With 20 restaurants and more than eight entertaining experiences and nightlife venues to explore, Pointe Orlando is a slam dunk date night for any taste and budget. To give you an idea of some of the fun itineraries couples can create for a Pointe Orlando date, we've created a week-long giveaway with a different paired up package for each day. 

Five couples will win… one each day… with the drawing beginning Monday, August 5 and finishing on Friday, August 9, 2019. Winners will be contacted by email and announced on social media each day. 


To enter, complete the form below. You only need to enter once. Multiple entries permitted but a different email address needs to be used each time.  

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All winners are chosen completely at random using the random number generator at Random.org. No exchanges, cash alternatives or substitutions for prizes. NO PURCHASE NECESSARY. Void where prohibited. Open only to individuals who are, as of entry date, at least 21 years of age + legal residents of, and physically located within, the U.S. and Puerto Rico and who are not minors. Sweepstakes drawing is daily from 8/5/19 thru 8/9/19. No further entries will be accepted after this time. Click here for full Official Rules.


DAY 1: Monday, August 5, 2019

WINNER: Candice Moss (7/31/2019 9:07 AM)
Dinner for two at The Capital Grille, including a Generous Pour pairing per person. On now through Sept 1, 2019, the Generous Pour summer wine event gives guests the opportunity to sip the seven wines from the Jackson Family wineries.


Two passes for Regal Pointe Orlando 4DX & IMAX.

DAY 2: Tuesday, August 6, 2019

WINNER: Anna Kiriazes (8/1/2019 2:47 PM)
$100 gift card for Cuba Libre, known for its chef-driven mix of robust and soul-satisfying dishes, a vast rum bar offering, twelve different types of Mojitos, and late-night salsa dancing.


One hour of bowling (with shoes), two one-hour arcade cards, and two 15-minute VR sessions at Main Event Entertainment, which combines virtual and interactive game play, high ropes adventure courses, billiards, state-of-the-art bowling, a chef-inspired menu and a high-energy bar, all under one roof.

DAY 3: Wednesday, August 7, 2019

WINNER: Elisabeth Magana (7/31/2019 9:50 AM)
Dinner (or lunch) for six people at Hopdoddy Burger Bar. Hopdoddy feeds the vibe. With craft burgers made from fresh ground meats and scratch-baked buns, they have something to satiate everyone. From Kobe beef to Ahi Tuna, or The Impossible 2.0, their burgers are perfectly paired with their cocktails and craft beer selections. Oh and don’t forget the fries…especially their signature parmesan truffle fries.


Six passes for Regal Pointe Orlando 4DX & IMAX.

DAY 4: Thursday, August 8, 2019

WINNER: Amanda Powers (7/31/2019 9:05 AM)
Dinner for two at Marlow's Tavern, a neighborhood gathering spot with a modern twist on classic tavern cuisine elevated to gourmet levels. 


Two passes to Nomadic, a new Virtual Reality (VR) that immerses participants in a thrilling and challenging new world. 

DAY 5: Friday, August 9, 2019

WINNER: Pamela Lopez (8/8/2019 8:33 AM)
Dinner for two at Taverna Opa, featuring authentic Greek cuisine in a relaxed atmosphere, as well as belly dancing and Greek music nightly. 


Date night at Improv Orlando, including:

  • Two Free Tickets for Tony Baker on Saturday September 7, 2019 at 7pm
  • Two Free Unlimited Soda’s w/ Two Souvenir Glasses
  • One Appetizer or Dessert to Share