The Rotary Club of Key West Proudly Presents
♦ For The Children ♦
◆ Tonight's The Night ◆
A Letter From Your Casino Night Chair
Dear Friend, welcome to Casino Night MMXXVI — Rotary Club of Key West's most glamorous evening of the year. Doors open at 6:30 PM at the Beachside Resort, and from there it's tables, jazz, auctions, and a roomful of friends turning chips into impact. Here is everything you need to know to make the most of the night.
Before The Bell · Dinner At The Sponsor
Proud Sponsor · Pre-Game at the Bar
Make a night of it. Roll into Casino Night with dinner or drinks at Tavern & Town first — call ahead for reservations.
Please note: no food will be served at Casino Night, so plan to eat beforehand.
The Evening's Schedule
Your tickets will be waiting at the door under your name — or under your sponsoring company's name.
♦ Cash In Your Conch Chips ♦
Every $25 in Conch Chips redeems for a raffle ticket — drop it in any of our raffle items.
We're expecting 250 guests at this year's sold-out event — thank you for being part of a night that supports the work the Rotary Club of Key West does in our community.
Place your bets, raise a glass, and have a wonderful evening.
The Casino Night Committee
Mike Krause · Chair
Thanks again for all your support
A Taste of the Night
Hear The Excitement
Come Be Part of It
Live Auction
Nine unforgettable experiences — from days with the leaders who shape our island to Caribbean and Gulf Coast escapes to original fine art — live at Casino Night MMXXVI. Every winning bid funds Rotary scholarships for Lower Keys students.
Mayor of Key West
Key West Police
Key West Fire
On the water
City of Key West
Reign for the day
5 Nights · Pipe Dreams Cottage
2 Nights at The Gemma · Sleeps 14
Original by D. Arthur Wilson
Featured Auction Item
5 Nights at Pipe Dreams Cottage · Windwardside
Perched high in the hills of one of the Caribbean's best-kept secrets, this charming 2-bedroom island cottage offers sweeping panoramic views of the Caribbean Sea and lush volcanic mountains. Step onto the wraparound veranda for morning coffee or golden-hour evenings — the perfect private retreat on the Kingdom of the Netherlands' highest peak.
Featured Auction Item
2 Nights at The Gemma · Sleeps up to 14 · Steps to the Sand
Steps from the white sands of Clearwater Beach, this luxury escape brings you and up to 14 of your closest friends and family together for a two-night stay at one of four stunning 6-bedroom townhomes. Get a glimpse of what you'll experience at thegemmacwb.com.
Featured Auction Item
Original by D. Arthur Wilson · Artist Proof 2/25 on Wood Panel
A signature work from Key West's beloved “Wild Expressionist,” whose Rhupert the Ostrich has become a lovable icon collected in all 50 states and over 20 countries. Self-taught from age three and now marking 50 years of expression, D. Arthur Wilson has mastered the pastel medium into a presentation unlike any other — whimsical, witty, and unmistakably his own.
“Life is a Procession — sometimes you lead, and sometimes you're the Clown.” — Rhupert
Live auction at Casino Night MMXXVI · May 16, 2026 · Beachside Resort
Get Your TicketsRaffle Drawings
Buy raffle tickets at the event for your chance to win these incredible prizes — donated by our generous Key West community. Every dollar funds Rotary scholarships.
Raffle drawings throughout the evening · May 16, 2026 · Beachside Resort
Get Your TicketsWhat Awaits You
The password is spoken. The secret door swings open. Welcome to our Roaring '20s Speakeasy — where the jazz never stops, the Play Conch Chips are flowing, and every corner holds something new. It's 1926 in Key West, the whole community is here, and the night belongs to all of us.
Brought to you with love by your neighbors at Tavern N Town — the heart of Key West's dining & entertainment scene.
Grab your Play Conch Chips and try your luck at full casino-style tables — beginners and high rollers alike, everyone's welcome.
Our own Key West Jazz Society brings the authentic Speakeasy soundtrack — live, local, and straight from the heart of the Conch Republic.
Bid on incredible local experiences and one-of-a-kind packages — all while supporting the kids in our community.
Strike a pose with friends in our stunning 360° photo booth — your Gatsby moment, captured from every angle.
Craft cocktails and classic pours inspired by the golden age — raise a glass with old friends and new ones.
Channel your inner flapper or bootlegger and compete for prizes judged by local celebrities. It's 1926 — dress the part!
Prohibition-era recipes reimagined for the evening — because at this Speakeasy, everyone sips in style.
Dress the part. Play your hand. Dance like it's Prohibition. Bring your friends.
Every Play Conch Chip wagered, every bid placed, every ticket bought — it all goes straight to a child's future. That's what neighbors do.
Psst… whisper “HANKS” at the door for a surprise.
Only those who find this message will know.
Stand With Us
When local businesses show up for our kids, the whole community wins. Sponsoring Casino Night puts your name alongside the people and families who make Key West special — and all proceeds go directly to The Rotary Club of Key West Scholarships.
Don't see the perfect fit? We love getting creative. Let's talk about a custom package that works for you and makes the biggest impact for our students.
Let's TalkWith Sincere Gratitude
Casino Night MMXXVI is made possible by the generosity of these incredible community partners. Every contribution funds scholarships for our local students.
Your Neighbors
We're your neighbors. The Rotary Club of Key West is a community of local professionals, business owners, and people who care deeply about this island — united by one idea: service above self. For decades, we've been part of the fabric of Key West, organizing events, funding scholarships, and showing up for the programs that lift all of us.
We believe that when local business and community spirit come together, extraordinary things happen. Casino Night is one of our favorite traditions — a night where generosity meets a great time, and neighbors get to help neighbors in the best way possible.
Rotary International connects 1.4 million members in over 200 countries. Our Key West chapter brings that global mission home — to our streets, our schools, and our families. And we'd love for you to be part of it.
Make a Weekend of It
You're coming all the way to paradise — why not stay a while? Key West is one of America's most unforgettable destinations, and Casino Night is the perfect excuse to turn one great evening into a full island getaway.
Sleep steps from the party! Our event venue offers gorgeous waterfront rooms. Ask us about special rates for Casino Night guests.
From Duval Street to the Historic District, sunset cruises to world-class diving — this island has a way of making you want to stay forever.
Snorkeling, paddleboarding, deep-sea fishing — the warm Florida Keys waters are calling your name.
Key West's culinary scene is legendary. Fresh seafood, tropical cocktails, and the kind of laid-back island energy you can't find anywhere else.
Make May 16th the centerpiece of a full Key West adventure. Come a day early, stay a day late — the Conch Republic rolls out the welcome mat like nowhere else. Reach out and we'll happily share our favorite local spots and accommodation tips for Casino Night guests.
Dress the Part
This is your chance to step back in time — and look incredible doing it. Whether you go all out or keep it simple, the Speakeasy welcomes everyone. Costumes encouraged, confidence required.
Think flapper dresses, fringe, feather headbands, long pearl necklaces, T-strap heels, and finger waves. Sequins, beading, and bold red lips seal the look. Go glamorous — the bolder the better.
Pinstripe suits, suspenders, bow ties, fedoras, wingtip shoes, and pocket watches. Channel your inner Gatsby or go full bootlegger with a newsboy cap and vest. Own the room.
Prizes awarded for Best Dressed — judged by local celebrity judges! Go big, have fun with it, and remember: at this Speakeasy, everyone's a star.
The Heart of It All
“These are our kids. Our neighbors' kids. And every one of them deserves the chance to reach their full potential. That's why we do this — one scholarship, one student, one future at a time.”
All funds raised from Casino Night go directly to The Rotary Club of Key West Scholarships for Key West students. These aren't names on a list — they're kids you've seen at the grocery store, at the beach, in the hallways of our schools. They're our community's future doctors, teachers, entrepreneurs, and leaders. When you buy a ticket, place a bid, or become a sponsor, you're not just attending a party. You're telling a young person: we believe in you.
Hear From a Rotarian
We'd Love to Hear From You
Questions? Want to sponsor? Bringing a group? Don't be a stranger — reach out anytime. We're here and happy to help.
★ Presenting Sponsor ★
Mount Sinai Medical Center Key West
Fausto's Food Palace
Sales Sense Payments
Oropeza Stones Cardenas
Bascom Grooms Real Estate
Keys Talk Radio
★ Presenting Sponsor ★
Mount Sinai Medical Center Key West
Fausto's Food Palace
Sales Sense Payments
Oropeza Stones Cardenas
Bascom Grooms Real Estate
Keys Talk Radio
The Casino gaming tables are provided for entertainment purposes only by Casino Party Nights Florida Inc., tel. 561-328-6910. All donations and proceeds go to The Rotary Club of Key West Scholarships. ★ Must Be 18 Years or Older to Play ★
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Join us for The Rotary Club of Key West Casino Night MMXXVI! Roaring '20s Speakeasy at Beachside Resort, May 16th. For the children! #CasinoNightKW #KeyWest #Roaring20s #ForTheChildren #KeyWestEvents #SpeakeasyNight https://KWRotaryCasinoNight.org
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