Why celebrate Valentine’s Day on just one day? Orlando Date Night Guide’s annual giveaway extravaganza is back this year with the return of our 14 Days of Love Giveaway.

Leading up to Valentine's day in February, a different winner will score one of the spectacular prizes below. With 10 drawings, you’ve got 10 opportunities to win a spectacular date experience for you and your sweetie!

Drawings will occur beginning Wednesday, February 1, 2023, and we’ll contact the winner through email. There are no substitutions of prizes – you get what you get and you don’t complain! Winner's will be drawn around noon each day for that day's prize.

This year there are MULTIPLE ways to enter!
Enter up to 3 times for each day's prize

  1. Main Entry: Sing up via email below to be entered once into all drawings.
  2. Bonus Entries: Come back to this page daily to sign up for the “bonus entry” for that day's prize.
  3. Newsletter Bonus Entries: If you have signed up on our main entry form you will receive special newsletters with “bonus entry” opportunities! So keep an eye out February 1-14!


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All entries are automatically added to Orlando Date Night Guide's newsletter subscriber list. All winners are chosen completely by random using the random number generator at Random.org. No exchanges, cash alternatives or substitutions for prizes. You get what you get, and you don't get upset! NO PURCHASE NECESSARY. Void where prohibited. Open only to individuals who are, as of entry date, legal residents of, and physically located within, the U.S. and Puerto Rico and who are not minors. Sweepstakes drawing starts 12:01 AM (ET) on 1/1/23 and ends 11:59 AM (ET) on 2/14/23. The Sweepstakes is made up of 10 sweepstakes. Winners will be notified via email. If the winner cannot be contacted or does not claim the prize within 72 hours of being announced, we reserve the right to withdraw the prize from the winner and pick a replacement winner. Click here for full Official Rules.

Thank You to Our Sponsors!

Wednesday, February 1

**WINNER: Zuleika DelValle (1/30/2023 19:38:00)**

Win two tickets to Bella Notte at Bella Collina!
Tickets include on-site parking, food, and drink on Friday, March 31 at 7:30 p.m. Enjoy a real taste of Italy right here in Central Florida as the Opera takes over the Tuscan-inspired Bella Collina. A unique pairing of two comedic one-acts will be presented with food and drinks served before, after, and in between acts. It will be a perfect date night at one of the area’s most frequented wedding venues featuring stunning views matched only by the thrilling music of two of opera’s most famous composers: Rossini and Puccini. ($300 value)  

Friday, February 3

**WINNER: Adriana Calderon (2/2/2023 8:55)**

Win a two night stay at the Walt Disney World Swan and Dolphin!
Experience The Magic! Centrally located in the heart of the Walt Disney World® Resort, the Swan and Dolphin resort provides an incredibly comfortable place to relax after a fun-filled day at the parks.
Expires February 1, 2024. Reservations accepted based on availability at the time of booking. ($750 value)

Sunday, February 5

**WINNER: Anabella Brito (2/1/2023 7:34:00)**

Win an epic date night at Pointe Orlando!
Including a Hampton Social gift card, Improv Orlando gift certificate, one hour of bowling and a one hour game card at Main Event, and parking validation for the day. ($250 value)

Tuesday, February 7

**WINNER: Damara Allende (2/1/2023 18:45)**

Win a relaxing beach getaway for two at the RumFish Beach Resort by TradeWinds on St. Pete Beach!
Your 3 day, 2 night stay in a tropical villa includes a welcome cocktail at the Sandbar and one breakfast for two at Gulfside Grill, along with award-winning sugar white sand beach and amazing sunsets. ($700 Value)

Wednesday, February 8

**WINNER: Tanya Zapater (2/7/2023 16:58:00)**

Win a private Valentine's Day dinner at World Food Trucks!
The private Valentine's Day dinner experience includes a $100 gift card to be used in any of their food trucks, as well as a flower bouquet and a bottle of wine.*must be over 21 ($150 value)

Thursday, February 9 

**WINNER: Rebekah Horstman (2/8/2023 12:03)**

Win the Love Potion Package to ICEBAR Orlando's Love Spell Valentine's Weekend!
The package includes reserved VIP seating, 1 bottle of Moet imperial champagne, 2 ICEBAR entries, 2 faux fur upgrades, 2 ICEBAR signature drinks, 2 fire lounge signature drinks, 2 fire lounge food selections, complimentary photos, roses & desserts. Offer valid from February 10-14, 2023. ($275 value)

Friday, February 10

**WINNER: Stephanie Hyde (2/5/2023 12:01:00)**

Win a Date Night at Topgolf!
Get a bay with bae and play! Mix it up this Valentine’s Day and take your date to Topgolf for food, fun, and drinks. ($200 value)

Saturday, February 11

**WINNER: Cortney Jump (2/9/2023 2:25:00)**

Win a full day of adventure for two at Wild Florida!
Wild Florida is giving away a wild date for you and your sweetheart! You and your valentine will start your adventure by taking cute selfies with Alvin, Simon and Theodore during your capybara encounter. After that, you'll hit the road to the Drive-thru Safari Park and come up close to wild and exotic animals. Then, end your day by feeding Wild Florida's tallest residents. ($170 value).

Monday, February 12

**WINNER: Ashley Krauser (2/3/2023 7:18:00)**

Win a 2-night stay at Hard Rock Hotel Daytona Beach!
Stay includes a $100 F+B credit and bottle of bubbly upon arrival. Live large in the front row of one of America’s most famous beaches. Bask in the Florida sun at their oceanfront pool or grab a bite at their world-famous restaurant. You can do it all while rocking out in true Hard Rock fashion. ($575 Value)

Monday, February 13

**WINNER: Larissa Campelo (2/3/2023 10:55:00)**

Win a Spa Package for 2 from My Beer Spa!
You've never been to a spa like this! Pampering for you and a guest: You'll enjoy a relaxing soak with your honey in the hops-filled soaking tubs, followed by a detoxifying sauna session, and a roll in the hay. All of this while enjoying tasty brews (and wine) from a local brewery on tap! (Gift Certificate value $250, to be used by 7/31/23).