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Upcoming Orlando Events

Explore Downtown Sanford with 25 Dates Under $50

Hop on the SunRail or into the car with your plus one…we’re spending the day in Historic Downtown Sanford! Known for its art appreciation, quirky finds, and unique restaurants and bars, Sanford hosts crafty classes and community events offering a diverse taste of the town. We’ve made planning easy so you can focus on a…

Top 10 Ways to Celebrate the Holidays in Winter Garden

Top 10 Ways to Celebrate the Holidays in Winter Garden

SPONSORED — Looking for the perfect place to make new holiday memories this season? Celebrating the holidays in Winter Garden always tops our list each December. And this year, the city is looking especially merry and bright thanks to hundreds of twinkling lights and a large Christmas tree adorning the central plaza, plus a lineup of…

Unique Spots for a Romantic Night Out by @roamsick

Unique Spots for a Romantic Night Out by @roamsick

Instagram is our favorite social media platform, so periodically we showcase local digital storytellers to introduce you to some of our favorite Orlando Instagrammers. We love following them and we hope you will too!   This time, we’re featuring Natalie Monzon and Duncan Rodriguez, the couple behind @roamsick on Instagram. Together for four years, this…

Date Night on Montrose Street in Historic Downtown Clermont
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Date Night on Montrose Street in Historic Downtown Clermont

The secret is out! Thanks to a $22 million revitalization project, Clermont is the next big thing to hit Central Florida. The historic downtown waterfront district is the perfect spot for date night, whether you’re enjoying live music by the lake or raising a glass at one of two downtown breweries. Stroll the brick-laid streets…

10 Disney Date Tips and Ideas from @datingindisney
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10 Disney Date Tips and Ideas from @datingindisney

Run by Stephanie, an Orlando local and Disney expert, @datingindisney is full of ideas for your next Disney date. Engaged and married on Disney property, Stephanie shares her best Disney date tips for keeping love alive as adults in the theme parks. She is on a mission to share that Disney is for grown ups,…

A Walkable Date Night Itinerary Around Baldwin Park

A Walkable Date Night Itinerary Around Baldwin Park

Orlando is full of special corners waiting to be discovered, and if you haven’t visited Baldwin Park, you’re missing out on one of those corners! Baldwin Park is a beautiful neighborhood brimming with boutiques, restaurants, and fun things to do. Park your car on New Broad Street and have a walkable date night with the…

6 Ways to Experience the Arts in Winter Garden this April
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6 Ways to Experience the Arts in Winter Garden this April

SPONSORED — Calling all art loving couples! Experience the arts in Winter Garden this April with a lineup of FREE and ticketed arts activities all month long, plus an all-day arts event and exclusive VIP Art Night on Saturday, April 17, 2021. The theme for the month and the all-day event on April 17 is…

15 Bucket List Activities and Holiday Events to End the Year
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15 Bucket List Activities and Holiday Events to End the Year

Phew! At times it felt like 2020 would never end, but here we are in the final weeks of the year. Now is the perfect time to take a breath and enjoy the rest and together time that’s synonymous with the holiday season. From holiday lights to seasonal happenings with extra safety measures in place,…

A Date Night Bucket List for Celebrating the Holidays in Winter Garden

A Date Night Bucket List for Celebrating the Holidays in Winter Garden

SPONSORED – Looking for the perfect place to make new holiday memories this season? Celebrating the holidays in Winter Garden always tops our list each December. And this year, the city is looking especially merry and bright thanks to hundreds of twinkling lights and a large Christmas tree adorning the central plaza, plus a lineup…

Top 10 Ideas for a Romantic Winter Garden Date Night

Top 10 Ideas for a Winter Garden Date Night this Fall

SPONSORED — Itching to get out of the house? Now is the ideal time to discover–or rediscover–the charm of historic Downtown Winter Garden. This walkable downtown is one of our go-to locales for a memorable date with plenty of places to dine, explore and shop in the fresh air. Plus, the city recently launched a…

Stay at Home Date: Expert Tips to Elevate At-Home Dinner Dates

Stay at Home Date: Expert Tips to Elevate At-Home Dinner Dates

Pre-pandemic, takeout was a convenient way to get food on the table after a busy day. Now, it’s transformed into a way to safely enjoy food from our favorite restaurants while staying at home. But why eat your local chef-prepared cuisine out of those sad takeout containers when you could recreate the restaurant experience at…

Cre8tive Crate In-Home Date Night
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At-Home Date: Dinner Date in Your Living Room from Cre8tive Crate

Since mid-March, we’ve been in awe of the creativity on display from countless businesses in the Orlando community in response to the pandemic. Local restaurants have gotten creative with outdoor seating, and savvy entrepreneurs have pivoted to offering full service, in-home experiences like private outdoor movie nights and romantic backyard picnics. And now there’s another…

A Thornton Park District Airbnb Staycation

A Thornton Park District Airbnb Staycation

Itching for a change of scenery? While it may not be feasible to go on a full-blown vacation this summer, don’t underestimate the power of a relaxing staycation. The Thornton Park District features some of Orlando’s best restaurants, plus walkability and the close proximity to the scenic Lake Eola Park. If you’ve ever strolled the…

A Visit to Hontoon Island State Park: Central Florida's Island Escape
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A Visit to Hontoon Island State Park: Central Florida’s Island Escape

Did you know there is a Florida State Park that is an island, right here in Central Florida? Near DeLand you can escape to a massive state park that is only accessible by private boat or the park’s ferry boat. Hontoon Island State Park is a blissful destination along the scenic St. Johns River where…

Garden Theatre Interactive Movie Series 2020
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Friday Date: Enzian + Bungalower Drive-In Movie Theater Series

Missing the magic of the movies? Thanks to Enzian Theater and Bungalower’s new drive-in movie series, you can watch a flick from the comfort and safety of your own car at multiple locations throughout Orlando. Soak up the nostalgia with featured movies like The Princess Bride and E.T. while snuggling up in your car for…

At-Home Cooking Experiences for Two
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Spice Up Your Kitchen with At-Home Cooking Experiences

Ready to heat things up? In the kitchen, that is. Some of Orlando’s innovative chefs and restaurants are now offering unique at-home cooking experiences, from dinner kits and cooking classes to sharing chef secrets and more. We’ve rounded up a few of our favorites below. The Foreigner Domestic Local chef Bruno Fonseca is the brains…

Celebrating a Special Occasion At Home While Social Distancing

Celebrating a Special Occasion At Home While Social Distancing

For those of us who are celebrating milestones, birthdays, anniversaries, or something else, our options have become limited during social distancing. My family has already had three celebrations so far since social distancing began in Orlando, but we’ve decided to make do with the lemons that life has given us at the moment. Below you’ll…

Three Staycation Itineraries for a Long Weekend in Orlando

Keep Close While Social Distancing: Support Local + At-Home Ideas

Post last updated May 7, 2020 In these uncertain times, one thing is certain: we’re all going to be spending a lot more time at home for the foreseeable future. Some of you may be adjusting to new work from home schedules while others are figuring out childcare as the kids are suddenly home from…

2020 Guide to Running Dates in Central Florida

2020 Guide to Running Dates in Central Florida for Every Couple

As we have entered a new year many of us are working on implementing healthier habits. Maybe you and your sweetheart have decided to run more in the new year. We’ve sorted through hundreds of running events and weekly run clubs in the Orlando area to try with your running buddy. This guide is sure…

Downtown Clermont Day Trip Itinerary

The Best of Instagram: Our 25 Most Popular Photos of 2019

Instagram is undoubtedly our favorite social media platform. (Follow us @orlandodatenightguide!) This year, we shared hundreds of photos and date night ideas plus a few epic giveaways for couples. To showcase the best of what we shared this year, we combed through our account to compile this list of our 25 most popular Instagram posts…

Girl’s Club Presented by Jane.com: Holiday Edition
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Girl’s Club Presented by Jane.com: Holiday Edition

Presented by Jane.com, our hugely popular Girl’s Club series gives ladies the chance to gather for an exciting and connective night out. Aren’t girls’ nights the best?? The laughter, the camaraderie, the commiserating! Women are just so darn good at connecting and having fun together, aren’t we? That’s why our Girl’s Club Presented By Jane.com…

Shop Local + Live Music at Winter Garden Small Business Saturday Event Nov 30

Shop Local + Live Music at Winter Garden Small Business Saturday Event Nov 30

SPONSORED — Thoughts turn to the holidays–and shopping–as soon as Thanksgiving is over, and Downtown Winter Garden’s Small Business Saturday event on Saturday, November 30, 2019 is the ideal place to launch this year’s holiday memories. Known for its quaint charm, Winter Garden is teeming with unique independently-owned shops that will take the nationally-observed Small Business…