The Summer Shortlist: 5 Trips Worth Your PTO
If you’re planning a Summer 2026 trip, you’re about to have more options than ever—and that’s exactly the problem. Every destination is louder, every deal sounds better, and somehow it’s harder than ever to know what’s actually worth it.
So instead of giving you 20 ideas, I did what I do for my clients—I narrowed it down to five trips I’d confidently recommend right now. These aren’t random. These are the destinations, ships, and experiences that are lining up to be the best of Summer 2026.
Hotel Xcaret Mexico - The All-Inclusive That Actually Gets It Right
If you think all-inclusives are just buffets and pool chairs… this isn’t that.
Hotel Xcaret Mexico has quietly become one of the most complete vacation experiences in the Caribbean and Summer 2026 is the moment to go.
With its expansion doubling the resort, plus their signature “All-Fun Inclusive” model (which includes access to Xcaret’s adventure parks), this is one of the few trips where you genuinely don’t need to plan anything extra.
Why it’s on the shortlist:
Kids travel free promos (huge value for families)
Access to multiple eco-adventure parks included
Some of the best food you’ll find at an all-inclusive
Works just as well for couples as it does for families
👉 This is the easiest “book it and relax” win on the list.
Alaska Cruises - The Year of Options
Alaska isn’t new—but the way you can experience it in 2026 absolutely is.
This is the first time in years where you have this many strong ways to do Alaska well.
What’s changing:
Two Disney ships sailing Alaska (rare opportunity)
Royal Caribbean running Quantum Class one-way sailings (huge upgrade in ship quality)
Seamless cruise + train tour options into Denali
Holland America & Princess still dominating with infrastructure and land programs
Why it’s on the shortlist:
It’s one of the most memorable trips you can take as a family
Wildlife, glaciers, scenery; it actually lives up to the hype
You can customize it more than ever (luxury, family, adventure)
👉 If Alaska has ever been “on your list,” 2026 is the year to do it right.
Universal Orlando + Epic Universe - The New King of Theme Parks?
There’s a real chance this becomes the most talked-about theme park destination in the world.
With Epic Universe entering its second full summer, Universal Orlando is no longer a “side trip” to Disney—it’s a full-blown destination.
What makes this different:
A brand new park built from the ground up (not an expansion)
Next-level immersion (Mario/Nintendo, Harry Potter, and more)
Three parks + arguably the best water park in Orlando
Why it’s on the shortlist:
Perfect for families with teens and thrill-seekers
Shorter trips feel more complete than Disney right now
It’s new—and that matters
👉 If your family wants energy, excitement, and something fresh… this is it.
Maui - My Personal Favorite (And Still the Best All-Around Island)
’ll say it plainly—if someone asks me for the most well-rounded luxury destination in the U.S., I keep coming back to Maui.
It’s one of the few places that truly balances relaxation, adventure, food, and high-end accommodations.
Why it’s on the shortlist:
Some of the best resorts in Hawaii (Wailea in particular)
Incredible mix of experiences (Road to Hana, Haleakalā, beaches)
Works for both families and adults-only trips
Easy to pair luxury with meaningful experiences
👉 This isn’t just a vacation—it’s the one people compare everything else to.
NCL Haven + Great Stirrup Cay - A Quiet Luxury Play Most People Miss
This is the sleeper pick on the list—and honestly, one of the smartest.
Norwegian is doubling down on two things in 2026:
Their Prima Class ships (with Luna launching this April)
A major upgrade to Great Stirrup Cay, including a new water park aimed to compete with Perfect Day
Pair that with The Haven (their ship-within-a-ship luxury concept), and you get a very different cruise experience.
Why it’s on the shortlist:
Private restaurant, pool, and concierge service
Access to a brand-new private island experience
Strong value compared to other luxury cruise options
👉 If you want luxury without going full ultra-luxury pricing, this is a move.
Final Thoughts
There are a lot of great trips out there—but these five stand out because of what’s happening right now.
New expansions. New ships. New experiences. If you’re planning Summer 2026, the best trips won’t stay wide open forever.
If one of these stood out to you, let’s start putting it together.
I’ll help you:
Narrow down the right option for your family
Maximize promotions and perks
Handle everything from start to finish
👉 Reach out and let’s lock in your Summer 2026 trip before the best options are gone.