Regal Princess: Half Moon Cay, San Juan and St. Maarten — March 20, 2027
Three Caribbean ports, three sea days, and time to enjoy Regal Princess without a stopwatch. This seven-night sailing from Fort Lauderdale offers a beach day, two lively destinations, and plenty of breathing room.
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Why this sailing caught my eye
What Makes This Sailing Special
Half Moon Cay
Life Aboard the Ship
Regal Princess is a Royal-class ship, and its SeaWalk is one of the details that makes it memorable: a glass-floor walkway extending out over the water. It is a fun way to look down at the ocean without getting your shoes wet.
Princess onboard activities include Movies Under the Stars, theater productions, live music, a Piazza and several lounges among its onboard experiences. With three sea days, you have time to explore those choices rather than spending the entire cruise promising yourself you will get around to them tomorrow.
For dining, the Main Dining Room is included in the standard cruise fare, and Princess also has casual options such as the International Café and World Fresh Marketplace. Specialty experiences are also options. Check what is included in your particular fare or package before assuming every restaurant, premium coffee or delivery service is covered.
I would plan a few things that matter to me, then leave the rest flexible. A good sea day can be a show, a long lunch and an early night. It can also be an ambitious plan that ends with a nap. Both count as vacation.
Day-by-Day Itinerary
| Day | Date | Port / Event | Arrival | Departure |
|---|---|---|---|---|
| 1 | Mar 20, 2027 | Ft. Lauderdale, Florida | — | 3:00 PM |
| 2 | Mar 21, 2027 | RelaxAway, Half Moon Cay | 8:00 AM | 3:00 PM |
| 3 | Mar 22, 2027 | At Sea | — | — |
| 4 | Mar 23, 2027 | San Juan, Puerto Rico | 10:00 AM | 6:00 PM |
| 5 | Mar 24, 2027 | St. Maarten | 7:00 AM | 4:00 PM |
| 6 | Mar 25, 2027 | At Sea | — | — |
| 7 | Mar 26, 2027 | At Sea | — | — |
| 8 | Mar 27, 2027 | Ft. Lauderdale, Florida | 6:00 AM | — |
Staterooms and Starting Prices
Verified fare snapshots for this sailing. Pricing and availability can change.
Pros and Cons
What works
- Three sea days leave time for the ship's dining, entertainment and relaxation spaces.
- Half Moon Cay, San Juan and St. Maarten give the week different types of port experiences.
- Fort Lauderdale is an established Princess departure port with a range of pre-cruise hotel options.
- Princess's current catalog lists multiple bookable cabin categories for this exact departure. Ocean View cabins show sold out.
What to consider
- The Half Moon Cay stop has a relatively short scheduled window; plan your priorities accordingly.
- San Juan begins at 10 a.m., which affects early-day sightseeing plans.
- Specialty dining, packages and some activities may cost extra.
- Prices and inventory can change; the quoted fares are snapshots, not a reservation.
Sam’s Tip
Arrive in Fort Lauderdale the day before if you can. I would rather spend embarkation morning enjoying breakfast than wondering whether a delayed flight has just made me an expert in expensive last-minute transportation.
Check the Princess app and your travel documents for your exact pier, boarding window and onboard reservations. Half Moon Cay is currently a tender port so allow yourself a sensible buffer at the end of your day to make it back to the ship on time.
Who This Cruise Is Perfect For
I would look closely at this sailing if you enjoy a classic Princess atmosphere, a few interesting port days and enough time onboard to settle into a routine. Couples, friends and travelers who appreciate dining, shows and a less frantic itinerary may find plenty to like.
If you want a new destination every morning, three sea days may feel like too much. And if you prefer a tiny ship where everybody knows everybody by day two, remember that Regal Princess is a large cruise ship. Neither preference is wrong; the trick is choosing the vacation you actually want.
Before You Sail
Regal Princess is scheduled to depart Port Everglades on March 20 at 3 p.m. Princess says your specific pier assignment will be provided, so do not assume a terminal number based on a past cruise or a helpful-looking internet comment.
Review the fare details carefully. Princess's November 7 pricing snapshot shows bookable Interior, Balcony, Mini-Suite and Premium Suite categories for this sailing, based on two guests sharing a cabin. Some are guarantee categories, meaning the precise room may be assigned later. Check the live booking screen before paying, including taxes, fees, packages and cancellation terms.
Make sure your passport or other travel documents meet the requirements for your citizenship and itinerary. If you book independent activities in San Juan or St. Maarten, verify the local return arrangements and leave time to get back to the ship. The captain is unlikely to be impressed by an excellent excuse delivered from the pier.
Final Thoughts
This is the kind of itinerary I like recommending to someone who wants to enjoy both the Caribbean and the ship. Half Moon Cay, San Juan and St. Maarten bring variety, while three sea days make it easier to appreciate what Regal Princess offers.
The most useful advice I can give is to choose a few experiences you really care about, confirm the details that can change, and give yourself permission to slow down. The vacation does not get better just because your schedule is busier.
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