Missed
connections
Bored
teens
Screen
time
Without something fun to do together, family vacations can be more stressful than joyful. It doesn't have to be that way. A Pickleballcation helps you hit pause on the noise and play your way back to what really matters.
We create family-friendly travel experiences
More than just a getaway, it's a chance to laugh, play, and reconnect with the people you love most while discovering new places and creating lasting memories. All centered around one of the fastest growing sports in the world.
A decade
of experience
Over 10 years of planning stress-free, joy-filled vacations for families just like yours.
Mom-tested,
Family-Approved
Our founder gets what it takes to keep kids happy and families connected because she's been there.
Powered
by Pickleball
What started as a family pastime became a powerful way to reconnect and inspired this whole business.
Certified
& Trusted
Verified travel agency with certifications from major travel partners. Your trip is in expert hands.
Your personal guides to the ultimate pickleball vacation.
How it works.
1. Schedule a Consultation
We'll talk about your likes, dislikes, and your goals for your Pickleballcation. We will take the time to understand!
2. Choose Your Destination
Browse our curated collection of top travel spots with built-in pickleball fun.
3. Customize Your Experience
From courts to cuisine, we help tailor the perfect itinerary for your family.
4. Reconnect
Through Play
Show up, paddle up, and let the games (and memories) begin.
Focus on your family.
We will take care of what is boring and stressful.
Planning a family vacation without a clear activity everyone enjoys can feel like a gamble. You spend hours researching, booking, and coordinating — only to arrive and realize the kids are glued to their phones, the adults are bored, and no one’s really connecting. Without a shared experience to bring everyone together, it’s just time off, not quality time. That’s where pickleball changes everything...
Pickleballcations was founded by a travel expert and mom who discovered how this simple sport could transform her family’s vacations. What started as a fun game turned into real bonding — filled with laughter, friendly competition, and connection that lasted far beyond the trip. Now she’s helping other families experience the same.
Our trips are designed with that connection in mind: fun for all ages, minimal screens, lots of laughs, and plenty of time on the court. Whether you're brand new to pickleball or already love it, Pickleballcations offers the perfect mix of play, relaxation, and reconnection — without the vacation planning stress..