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:
SATURDAY
- 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
SUNDAY
- 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
MONDAY
- Aqua Aerobics
7:30 AM – 8:30 AM
Pool - Hop On/Hop Off Bus
Departs 9:30 AM - Complimentary Family Poolside Bingo
2:00 PM
Poolside - Welcome Cocktail Party
5:30 PM – 7:00 PM
Poolside
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
TUESDAY
- Aqua Aerobics
7:30 AM – 8:30 AM
Pool - 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
WEDNESDAY
- Aqua Aerobics
7:30 AM – 8:30 AM
Pool - Hop On/Hop Off Bus
Departs 9:30 AM - Mardi Gras at Oyster Bay!
5:00 PM – 9:00 PM
Marina
It’s Mardi Gras at Oyster Bay! Street fair with arts & crafts vendors, food stalls & drinks, music and Mardi Gras parade!
THURSDAY
- 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
FRIDAY
- 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 reservations@obbr.com.