Portside Pickle

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Portside Pickle The Gulf Coast's premier waterfront destination for pickleball, community, and FUN!!!

Teachers, that might’ve been the lamest week off ever.No power. No AC. Hurricane cleanup. Kids out of school. Zero stars...
10/15/2026

Teachers, that might’ve been the lamest week off ever.

No power. No AC. Hurricane cleanup. Kids out of school. Zero stars. Would not recommend.

So we’re giving you a happy hour that actually feels like a break.

Friday, October 16 from 2:00 to 5:00 PM, show your teacher ID and come dink, drink, and decompress with us.

• $5 Open Play
• Half off b**r, seltzers & w**e by the glass
• Free Pickleball 101 for anyone who’s never played
• Paddle raffles with prizes worth up to $200

And because teachers deserve extra credit:

Sign up for Open Play = 1 free raffle ticket.
Buy a bucket of b**r or seltzers or a bottle of w**e = another raffle ticket.

We’re giving away a Diadem Warrior BluCore Paddle, a Dinker Drinker Swivel Sport Paddle, and a Quartz 6.0 Paddle, so there are three chances to walk away with some new court gear.

Discounted pickleball. Half-price drinks. Free coaching. Paddle giveaways. No lesson plans required.

Grab the teacher crew and come blow off some post-hurricane steam with us.

Sign up here:

https://f.mtr.cool/kpyjvrcs4e

Kenny has spoken.Some things moved. Some things didn’t. Somehow, Kenny is still standing.Swipe for what’s on, what’s mov...
10/14/2026

Kenny has spoken.

Some things moved. Some things didn’t. Somehow, Kenny is still standing.

Swipe for what’s on, what’s moved, what’s on sale, and how Kenny might owe you a b**r.

For schedules, sign-ups, and the latest updates, check the Portside Pickle app. Link in bio to download.

We figured everyone could use a little normal right now.It’s been a stressful few days, Pensacola. If you’re tired of si...
10/11/2026

We figured everyone could use a little normal right now.

It’s been a stressful few days, Pensacola. If you’re tired of sitting at home without power, water, Wi-Fi, or anything else that makes life feel remotely normal, come hang out with us.

We took a hit from Isaiah, but the courts are ready, the bar is open, and we’d much rather spend the day with y’all than stare at hurricane damage.

So, in honor (or dishonor) of our Category 2 visitor, Open Play is just $2.

And if you feel like helping us put Portside back together while you’re here, bring four chairs out of the warehouse and we’ll buy you a b**r. Consider it our highly sophisticated hurricane recovery program.

Come play. Come have a drink. Come charge your phone. Come sit by the water. Come see some people and decompress for a while.

We’re a little banged up, but we’re here. And Portside is a whole lot better with the community in it.

10/09/2026

“It’ll be fine, just bring a jacket…"

Just kidding. We’re battening down the hatches and will be closed Friday and Saturday. See you on the other side.

Portside Pickle Chronicles: Hurricane Isaiah edition.240 chairs put away. 48 tables in storage. Every light, cord, winds...
10/09/2026

Portside Pickle Chronicles: Hurricane Isaiah edition.

240 chairs put away. 48 tables in storage. Every light, cord, windscreen and sign taken down. Two days of packing up anything that could possibly blow away.
We saved the nets for last.

And we can’t take the last three down because the courts are still full.
That pretty much sums up Portside.

Over the last two days, our team worked their tails off getting this place ready, and our community jumped in right alongside us. Customers grabbed chairs, helped us pack up and did whatever needed to be done.

Now there are two lonely chairs left at the bar, three packed courts, one hell of a sunset, and a whole lot of gratitude.

Pickle people are crazy. Our pickle people are especially crazy. And we love you for it.

We’ll be back as soon as Isaiah moves on and it’s safe to reopen. Until then, hunker down, stay safe, and maybe use that couch time to check the app. Leagues start next week, we have Sip & Stretch next week, Dinks for Dolly will see another day, and ForeHands of Hope is right around the corner.

And when it’s time to unpack this whole place again? Same deal as before. Bring four chairs out of storage and the first b**r is on us.

We can’t wait to see you soon.

This storm ain’t named Jolene, and we’re definitely not letting it take our pickleball tournament. Dinks for Dolly is ju...
10/07/2026

This storm ain’t named Jolene, and we’re definitely not letting it take our pickleball tournament. Dinks for Dolly is just moving to October 24th instead.

Same Dolly. Same dinks. Same excuse to dress like the Queen of Country.

Here’s the new lineup:
🏓 Islands in the Stream Division
Intermediate (3.0–3.5) | 2:00-5:00 PM
🏓 Jolene Division
Advanced (3.5+) | 2:00-5:00 PM
🏓 9 to 5 Division
Beginner (2.0–2.9) | 5:00-7:00 PM

Then we’re keeping the party going:
🎧 DJ CALYX: 5:00-8:00 PM
🌽 Co****le Tournament: 5:00 PM
👢 Dolly Costume Contest: 7:00 PM

If you’re already registered, your spot will automatically move to the new date. If October 24th doesn’t work for you, reach out and we’ll get you taken care of. Haven't signed up yet? Don't miss out. Sign up link in bio.

October 24th. 2:00-8:00 PM. Dinks for Dolly lives to play another day.

Tag your teammate who won't let a little bad weather get her down.

Play Pickleball. Do Some Good.ForeHands of Hope is more than a weekend of doubles, medals, and waterfront competition. I...
10/06/2026

Play Pickleball. Do Some Good.

ForeHands of Hope is more than a weekend of doubles, medals, and waterfront competition. It’s a chance to put your game toward something that reaches beyond the court.

Hosted by Portside Pickle and benefiting Hands of Hope Medical Mission, this three-day tournament helps support the organization’s work providing orthopedic care to people who might otherwise go without it.

Hands of Hope brings volunteer medical teams into underserved communities, providing surgeries, treatment, education, and follow-up care for patients with orthopedic conditions. For many, that care means more than relief from pain. It can mean getting back to work, returning to school, caring for family, or simply being able to move through everyday life again.

And that’s where your registration comes in.

20% of every tournament entry goes directly to Hands of Hope Medical Mission.

So grab a partner, find your division, and come spend a weekend playing for something bigger.

🎉 Kickoff Party: Friday, November 13
🏓 Women's Doubles: Saturday, November 14
🏓 Men's Doubles: Saturday, November 14
🏓 Mixed Doubles: Sunday, November 15

Four skill-based divisions. Four guaranteed games. Gold, silver, and bronze medals. Tournament shirt included. And 380 feet of waterfront with seven courts on Pensacola Bay waiting for you afterward.

Never played a tournament? Perfect. No partner? We can match you within your division. No DUPR? No problem.

Your registration also gets you into Friday night's Kickoff Party, featuring a pro exhibition, Pickleball 101, coach-led open play, food, drinks, and more.

$50 Per Player. Registration closes Monday, November 9 at 11:59 PM.

📲 Register here: https://f.mtr.cool/4lwwgo1kq3
📞 Questions? 850-850-4PKL (4755)

Come for the competition. Stay for the cause. Leave knowing that your weekend putting your feet on our courts helped someone get back on their feet.

You know where to find us.

📍 740 Commendencia Street
🌴 On the Waterfront
🩵 In the Heart of Downtown Pensacola . . .

North Florida Bone & Joint Specialists Visit Pensacola Downtown Pensacola

10/05/2026

Pour Yourself a Cup of Ambition. We’ll See You in the Kitchen. 🎀

Dinks for Dolly is happening this Saturday, October 10th, with three women’s doubles skill divisions throughout the day. Whether you’re a seasoned player or newer to the game, there’s a spot for you.

Dolly's Divisions:

• "9 to 5" Division - Beginner: 8:00AM-12:00PM
• "Islands in the Stream" Division - Intermediate: 12:00PM-4:00PM
• "Jolene" Division - Intermediate/Advanced: 4:00PM-6:00PM

And this one isn't just a tournament. It's an all day party in the name of Dolly.

Harry’s Proper Burger | 11:00AM-2:00PM
Dolly Parton Costume Contest
Bags for Dolly Co****le Tournament | 5:00PM
DJ CALYX | 6:00-9:00PM

It’s a full day of pickleball, good food, music, and a little Dolly-inspired fun, all while raising money for Dolly Parton’s Imagination Library.

We’re also collecting books for Gulf Coast Kid’s House. Bring a new or gently used children’s book and get a raffle ticket for one of our prizes. No book? No problem. Grab a bucket of b**r or seltzer or a bottle of w**e and we’ll get you a ticket.

Come play, celebrate Dolly, grab a drink, and have a good time on the water.

Download the Portside Pickle App:

https://f.mtr.cool/sbi0ei1xzi

And Sign Up:

https://f.mtr.cool/sr72rab05r

You know where to find us.

📍 740 Commendencia Street
🌴 On the Waterfront
🩵 In the Heart of Downtown Pensacola . . .

Downtown Pensacola Visit Pensacola Gulf Coast Kid's House

Meet Connor Ray. 🏓Competitive by nature. Hospitality-minded by trade. And deeply, deeply invested in the right paddle.Co...
10/05/2026

Meet Connor Ray. 🏓

Competitive by nature. Hospitality-minded by trade. And deeply, deeply invested in the right paddle.

Connor is our Assistant General Manager at Portside and one of the coaches helping keep the courts moving, the games competitive, and the good times rolling. He’s an RPO Level 1 certified coach and a 4.0+ player with a focus on overall game strategy and the ability to translate that to newcomers.

A UWF graduate with a degree in Global Hospitality and Tourism, Connor knows a thing or two about making people feel welcome, even when he’s trying to beat them.

After a lifetime of playing baseball and football, Connor found pickleball about a year and a half ago and hasn’t looked back. What hooked him? The strategy. He loves the mental side of the game just as much as the competition, from shot selection and court positioning to understanding what’s happening between the lines.

He’s also become a bit of a paddle encyclopedia. Weight, shape, feel, materials, performance — Connor knows the ins and outs and loves helping players find the paddle that actually fits their game. So if you’re standing in the Pro Shop wondering which paddle is the one, he’s a pretty good person to ask before you pull the trigger.

As a coach, Connor focuses on helping players understand the why behind their game, not just the mechanics. Whether you're picking up a paddle for the first time or looking to sharpen your game, he’ll meet you where you are and help you build your skills from there.

And yes, he’s competitive. Very.

Book a lesson with Connor through the Portside Pickle App, or catch him in the Pro Shop next time you need to talk paddles.

Download the app:

https://f.mtr.cool/si28kulpuy

And book with Connor:

https://f.mtr.cool/d424ofvl6g

You know where we'll be.

📍 740 Commendencia Street
🌴 On the Waterfront
🩵 In the Heart of Downtown Pensacola . . .

Sip & Stretch with YogaRo. 🧘‍♀️🥂Saturday plans? Make them flexible.We’re teaming up with YogaRo for a 90-minute morning ...
10/03/2026

Sip & Stretch with YogaRo. 🧘‍♀️🥂

Saturday plans? Make them flexible.

We’re teaming up with YogaRo for a 90-minute morning of movement, mobility, balance, and a little something to sip along the way.

Pensacola-based Stretch Therapist, Mobility Specialist, RYT, and founder of Serenity Z Flow Yoga Studio, YogaRo knows how to get you moving better without making it feel like work.

Come stretch it out on the waterfront, meet some new people, and make a little room for movement, community, and fun.

Saturday, October 17th
11:00AM–12:30PM
$25 per person

Your ticket includes one complimentary mimosa for guests 21+. Not drinking? No problem. A complimentary signature mocktail is included instead. Valid ID required for alcohol service. Alcoholic beverages are for on-premise consumption only.

And because this is Portside, the morning doesn’t have to end when the stretching does.

The waterfront bar and pickleball courts will be open before, during, and after class if you want to grab another drink, play a few games, or just hang out by the water.

Bring your own yoga mat. We’ll have yoga blocks and knee pads covered.

Come stretch. Come sip. Stay awhile.

Download the Portside Pickle App:

https://f.mtr.cool/omb4bd7z5k

And Sign Up:

https://f.mtr.cool/rvyhg5lzfg

You know where to find us.

📍 740 Commendencia Street
🌴 On the Waterfront
🩵 In the Heart of Downtown Pensacola . . .
Visit Pensacola Downtown Pensacola Sip & Stretch with YogaRo

Address

740 Commendencia Street
Pensacola, FL
32502

Opening Hours

Monday 8am - 9pm
Tuesday 8am - 9pm
Wednesday 8am - 9pm
Thursday 8am - 9pm
Friday 8am - 10pm
Saturday 8am - 10pm
Sunday 8am - 9pm

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