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September to Remember 2021

Let the Good Times Roll!

September is just around the corner, and we’ve got a special gumbo of events and activities planned to make this year truly memorable. This year, we’re bringing back one of our best-loved themes: Mardi Gras. If you’ve experienced our unique Caribbean version before, you’ll be back. If you’ve never experienced it at Oyster Bay–like the song says–you only live but once, so let the good times roll!

Join us for a week of festivities, fun, and prizes! You’ll enjoy free beach trips, prizes, entertainment, and of course, a Mardi Gras parade. Plus lots of costumes, cajun cuisine, and cocktails to keep those good times rolling.

Don’t forget your black and white formalwear for the big “Jazzy Friday” event at Infinity Restaurant.

Book your week today!

  • 1st week – September 4-11, 2021
  • 2nd week – September 11-18, 2021
  • 3rd week – September 18-25, 2021
  • 4th week – September 25 – October 2, 2021

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


  • Live Steel Pan Music
    2:30 PM – 5:30 PM
    The Courtyard
    Live Steel Pan Music at The Courtyard – Complimentary Rum Punch & Fruit Punch during Check-in
  • Live Music
    6:00 PM – 9:00 PM
    The Courtyard
  • Grill Night Buffet
    6:00 PM – 9:00 PM
    Infinity Restaurant


  • Island Orientation
    10:00 AM
    The Courtyard
    Island Orientation at The Courtyard with Ingrid Bosnie – Complimentary Mimosas & Orange Juice
  • Sunday Brunch
    11:30 AM– 3:00 PM
    Infinity Restaurant
    Sunday Brunch at Infinity Restaurant – $29.95 per person + 15% service charge 
  • Island Tour/Grocery Stop
    11:30 AM
    Island Tour with Vince – Commencing as of June 27, 2021 
    Please sign up at the Activities Desk
  • Market Afternoon
    4:00 PM
    The Courtyard


  • Aqua Aerobics
    7:30 AM – 8:30 AM
  • Hop On/Hop Off Bus
    Departs 9:30 AM
  • Complimentary Family Poolside Bingo
    2:00 PM
  • Welcome Cocktail Party
    5:30 PM – 7:00 PM
    Welcome Cocktail Party with King Beau Beau & Band
    Featuring: A Taste of New Orleans – Chef Special hors d’oeuvres
  • Caribbean Buffet
    6:30 PM – 9:00 PM
    Infinity Restaurant
    Caribbean Buffet with a taste of New Orleans – $24.95 per person + 15% service charge 


  • Aqua Aerobics
    7:30 AM – 8:30 AM
  • Hop On/Hop Off Bus
    Departs 9:30 AM
  • Wine & Cheese Tasting
    6:00 PM
    The Courtyard
    Wine & Cheese Tasting in the Courtyard hosted by Amsterdam Cheese Store
  • Italian Night
    6:00 PM – 10:00 PM
    Infinity Restaurant
    Italian Night at Infinity Restaurant – Entertainment by Irina Kaufman-Brookes 
  • Irina on the Piano
    6:30 PM – 9:30 PM
    Infinity Restaurant


  • Aqua Aerobics
    7:30 AM – 8:30 AM
  • Hop On/Hop Off Bus
    Departs 9:30 AM
  • Mardi Gras at Oyster Bay!
    5:00 PM – 9:00 PM
    It’s Mardi Gras at Oyster Bay! Street fair with arts & crafts vendors, food stalls & drinks, music and Mardi Gras parade! 


  • Red Cap Beach Bash
    9:30 AM
    Buccaneer Beach Bar
    Red Cap Beach Bash at Buccaneer Beach Bar! – Welcome Cocktail, Lunch, Open Bar, Live Music, Games & Amazing Prizes. Don’t forget your Towel and Sunblock! Wear Red! – $90.00 per person
    Check with the Activities Desk for further information & pricing


  • Hop On/Hop Off Bus
    Departs 9:30 AM
  • Jazzy Friday Red Carpet Affair & Dinner
    6:00 PM – 10:00 PM
    Infinity Restaurant
    Jazzy Friday Red Carpet Affair & Dinner – International Seafood Buffet with Jazz Music
    Dress Code: Black & White Elegant Attire

It’s Official!
Construction has commenced on the Veranda Market and Bistro. That’s our ocean-front, indoor/outdoor bistro, well stocked grocery store and expansive oceanfront deck and outdoor bar. The Veranda will provide a wide selection, including wine and spirits or a casual lunch or dinner just steps from the beach. The new Veranda will also have a pizza oven and a chicken rotisserie. Enjoy!

Completion is scheduled for mid-September.

For special discounted weekly rates, please contact our Reservations Department at 1-866-978-0212 or email your requested dates to

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Introducing the Veranda Market and Bistro

Oyster Bay Beach Resort is proud to announce the development of the new Veranda Market and Bistro — featuring an expansive ocean front deck with bistro, bar and grocery market.

The Veranda Market and Bistro will expand upon the old Beau Beau’s Bar and Grill and offer both dine-in and take-out as well as packaged goods.

Construction began in June with a projected completion date of August 2021. The roughly 3,500 sq. ft. space will be completely new including a larger deck, indoor/outdoor seating and a brand-new kitchen.


The Veranda Market will be the largest grocery store in the Oyster Pond community with an extensive selection, including kitchen staples, premium coffee, wine and spirits, gourmet treats, as well as specialty meats and fish. Since all Oyster Bay Beach Resort units have kitchens or kitchenettes, the new market is anticipated to be a big benefit for guests. The onsite grocery will eliminate the need for a trip to Philipsburg — currently, the closest market.

“We expect the grocery market to be very popular with our guests, as well as the locals seeking an up-scale, affordable shopping experience,” notes OBBR Managing Director Mike Dolente.

The Veranda is to feature expansive glass doors and windows with ocean views from inside the market, as well as panoramic vistas from the Bistro’s deck and bar.

The Bistro’s full kitchen will offer lighter fare including fresh salads, made-to-order sandwiches, pizza from our own pizza oven, selections from the grill, rotisserie chicken and fresh food from the market. A newly constructed outdoor bar will serve all of your favorite frozen cocktails, best-selling beers, wines and liquors as well as full food service. The Bistro will be open daily allowing guests the option of eat-in or take-out.

“The Veranda Market and Bistro will give OBBR guests and local residents more choices when it comes to delicious, affordable meals and top-quality grocery shopping,” added Dolente.

Stay tuned for future updates regarding the Veranda Market and Bistro.


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St. Maarten Travel Guidelines

Oyster Bay Beach Resort is offering onsite PCR Testing!

As of January 26, 2021, the U.S. will require all travelers coming back into the country to show proof of a negative COVID-19 test before boarding an airplane. That means you will need to be tested on the Island before returning home. But, as we like to say in St. Maarten: No Problem!

Every Wednesday morning we will have medical personnel onsite to conduct COVID-19 tests for all resort guests at a cost of $75, delivering results within three days. For guests who require a different schedule, arrangements can be made for testing on any day at additional cost. To sweeten the deal, we’re offering free rum daiquiris for all participants.  

We’re here to ensure your stay is both safe and fun! If you have any questions about your travel to St. Maarten, feel free to call us at 1(866) 978-0212.

Princess Juliana Airport (SXM) is now welcoming all travelers!

The safety of our guests and staff is of primary importance. Our entire resort team works daily to follow the latest recommendations and protocols and maintain our strict cleaning regiment. You can find our Resort Health and Safety Guidelines here. Our goal is to provide you a safe, fun, and enjoyable stay! 

The island of St Maarten is open to travelers from around the world including Europe and the Americas. The government of St. Maarten has instituted specific travel guidelines that all travelers should be aware of before traveling. Please review the island’s travel guidelines here.

If you have any questions about our Health and Safety Guidelines or St. Maarten Travel Guidelines, please call our reservation number at (721) 543-6040