Caribbean Cruises 2026–2028

Plan your perfect Caribbean escape with year-round sailings, flexible itineraries and great-value fares. Compare regions, dates and prices, then book in minutes.

View Caribbean cruises

Pick your path to paradise

The Caribbean is all rhythm and color — steel drums in the streets, jerk chicken on the grill and waves warm enough to swim before breakfast. With a Princess cruise, you sail, you sleep and you wake up somewhere new. One day it’s jungle hikes and reef dives; the next it’s quiet beaches and fresh mango under a palm. You get the good stuff without the stress.

• Eastern Caribbean — From $464. See Eastern Caribbean cruises
• Western Caribbean — From $489. See Western Caribbean cruises
• Southern Caribbean — From $604. See Southern Caribbean cruises
• Bahamas — See Bahamas cruises
• Caribbean Getaways (short sailings) — See Getaway cruises
• Departures from San Juan — See cruises from San Juan
• Celebration Key — See cruises to Celebration Key

Book 2027–2028 Caribbean cruises early to get our best fares. View 2027–2028 sailings

Sail from convenient homeports

• Fort Lauderdale — From $484. View cruises
• Port Canaveral — From $500. View cruises
• Miami — From $644. View cruises
• San Juan — From $464. View cruises

Prices include taxes and fees. Prices are per person, double occupancy, in USD.

Why cruise the Caribbean?

• Explore nature’s playground. Snorkel vibrant reefs, go off-road into rainforests or sail to historic shipwrecks.
• Beaches and sunshine. Legendary soft sands, warm waters and laidback island vibes.
• Culture and history. From Nelson’s Dockyard in Antigua to colorful markets and music with deep West African roots, each island has its own story.

Island shore excursions

Go beyond the postcard view with award-winning excursions: - Swim with stingrays in Grand Cayman - Travel to hidden Mayan ruins from Cozumel - Snorkel Belize’s barrier reef - Sail a catamaran in Antigua

Learn more about shore excursions

Late night departures

Revel in island nightlife with More Ashore late stays on select itineraries in Aruba, Curaçao, Grand Turk, San Juan, St. Maarten and St. Thomas.

Why Princess?

• 23 islands every season across our largest selection of itineraries.
• 11 ships sailing the region in 2026–2027 — our most yet — including Star Princess making her North American debut here.
• Year-round Caribbean sailings. Summer is for family fun, fall invites adventure, winter brings festivals and celebrations.
• Princess Cays, our private island resort. Forty acres of white sand, bungalows, local crafts and a complimentary barbeque — plus great snorkeling.

Getting there: airfare, hotels and transfers

• Cruise Plus Hotel Packages. Add a pre- or post-cruise hotel with airport/pier transportation and luggage handling. View Cruise Plus Hotel Packages
• Princess EZAir flights. Book early, pay later with no fee to change flights before final payment, access negotiated fares and get flight protection if delays occur. Availability varies by market. Learn more about Princess EZAir
• Airport-to-ship transfers. Meet-and-greet and direct transportation to your ship or hotel, even if you didn’t book airfare with Princess. Learn more about transfers

Cruise deals and promotions

Start planning with featured savings, last‑minute offers and value-packed fare bundles.

• See all current offers and promotions. View deals
• Last-minute savings. View last-minute cruise deals
• Popular promos may include up to $500 total instant savings, 40% off and Free 3rd & 4th guests on select sailings. Terms apply.

Sign up for $50 onboard credit

New to Princess? Sign up for emails and get $50 onboard credit when you book a 2026–2028 cruise within 90 days of sign-up. Additional terms apply. Sign up for special offers

Helpful resources

• Celebration Key: a private island escape designed for pure fun. Learn more
• Princess Cays: serene beaches and easy watersports. Learn more
• Caribbean weather by month: a quick guide. Read the guide

FAQs

What are the major cruise ports within the Caribbean?
Princess itineraries visit a range of islands, but a few key ports form the heart of most Caribbean cruise routes. Among the most popular are St. Thomas, St. Maarten, Cozumel, Grand Turk, Aruba, Barbados, Roatán, Belize City and Nassau. These destinations blend beaches, local culture and easy access to adventure. Departure ports typically include Miami, Fort Lauderdale, Port Canaveral and San Juan.

Where do Princess Cruises’ ships dock in the Caribbean?
Princess ships dock close to the action in nearly every port, so guests can step off and start exploring right away. Here’s where you’ll come ashore at some of the Caribbean’s most visited ports: - St. Thomas (USVI): Havensight Pier or Crown Bay Marina, both a short ride from Charlotte Amalie. - St. Maarten: Dr. A.C. Wathey Cruise & Cargo Facility, about a mile from Philipsburg’s waterfront. - Grand Turk: Grand Turk Cruise Center, steps from the beach. - Nassau (Bahamas): Prince George Wharf, across from downtown. - Roatán (Honduras): Coxen Hole’s Town Center or Mahogany Bay. - Belize City (Belize): Tender to the Belize Tourism Village near downtown. - Aruba: Oranjestad cruise terminal, near shopping and dining. - Barbados: Bridgetown’s Deep Water Harbour, a short drive or 20-minute walk to town. - Princess Cays (Bahamas): Tender directly to our private island resort.

Do any cruises leave from the Caribbean?
Yes. In addition to U.S.-based departure ports, Princess offers itineraries that depart directly from San Juan, Puerto Rico — a convenient jumping-off point for deeper Southern Caribbean exploration.

What is the best month to cruise around the Caribbean?
Most travelers favor the dry season, from December through April, for the sunniest weather and mild temperatures. This peak season also brings higher prices and larger crowds. If you’re after ideal weather and don’t mind sharing the beach, that’s your window.

What month is the cheapest to go on a cruise?
Look to the wet season (May through November) for the best cruise deals. You’ll likely pay less and have more elbow room ashore. Weather can be unpredictable, and routes may adjust for tropical systems. Princess offers strong value year-round with rotating promotions, Free 3rd & 4th guests on select sailings and last-minute deals.

Find your cruise deal: Princess Cruise Deals & Promotions and Last Minute Cruise Deals

What is the weather like in the Caribbean?
Warm year-round, with average highs in the 80s (°F). The dry season brings more sun and lower humidity; the wet season means more showers and a higher chance of storms. Pack light layers and a rain shell, just in case.

What is some valuable advice when planning a cruise to the Caribbean?
Compare itineraries to decide between classic hot spots and quieter islands. Book early for peak season. Pack versatile outfits for tropical heat, beach time and casual evenings. If you’re sailing in the wet season, build in flexibility and consider travel insurance.

Do I need travel insurance for my Caribbean cruise?
It’s not required but strongly recommended — especially during the wet season when weather can be temperamental. Insurance can help cover trip interruptions, medical expenses and unexpected itinerary changes due to storms.

Are hurricanes a concern on Caribbean cruises?
They can be, particularly from June to November. Cruise lines monitor storms closely and will adjust routes as needed for safety.

How to compare and book

1) Start with all Caribbean sailings. Find a cruise
2) Filter by dates (2026–2028), region (Eastern, Western, Southern, Bahamas), departure port, ship and length.
3) Compare fares and stateroom types, then continue to secure your reservation online.