are per person, based on double occupancy, in USD, and are subject to change.
Departure ports
Sail to the Eastern Caribbean from convenient U.S. homeports:
Fort Lauderdale from $450
See cruises from Fort Lauderdale
Port Canaveral from $500
See cruises from Port Canaveral
Sleep soundly on the Princess Luxury Bed with 100% Jacquard‑woven cotton linens. Connected rooms are available for larger families on select ships.
What to do on an Eastern Caribbean cruise
Island shore excursions
Snorkel vibrant reefs, kayak calm bays, zipline in rainforests, or join guided tours through historic towns and markets. Browse Caribbean shore excursions
Late‑night departures with More Ashore
Enjoy island evenings with later stays in ports like St. Thomas and Barbados — perfect for beachfront dinners and lively street fairs.
Top‑rated beaches to consider:
- Magens Bay, St. Thomas — calm, sheltered waters and a long, white‑sand arc
- Trunk Bay, St. John — famed for its underwater snorkel trail and powdery sand
- Orient Beach & Little Bay, St. Maarten — soft sands, gentle surf and great snorkeling
The Princess onboard experience
Deeper island connections
Rum tastings and distillery history, meet‑and‑greets with Caribbean wildlife in the Piazza, and steel pan drum lessons.
Bringing local life aboard
Our Rhythm of the Caribbean program delivers regional cuisine, signature cocktails, open‑air concerts, craft workshops and expert talks.
Never miss a beat
Sail Away Parties on deck, live Caribbean‑inspired music, and themed events throughout your voyage.
Comfortable accommodations
Rest and recharge between adventures with thoughtfully designed staterooms and our SLEEP program.
Cruise Plus Hotel Packages
Add a pre‑ or post‑cruise hotel with included transfers, luggage handling and a Princess representative. View Cruise Plus Hotel Packages
Princess EZAir flights
Enjoy competitive fares, flexible payment and flight protection if your airline schedule changes. Availability varies by market. Learn about Princess EZAir
Airport to ship transfer
Meet a uniformed Princess representative after baggage claim for direct transfer to your ship or hotel, even if you booked independent air. Learn about transfers
Trip protection
Protect your vacation investment with the optional Princess Vacation Protection plan, which provides benefits for trip cancellation/interruption, trip delay, medical expenses, emergency evacuation, baggage protection and 24/7 support. Terms, conditions and eligibility apply; coverage varies by plan and jurisdiction. See Princess Vacation Protection details
Where do Princess ships dock in the Eastern Caribbean?
Princess visits popular Eastern Caribbean ports such as St. Thomas, St. Maarten, San Juan (Puerto Rico), Amber Cove, the Virgin Islands and Grand Turk. Specific ports vary by itinerary.
Do any cruises leave from the Eastern Caribbean?
Eastern Caribbean cruises typically depart from mainland U.S. ports. Princess offers convenient departures from Fort Lauderdale, Port Canaveral, Miami, New York and San Juan.
What is the best month to cruise the Caribbean?
The dry season from December to April generally brings the sunniest weather and calmer seas. Shoulder and off‑season months (May–November) can mean fewer crowds and better values. Hurricane season peaks August–October and can impact itineraries.
What month is usually the cheapest for a Caribbean cruise?
Fares are often lowest August–October during off/hurricane season. You can also find strong values year‑round via rotating promotions and late‑deal opportunities.
Explore current savings: Princess Cruise Deals & Promotions and Last Minute Cruise Deals.
What is the weather like in the Eastern Caribbean?
Warm and sunny year‑round. December–April is typically drier and less humid; May–November brings higher humidity and occasional showers.
Anything else I should know?
Port calls and arrival berths can change. Review your itinerary details after booking for the latest information.
Ready to compare and book?
Browse all Eastern Caribbean sailings:
Find Eastern Caribbean cruises
Filter by ship, date range, departure port, duration and stateroom type on the results page.
Add optional EZAir flights, hotel packages, transfers and vacation protection during checkout.
Optional: New to Princess? You may be eligible for onboard credit with email sign‑up when you book within the promotional window. Sign up for offers and review additional terms.