Plan the Ultimate All Inclusive Pickleball Getaway in 2025
Pickleball isn’t just a sport anymore—it’s a lifestyle. It’s fun, social, and just competitive enough to turn your nicest friends into line-call lawyers. And now, all inclusive pickleball vacations are turning that passion into passport stamps.
But let’s be real: finding the right resort is a minefield. Search “pickleball vacations” and you’ll get millions of results. Most are stock photos of people holding paddles in places that look suspiciously like repurposed tennis courts. Scroll long enough and you’ll find a “pickleball package” that’s really just an hour of court time.
That’s why we created our roundup of the best resorts for all inclusive pickleball vacations. They have real courts—designed for pickleball, not borrowed from another sport. They have actual instructors who can improve your game, whether you’re perfecting your third shot drop or just figuring out which side to serve from. And they wrap all that play time up with premium drinks, luxury accommodations, and five-star dining.
Picture mornings on the court, afternoons by the pool, and evenings over dinners you didn’t have to plan or bargain for. Add in a tropical backdrop and a group of people who get why you’re on vacation and bringing a paddle. You’ve got the perfect trip.
Why Choose an All Inclusive Pickleball Vacation?
Because you deserve better than showing up to a “pickleball resort” only to find two portable nets leaning against a fence. And you definitely deserve better than fighting over who gets the last half-hour of court time before the “court” switches over to a Zumba class.
With our roundup of the best all inclusive pickleball vacations, you know what you’re getting. Tournament-quality courts. Daily play opportunities. Clinics run by pros who can fix your serve before you’ve finished your first margarita. You can join a round robin, take a private lesson, or just play for fun.
And then there’s the non-pickleball magic: Infinity pools that make you consider skipping the next game. Beachfront cabanas where you can nap between matches. Restaurants where “all-inclusive” means top-shelf cocktails and food worth posting to Instagram. It’s luxury that understands you’re here for pickleball and everything else.
Even better, these resorts eliminate all the little annoyances that eat into your vacation. No hunting for restaurants, calculating tips, or begging the front desk for another hour of court time. Everything is handled.
That’s why an all inclusive pickleball vacation isn’t just a getaway—it’s the easiest, most fun way to combine your favorite game with your best trip yet. And the five resorts coming up? They’re where that perfect balance actually happens.
Top 5 All Inclusive Pickleball Vacations to Plan in 2025
The perfect pickleball vacation blends luxury, relaxation, and just enough activity to balance out the dessert buffet. If pickleball is your game, why not take it somewhere with ocean views and a cocktail waiting courtside?
All inclusive pickleball vacations deliver pro-quality courts, expert coaching, and plenty of playtime—without the awkward “is pickleball even included?” conversation. These resorts pair the sport you love with everything else you want in a luxury escape. Picture gourmet dining, premium drinks, and settings so gorgeous you’ll wish your home club had palm trees.
Whether you’re chasing competitive matches, signing up for clinics, or just volleying with the sound of waves in the background, these five destinations prove you don’t have to choose between pickleball and paradise—you can have both.
1. Casa de Campo Resort & Villas – Dominican Republic
If luxury were a sport, Casa de Campo would win gold. This resort isn’t just one of the most famous names in the Caribbean—it’s a dream setting for an all inclusive pickleball vacation that’s equal parts competition and champagne.
Their pickleball courts are pristine, with LED lighting so you can play into the evening when the breeze is perfect, and your sunburn is minimal. You can sign up for expert-led clinics, take private lessons, or dive into friendly tournaments that still somehow get very, very serious.
Off the court, it’s pure indulgence. Stay in a private villa with your own pool or a suite that makes “ocean view” feel like an understatement. Between matches, you can horseback ride along the beach, tee off at one of the Caribbean’s top golf courses, or—let’s be real—stretch out by the pool with a drink that’s 90% rum and 10% fruit garnish.
What Makes It Stand Out
- Championship-level pickleball courts with pro coaching and night play
- Villas with private pools and oceanfront suites that ruin all future hotels for you
- World-class golf, horseback riding, and a private beach
- All-inclusive dining with actual gourmet food (not buffet mystery meat)
Who Should Go: Anyone who wants their all inclusive pickleball vacation to come with bragging rights, luxury, and a social scene that makes you feel like you’ve just joined a very glamorous sports club.
2. Sandals South Coast – Jamaica
For couples who want romance, rum punch, and a little friendly competition, Sandals South Coast nails it. This adults-only escape serves up everything you need for an all inclusive pickleball vacation with oceanfront courts that put you so close to the water you might accidentally lob a ball into the Caribbean.
The pickleball schedule is stacked—daily games, social mixers, and round-robin tournaments that feel like summer camp for adults (but with way better drinks). Courts are top quality, instructors are patient but competitive, and the social atmosphere is the kind of warm and lively that makes you wish every day was vacation.
When you need a break from the game, you’ve got choices: float in Jamaica’s largest pool, toast sunset from the overwater bar, or hide away in an overwater bungalow where the only noise is the sound of waves under your floor. And since it’s Sandals, your all-inclusive vacation covers everything from unlimited gourmet dining to watersports you might only try once—but will brag about forever.
What Makes It Stand Out
- Oceanfront pickleball courts and weekly tournaments
- Nine restaurants serving unlimited fine dining (no reservations, no stress)
- Swim-up suites and those famous overwater bungalows
- Watersports galore, from scuba to paddleboarding
Who Should Go: Couples craving an all inclusive pickleball vacation that blends romance, gourmet dining, and just enough competition to keep things spicy.
3. Beaches Turks & Caicos – Turks & Caicos
If you want your all inclusive pickleball vacation to double as the ultimate family trip, Beaches Turks & Caicos is the one. This massive, all-ages resort sits on Grace Bay—consistently ranked one of the most beautiful beaches in the world—and offers more activities than your group could possibly attempt in one trip.
Pickleball here is family-friendly but still fun for serious players. The courts are top-notch, and there are plenty of chances for casual matches, group play, and teaching the next generation of players why dink shots are an art form.
And when you’re not playing? Good luck choosing. The resort spans five distinct villages, has 22 restaurants, and offers everything from snorkeling trips to nightly beach parties. Kids get their own splash zones and Sesame Street parades, teens have clubs and water sports, and adults can find quiet pools and spa time without ever leaving the property.
What Makes It Stand Out
- Pickleball courts for all ages and skill levels
- One of the world’s best beaches—Grace Bay—right at your door
- 22 restaurants serving everything from sushi to wood-fired pizza
- Endless activities for every age group, plus nightly entertainment
Who Should Go: Families, multigenerational groups, or anyone who wants their all inclusive pickleball vacation to be just as fun off the court as on it.
4. Secrets Moxché Playa del Carmen – Mexico
If your dream all inclusive pickleball vacation involves courts that feel like they belong in a luxury sports club instead of your cousin’s cracked driveway, Secrets Moxché delivers. This Riviera Maya stunner blends competitive play with the kind of pampering that makes you forget how many forehands you’ve shanked.
Here, the pickleball setup is no afterthought. You get pro-quality courts, scheduled clinics, and plenty of social matches. You can show up ready to compete, or you can “just warm up” and mysteriously spend the rest of the day at the swim-up bar. No judgment.
When you’re not swinging a paddle, this resort is pure eye candy: rooftop lounges with panoramic views, swim-out suites that make having to put on actual pants optional, and pools so gorgeous you’ll forget about the beach. (Which is saying something, because the beach here is perfect.) Dining? Seven gourmet à la carte restaurants—because why commit to one cuisine when you can sample them all?
What Makes It Stand Out
- Professional-grade pickleball courts with clinics and social play
- Seven gourmet restaurants and unlimited premium drinks
- Swim-out suites, rooftop pools, and views worth bragging about
- Adults-only vibe that’s equal parts luxury and low-key fun
Who Should Go: Couples and friends who want their all inclusive pickleball vacation with equal parts competition, cocktails, and “I can’t believe we’re staying here” moments.
5. Hyatt Ziva Cap Cana – Dominican Republic
If your idea of an all inclusive pickleball vacation involves stunning beaches, top-tier courts, and zero side-eye from strangers when you order dessert twice, Hyatt Ziva Cap Cana is it. This family-friendly luxury resort sits in one of the most exclusive areas of the Dominican Republic, which means it’s basically impossible to have a bad view—or a bad meal.
The pickleball courts? Immaculate. You’ll find scheduled tournaments, group play, and open court time, so you can rotate between fierce matches and “totally casual” games you secretly still want to win. The atmosphere is friendly, but bragging rights are very much in play.
When you’re done crushing it on the court, the rest of the resort is an all-out vacation playground. We’re talking swim-up suites, infinity pools, private cabanas, and a beach so perfect it could double as a screensaver. Dining spans everything from Dominican specialties to fresh seafood and sushi—because nothing says “vacation athlete” like following a match with all-you-can-eat rolls.
What Makes It Stand Out
- High-quality pickleball courts with group play and tournaments
- Swim-up suites, infinity pools, and private beachfront cabanas
- Gourmet dining across multiple restaurants (yes, all included)
- Family-friendly with entertainment that actually entertains
Who Should Go: Families, groups, or couples who want their all inclusive pickleball vacation to deliver both competition and full-on Caribbean bliss—without lifting a finger to plan it.
How to Choose the Best Resort for You
Here’s the thing about all inclusive pickleball vacations: the wrong resort can turn your dream trip into a sunburned headache. The right one? Pure magic. So before you grab your paddle and passport, let’s break down how to pick your perfect match.
First, your pickleball personality matters (yes, we said “pickleball personality”). Are you here for competitive, “I-brought-my-own-grip-tape” matches, or are you happy with casual games in between poolside naps? Some resorts host tournaments with bragging rights on the line. Others lean into the social side—think friendly mixers where the main goal is meeting people and sipping something tropical.
Next, think about your travel crew. Couples-only? Go for adults-only resorts like Sandals South Coast where romance and rum punch flow freely. Traveling with family or a big group? You’ll want a resort like Beaches Turks & Caicos or Hyatt Ziva Cap Cana where everyone—kids, teens, grandparents—can find something they love.
Then, it’s all about the vibe. Do you want quiet luxury with private plunge pools and personalized service? Secrets Moxché and Casa de Campo will have you wondering if you joined a celebrity retreat. Want a high-energy, do-everything resort? Choose one with packed activity schedules, multiple restaurants, and nightlife that doesn’t call it quits before you do.
And let’s not forget location. The Caribbean’s calm, turquoise waters and laid-back pace are perfect if you want maximum beach time. Mexico offers that plus a dose of culture, adventure, and tacos so good you’ll question every taco you’ve eaten before.
Bottom line: your all inclusive pickleball vacation should feel like it was built for you, not like you picked the top Google result and hoped for the best. That’s where we come in—matching you to the resort that nails your vibe, needs, and pickleball goals.
Book Your All Inclusive Pickleball Getaway with Vacationisms
Here’s the truth: you could spend the next three weeks Googling “best all inclusive pickleball vacations,” drowning in resort reviews that all sound the same, and wondering if “ocean view” actually means “view of a parking lot with a palm tree.”
Or… you could let us skip you straight to the part where you’re winning points on a world-class court in the morning and sipping something fruity in a cabana by afternoon—without lifting a finger to plan it.
At Vacationisms, we don’t just match you with a resort. We match you with your resort—the one that fits your vibe, your skill level, your pickleball group, and your “must-have” list. We handle the details you didn’t even know were details: the right room category, the best time to book courts, which restaurants are worth a reservation, and exactly where to find the hammock with the best breeze.
And because we actually know the resorts (as in, we’ve stayed, played, and probably made friends with the bartenders), we can unlock tips you won’t find online.
If you want your all inclusive pickleball vacation to be unforgettable for all the right reasons—and none of the wrong ones—it’s time to stop guessing and start packing.
📅 Book your consultation now and let’s plan the trip that’s going to make every other pickleball player you know jealous.