Aerial view of the world's first floating pickleball court beside a yacht on the Adriatic, Croatia Top-down aerial of the floating pickleball court and yacht in a turquoise Croatian cove
Pickleball Union Getaways

A pickleball trip.
Or a trip with
pickleball.

Either way, we've got you covered.

See Upcoming Trips Build Your Own Trip

A vacation built around the game you love.

Professional coaching

Private court time with professional coaches. Drills, strategy, and games tailored to your level, from 3.0 to tournament-tested.

All-inclusive everything

Fine dining, premium drinks, water sports, entertainment, and airport transfers, all included. Put the paddle down and there's still a world-class vacation waiting.

Travel with your people

Small groups of players who love this game as much as you do. You'll arrive with a reservation and leave with a crew you'll play with for years.

Here's the best part: booking with us saves you money when compared to booking with a resort or travel partner directly. Plus, the coaching, court time, and community come included.

Upcoming getaways.

All-inclusive Caribbean resorts or a five-star yacht tour of the Adriatic sea. All hosted by our expert crew of pickleball coaches & fanatics.

Sandals Regency La Toc resort and beach, St. Lucia
Pickleball Union Flagship
Dec 13 to 18, 2026 · Sandals Regency La Toc, St. Lucia

St. Lucia

Hosted by Coaches Marko Grgic & Will East

Four hours of daily instruction and open play with two of our favorite coaches, plus the Pickleball Union crew on court and at dinner.

From $3,797for two, all-inclusive
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Beaches Turks and Caicos resort on Grace Bay's white-sand beach
Oct 25 to 30, 2026 · Beaches Turks & Caicos

Turks & Caicos

Hosted by Coaches Will East & Marko Grgic

Four hours of daily instruction and open play on Provo's world-famous 12-mile beach.

From $5,352for two, all-inclusive
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Sandals Regency La Toc resort and beach, St. Lucia
Mar 29 to Apr 3, 2027 · Sandals Regency La Toc, St. Lucia

St. Lucia

Hosted by Albert "Dink Daddy" Fitch & Eric White

Sixty-plus combined years of coaching: morning drills, evening open play under the lights.

From $4,989for two, all-inclusive
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Top-down aerial of the floating pickleball court beside the yacht in a Croatian cove
May 2 to 9, 2027 · Dubrovnik to Split, Croatia

Croatia Yacht Cruise

Hosted by Coach Daniel Winter

Seven nights, five islands, two UNESCO sites, and a floating pickleball court on the Adriatic. This one is special!

From $5,499per person, half board
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Sandals Saint Vincent resort with overwater bungalows and mountain backdrop
Sep 5 to 10, 2027 · Sandals Saint Vincent

St. Vincent & the Grenadines

Hosted by Coach Dino

Sandals' newest resort: two hours of private morning court time, two hours of coached evening open play, and the Grenadines in between.

From $5,512for two, all-inclusive
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Our Favorite Pickleball Trip

We tried the world's first floating pickleball court.

Our crew, a yacht, the Adriatic, and a court that moves with the sea. This is what a Pickleball Union getaway looks like.

How it works.

1
Pick your trip, or tell us your dream.

Browse the getaways above, or use the trip builder if you have your own crew, dates, or destination in mind.

2
We handle the details.

Our dedicated vacation specialists match you to the right trip, book your room, collect your refundable deposit, and answer every one of your questions.

3
Show up and play.

Transfers, courts, coaches, meals, and your new favorite doubles partners are all waiting.

Have a crew? Build your own getaway.

Clubs, leagues, and friend groups: we'll design a private trip around your people.

  • Your dates, your destination, your group's skill mix
  • Organizer perks, including complimentary-room opportunities for group leaders
  • Optional pro coaching and daily programming, arranged for you
  • One planning contact from first call to final toast
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