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July 27 - 31, 2023

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Through Stupid Cupid Overseas 2023, we’re elevating your experience by whisking away the most sophisticated, and intentional singles to an adults-only, luxury destination nestled in the northeast coast of the Dominican Republic. This is the ultimate vacation experience, offering an opportunity to connect with like-minded, mature singles, and engage in exhilarating encounters.

The Resort

Welcome to the Royalton CHIC Punta Cana, a stylish resort, set on a pristine beach, with breathtaking tropical ambiances. Personalized and attentive staff will ensure that no detail is overlooked when it comes to your comfort and relaxation. If you’re really ready to elevate your experience, then join us in the Diamond Club™ where an inviting swim-out suite awaits. Savor gourmet, contemporary cuisine that is as visually stunning as the restaurants you’re dining in, while engrossing yourself in thought-provoking conversations with the attractive person sitting next to you. Indulge in each & every moment, in a serene space with awe-inspiring surroundings.


This unique gathering provides an opportunity for men and women to find a companion, share ideas, and connect around similar issues. Over the course of a few days and nights, participate in group discussions and workshop style experiences, as well as personal storytelling, fun, adventurous excursions, friendly games, and even better conversation.


SCO2023 isn’t for your average single. We welcome well-established, professional, world traveled persons to join us in challenging the way you date, and maybe make a new love connection along the way.

event AGENDA





Welcome to “Dating $H%!” | 7 - 9:30 PM

Just steps away from our luxury resort, join us where admiration, benevolence, & common interests intersect.


Welcome to the CHIC Mansion, a 11,500 square foot private home with six luxurious guest rooms. The two floor venue offers a living room, dining room, seven bathrooms, private pool, private Jacuzzi and private patio. Meet the other singles joining us, and get a little vulnerable, all in the pursuit of love & companionship. Pool party attire is welcome, but not required.


Champagne Secrets | 9:30 - 10:30 PM | (Diamond Club Members Only)

Come set your intentions for the weekend!


This is an invite only experience for Diamond Club Singles to get a little more time with one another before the weekend really begins. Mix & mingle in a private setting, and start figuring out if a fellow Diamond Club Member might make the cut for the final Crush List submission.


Grab a chance to one-on-one with dating & relationship coach for Black Single Professionals, Shae Primus. Successfully matching over 500 couples and a cast member of Bravo’s Love Match Atlanta, this is an exclusive opportunity for Diamond Club Members to begin their love analysis, and relationship assessment with the help of a relationship expert and love curator.




FRIDAY, JULY 28, 2023


First Impressions | 8 - 9:30 am

Day 1 of our journey begins with breakfast and breaking preconceived notions. Before we begin to explore potential connections with our fellow travelers, it’s important that we include people we may have previously overlooked or written off. We’re starting the weekend by opening up the possibility of meeting someone that we can truly connect with, and embrace our own individuality.


OUR DATING & MENTAL HEALTH EXPERTS get us together for the weekend ahead, break old notions & give us the tools to understand who we are as daters. How do you show up in a relationship? Everyone’s personal dating pathway is as unique as they are. This health/relationship session will set the foundation for the weekend as we curate a new dating experience in our lives.



Join us for a 4-hour adventure on the Malibu Party Boat, including lunch, an international open bar, snorkeling gear, & DJ. Of course yours truly, Jason Carey is hosting, so get ready to turn-up on the sea & the ocean!


Champagne Secrets II | 7:30 - 8:30 PM | (Diamond Club Members Only)


Never Too Much | 8:30 - 10:30 pm

This is an optional group dinner experience on the Terrace of Elements, where we’ll engage in conversation, getting to know the other singles as we dine. Don’t worry if you’re the shy type, or don’t know where to start to get the conversation going, just open the tableside Pandora’s Box for a list of questions every single person wants to ask when getting to know a potential companion.



price includes
  • Full Event Registration/Access to group activities.

    • Some exceptions may apply.  

  • Ground Transportation to/from the airport & the resort. 

  • Luxury Accommodations at the Royalton CHIC Punta Cana Adults-Only, All-Inclusive Resort

    • 24 Hour Room Service

    • Each room features a balcony or terrace

    • In-suite Jacuzzi soaker tub

  • Upgrade to the Diamond Club™ for access to private events, plus:

    • Preferred room locations

    • Butler service

    • Nightly turndown service

    • Preferential reservations in à la carte restaurants

    • Exclusive beach area with dedicated bar and waiter service

    • Diamond Club™ Lounge private access w/select premium drinks menu available (some restrictions apply)

    • Evening hors d’oeuvres and afternoon snacks including decadent desserts in lounge

    • Upgraded room service menu

    • Selection of pillows from The Royal Spa pillow menu

    • Upgraded robes and slippers in room

    • 10% discount on spa treatments and beauty services

    • Selection of in-suite liquors (one bottle per week)

    • Hydrotherapy for 1 hour per day (based on availability)

    • Upgraded mini bar restocked daily (according to consumption)

    • Complimentary access to the Mermaid pool 

Official Partners
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