Is it just me, or does it feel like 2026 is already the "Year of the Cruise"?
I was chatting with a neighbor down at the local coffee shop in Ft. Lauderdale the other day, and they asked me, "Penny, what’s the deal with Princess Cruises lately? I keep seeing ads for 2026, but is it actually worth booking this far out?"
And honestly? My answer was a resounding yes.
If you’ve been scrolling through travel sites and feeling a bit overwhelmed by the technical jargon and the "limited time only" flashing banners, let me be straight with you: Princess Cruises is making some massive changes for the summer of 2026. From their largest-ever Caribbean season to some sneaky (but important) updates to their popular "Plus" and "Premier" packages, there is a lot to unpack.
At ITS Travel Services, LLC, we live and breathe this stuff so you don’t have to. We’re not just a "big travel website", we’re your boots-on-the-ground experts right here in Florida. Whether you’re looking to sail out of Port Canaveral or Ft. Lauderdale, we’ve got the inside scoop.
So, grab a coffee, and let’s walk through what’s actually happening with Princess in 2026 and how you can snag a deal that makes your bank account as happy as you’ll be on a balcony at sunset.
The Caribbean is Getting a Major Upgrade (And I’m Here For It)
If you love the Caribbean as much as I do, 2026 is going to be your jam. Princess has announced its largest Caribbean summer program ever. We’re talking over 90 voyages.

Here’s the thing: usually, summer in the Caribbean can feel a bit "same-old, same-old" with the ship selections. But for 2026, Princess is deploying heavy hitters like the Regal Princess and the Caribbean Princess to cover every corner of the region.
- 7-Day Eastern & Western Caribbean: These are the classics, perfect for a quick getaway.
- 8-Day Southern Caribbean: These are the "wow moments" itineraries, think Aruba, Bonaire, and Curaçao.
- The 14-Day "Caribbean Adventurer": If you really want to unplug (and let’s face it, we all do), you can combine these into a two-week tropical odyssey.
Pro Tip: If you’re a Captain’s Circle member (that’s travel-agent-speak for "you’ve cruised with them before"), keep an eye out for early booking credits. I’ve seen perks like $50 to $100 in onboard spending money just for locking in your dates early. It’s basically free money for that first round of poolside mojitos!
Myth-Busting: The New Princess Plus & Premier Packages (2026 Edition)
Let’s talk about the elephant in the room: the cost.
Everyone asks, "Penny, are those 'all-inclusive' packages actually a deal?" For 2026, Princess has tweaked the recipe. It’s a bit of a "give and take" situation, and I want to be 100% transparent with you.
What’s Better?
Princess is leaning hard into food. For 2026, the Princess Plus package is doubling its casual dining meals from two to four per voyage. This means you can hit up places like Alfredo’s Pizzeria (seriously, the best pizza at sea) or Gigi’s multiple times without reaching for your wallet.
The Princess Premier package is also adding a serious "win" for those who love to explore: a shore excursion credit. Depending on the length of your cruise, you could get $100 to $300 per person to spend on adventures like glass-bottom boat tours or island treks.
The "Need to Know" (The Not-So-Fun Stuff)
I promised to be your friendly neighbor, so here’s the straight talk. Prices for these packages are going up by about $5 to $10 per person, per day.
Also, and this is a big one, the 15-drink daily limit is getting stricter. Starting in 2026, every drink counts toward that 15-limit. That includes your morning latte, your bottled water, and your sodas. In the past, only the "boozy" ones counted.
Is it still worth it?
For most of my clients, yes. When you bundle Wi-Fi (which is essential for most of us), gratuities (which can be a sneaky cost), and drinks, you’re still looking at a 50–70% savings over buying them à la carte. But if you’re a light drinker who doesn't care about Wi-Fi, we might want to stick to the base fare. That’s why we’re here, to do the math for you!

How to Snag the Best Cruise Deals for 2026
You don’t need a secret password to get a great deal, but you do need a strategy. Here is how we help our neighbors at ITS Travel Services get the most bang for their buck:
- The "3rd and 4th Guest Free" Hack: This is the ultimate win for families. Princess frequently runs promos where the 3rd and 4th guests in a cabin sail for free (you just pay the taxes and fees). If you’re traveling with kids or another couple, this can slash your per-person cost dramatically.
- Low Deposits are Your Friend: We often see "Come Aboard" sales with deposits as low as $99. This lets you "placeholder" your dream vacation without dropping thousands of dollars upfront.
- The "Better Than Best" Price Guarantee: Princess is currently offering a price guarantee where if you find a lower fare before your final payment, they’ll give you 120% of the difference as onboard credit. It takes the stress out of "should I wait for a better price?"
Why Booking With a "Real Person" Beats the Big Websites
I get it, the internet is convenient. But when something goes sideways (like a flight delay or a missed connection), a "big travel website" is going to put you on hold for three hours.
When you work with us at ITS Travel Services, you get me. You get James. You get a team that knows the difference between a balcony on the Port side and one on the Starboard side (and why it matters for your view!).
We specialize in custom vacation packages and shore excursions that go beyond the basic offerings. We’ve been there, we’ve tested the waters (literally), and we’re here to make sure your 2026 vacation is nothing but "wow moments."

The "Testing the Waters" Checklist for 2026
Not sure if you’re ready to pull the trigger? Here’s a quick gut-check:
- Do you have a specific date in mind? 2026 is filling up faster than previous years.
- Are you a family of four? Look for those "3rd and 4th Free" sailings: they are the gold standard for value.
- Do you value "set it and forget it"? If so, the Princess Premier package with the new shore excursion credits is likely your best bet.
Let’s Chat!
I know it’s a lot to take in. "Travel-agent-speak" can be confusing, and the rules seem to change every week. But that’s what neighbors are for!
If you’re even slightly curious about a 2026 Princess cruise, or if you want to compare them against Holland America or NCL, don’t be a stranger. You can contact us directly or just drop by our site to see what’s trending.
There’s no pressure: just honest advice and a lot of passion for great vacations. Let’s get you out on the water!
