Owners Appreciation Month 2018 September 2018 - The Roaring Twenties - Back by Popular Demand!

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It’s that time of year when Oyster Bay Beach Resort shows our love and appreciation for you, our owners, with four-week long celebrations!

Join us for a week of festivities, fun and prizes! This year’s revelry features Flapper’s, Gangsters, The Great Gatsby Gala and all that Jazz! You’ll enjoy free beach trip, prizes, entertainment, special prices on rentals… and of course, parties!

We have an inventory of costumes and accessories to share, but please bring along your outfits, boas and bling!

Book your week today!

  • 1st week – September 1-8, 2018
  • 2nd week – September 8-15, 2018
  • 3rd week – September 15-22, 2018
  • 4th week – September 22-29, 2018


Check out this incredible line-up of activities we have in store for you:


Arrivals – Live music with welcome champagne & choice of hors-d’oeuvres

Members receive a Goody Bag to include T-shirts & Jugs


10:00 AM  Orientation

11:30 AM-4:30 PM  Friends and Family Beach Day – Complimentary Transportation offered

Crab race, bean bag toss, Limbo competition

Members – OBBR T-shirt a must to be recognized!


5:30 PM  Welcome Party – Flappers and Gangster style

7:00 PM  Caribbean Buffet @ Infinity Restaurant. $22.95 p/person

7:00 PM  Karaoke rehearsal for Wednesday’s competition


5:00 PM  Marketplace at the Courtyard & Free Guavaberry Tasting

2:00-4:00 PM  Gambling games at the “Speak Easy” Bar

5:00-7:00 PM  Happy hour with Ali Montero


7:00-9:30 PM  Battle of the OBBR Stars!  Showtime with Karaoke and Radio host, Sagan.  The competition is on!

Attire:  Dress like your favorite recording artist.  Great prizes for winners

Highlight – Staff vs. Guests performances


9:30 AM-4:00 PM  Beach Bash at Rainbow Restaurant – Grand Case (friends & family pricing) with an After Party by the Infinity Bar

5:00 PM  Marketplace at the Courtyard


6:00 PM  All that Jazz and The Great Gatsby Gala!  The highlight of the week – The Gala Affair!

Red Carpet Roaring 20’s Style.  The elegant affair – Dress to Impress!

Live Jazz band with Frankie and Cabaret Dancers – “The Dazzling Divas”

During Cocktail hour – Complimentary Champagne, Wine & Snacks

Raffle/Prizes to include a Free Week and so much more

Awards Ceremony to recognize “Special Members” followed by buffet-style dinner at Infinity Restaurant – Caribbean, Italian & Chinese specialties. $22.95 p/person