By Invitation & Application
Create Your Own Tour
Design and host your own pickleball travel experience. You bring the people. We handle everything else.
The perfect pickleball tour partner. Premium destinations. Curated itineraries. Unforgettable connections.
Group travel shouldn't be this hard
You have the idea, the people, and the energy. But the logistics keep killing the dream.
Endless planning, zero progress
You've talked about a group trip for years, but coordinating logistics, venues, and itineraries stalls every time.
Hidden costs and budget chaos
Deposits, cancellations, currency confusion. Group travel finances become a full-time job nobody signed up for.
Herding cats, not leading trips
You end up managing personalities instead of enjoying the experience you imagined.
Risk without reward
You take on all the responsibility but get the same trip as everyone else. That's not fair.
This is a hosted experience model
Not a booking platform. Not a travel agency. A partnership where you lead and we execute.
Curated, not assembled
Every itinerary is designed around your group's interests, skill levels, and travel style.
Hosted, not booked
You're not a customer clicking 'buy.' You're a host shaping an experience with a dedicated team behind you.
Premium by design
Vetted accommodations, professional-level pickleball venues, and cultural experiences that go beyond tourist stops.
Protected and supported
Full travel protection, certified tour directors, and 24/7 support from planning through return.
How it works
Four steps from idea to unforgettable experience.
Start with your idea
You have a group: friends, club members, teammates, and a vision for an incredible trip. Tell us about it.
We design the experience
Our team works with one of our partners to build a custom itinerary: flights, accommodations, pickleball venues, cultural outings, meals, and more.
You invite your group
Share the trip details with your network. We handle registration, payments, and all the coordination.
You travel better as the host
Enjoy priority perks, reduced costs, and the satisfaction of bringing people together for something unforgettable.
What you can expect
Every tour is curated, not assembled. Here's what's included.
End-to-end planning
From flights to farewell dinners, every detail is managed.
Premium accommodations
Handpicked hotels and villas that match your group's style.
Pickleball play
Professional venues, organized matches, and local competition.
Cultural experiences
Guided excursions, local dining, and authentic immersion.
Seamless logistics
Airport transfers, ground transport, and on-site coordination.
Vetted partners
Every vendor, venue, and guide meets our quality standards.
A smarter way to travel together
We don't publish prices because every tour is custom. But here's what makes hosting powerful:
Your cost shrinks as your group grows
As your group grows, your cost can be significantly reduced, and in many cases, fully covered.
Group economics work in your favor
Bulk pricing on flights, venues, and accommodations means everyone pays less than they would alone.
Hosting is rewarded
As the organizer, you earn exclusive host benefits, from priority access to cost offsets.
Is this for you?
This program is designed for a specific type of person.
Club leaders who want to take their members somewhere incredible
Social organizers who naturally bring people together
Pickleball ambassadors looking to grow the sport through travel
Group travel enthusiasts who want the experience without the headache
Entrepreneurs and networkers who see travel as a relationship builder
Anyone with 8+ friends who'd jump at a curated pickleball trip
Why Courtside Living
Built for pickleball
We're not a generic travel company. Pickleball is our world. We know the venues, the community, and the culture.
Designed for social groups
Our model is optimized for groups who want to travel, play, and connect together, not solo travelers.
We remove the friction
You shouldn't have to be a travel agent to host a trip. We handle every detail so you can focus on the experience.
Host benefits
Hosting isn't just a role. It's leverage.
Reduced travel costs
As your group fills, your personal cost decreases. Larger groups can mean hosting for free.
Priority access
First look at new destinations, exclusive host-only events, and early booking windows.
Exclusive destinations
Access tours and venues not available to the general public. Your group gets the VIP treatment.
Network recognition
Build your reputation as the person who makes things happen. Your community grows with every trip.
Destination inspiration
Tailored, not templated. These are starting points. Your tour is yours to shape.
Spain
Mediterranean courts & tapas culture
Costa Rica
Tropical play meets eco-adventure
California Wine Country
Vineyards, valleys, and volleys
Coastal Retreats
Beachside courts & ocean breezes
Mountain Escapes
High-altitude play in stunning settings
Your Custom Destination
Tell us where, we'll make it happen
Ready to Talk?
Tell us about yourself and your vision. We'll take it from there.