25 Cheap and Free New Year’s Eve Parties in Orlando

Brunch Buzz: Grape & The Grain

Located along the former Dinky Line, Grape & The Grain is a little jewel of a wine bar in the Ivanhoe District. The quaint house was a former railroad stop built in 1923, and though renovations were made, its original charm was…

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Four Itineraries for a Disney Skyliner Gondola Crawl

There’s magic in the air! The much-anticipated Disney Skyliner gondola transportation system is now open at Walt Disney World Resort. This marks the largest addition to Disney’s transportation options since the monorail system. One of the most fun ways for…

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10 Romantic Holiday Events in Winter Garden to Celebrate the Season

SPONSORED – With its quaint brick-lined streets, local eateries and boutiques, and paved pathways, Winter Garden is one of our favorite locales for date night. This year is looking especially merry with hundreds of twinkling lights and a large Christmas…

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24 Days of Holly Jolly Joy

It’s the most wonderful time of the year! Celebrate the holidays in Orlando with our list of joyful activities to partake in together every single day from December 1 – 24. December 1: Insta-worthy photos with Santa Feel like kids…

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Orlando Workshops for Couples + Girls’ Night: December 2019

This content is proudly supported by Orange County Library System (OCLS) As the temperature cools down, there are even more things to try in our city. Check out a new dance class, learn a new recipe or make something perfect…

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Best of December: Our Top Date-Night Worthy Events of the Month

This post is proudly supported by Orange County Library System (OCLS) The last month of the decade is here! From wine dinners to free concerts and holiday parties, we’ve rounded up the best December events for date night in Orlando….

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Winter Arts Preview: 50+ Orlando Art Events to Add to Your Calendar

Orlando boasts vibrant murals, dynamic outdoor art installations and galleries that give locals and visitors the opportunity to explore the visual artistry of its residents. On stages everywhere from small, independent theaters to the impressive Dr. Phillips Center, performances wow…

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20+ Relaxing Things to Do Thanksgiving Weekend in Orlando

Forget going on a shopping frenzy, Thanksgiving week is the perfect time to slow down, unwind, and cherish time with your loved ones. While Thursday is all about connection and bonding over great food, the long weekend is another opportunity to…

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Date Night to Go: Takeout and Delivery for Two in Orlando

We’ve all been there: cooking at home feels like a chore, yet you don’t quite feel like getting dressed up to go out either. What’s a couple to do? As tempting as it may be, resist the siren call of…

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75+ Festive and Free Holiday Events in Orlando

It’s time again for our annual list of the best free holiday events in Orlando! Don’t let the holiday season fly by without making time for you and your honey. The holidays can be hectic and expensive, but there are loads…

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Happy Hour Test Drive: DoveCote

From the artful décor and intimate dining nooks to the delectable menu and recently upgraded outdoor courtyard, everything about DoveCote screams date night. Ever since my boyfriend, John, and I tried DoveCote’s brunch several years ago, it’s been in our…

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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…

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Best Restaurants to Host an Orlando Friendsgiving Celebration

The time of year has come to plan holiday gatherings, both with family and your closest friends! Hosting a Friendsgiving celebration is a fantastic way to bring your friends together and enjoy a great meal and conversation. Below you’ll find…

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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,…

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Funnected Challenge: Week #6

Welcome to Week #6 of our Funnected Challenge, an experiment to see what happens when we intentionally add more fun and connective activities to our relationship.  It’s our last week of this six-week challenge and I’m wondering how it went…

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Best Orlando Restaurants According to Local Food Writers

Have you ever wished you could know exactly what the top Orlando food writers and critics deem as the best Orlando restaurants? Lucky for you, we did all the work for you! We’ve compiled a thorough guide to the best…

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8 Unique Ideas for a Date Day Trip to Ocala

Surrounded by Gainesville, Crystal River and The Villages, Ocala may not be on your radar as a day trip destination. But this city located just over an hour from Orlando has so much to offer day trippers, from the sprawling…

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5 Bachelorette Day Trips from Orlando for every Bride-to-be

SPONSORED — You’re engaged! Apart from the big day, the bachelorette party is THE event a bride-to-be — and her besties — look forward to! Orlandoans are fortunate to have a number of destinations ideal for bachelorette day trips within…

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Chasing the Sun on a Sunrise to Sunset Florida Road Trip

The abundance of things to do and beautiful places to explore are just several of the joys of living in Central Florida. One of the most unique trips any Floridian can embark on is a sunrise to sunset road trip….

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Funnected Challenge: Week #5

Welcome to Week #5 of our Funnected Challenge, an experiment to see what happens when we intentionally add more fun and connective activities to our relationship.  This past week Marc and I checked out the new escape room in Baldwin…

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Orlando Workshops and Classes for Couples + Girls’ Night: November 2019

This content is proudly supported by Aggressive Appliances There are so many fun classes happening around Orlando. Try a new dance class, learn a new recipe or make something perfect for the holiday season. Here are our top picks for Orlando…

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Three Perfect Days in Fort Lauderdale

Lovingly nicknamed the “Venice of Florida” thanks to the beautiful canals that flow through downtown, Fort Lauderdale is an ideal getaway for Floridians who seek art, culture, and fun. You can get to Fort Lauderdale from Orlando in just under…

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Recreation and Romance at TradeWinds Island Resorts on St. Pete Beach

SPONSORED — From fireside s’mores to breathtaking sunsets, there are so many romantic moments to share at TradeWinds Island Resorts on St. Pete Beach. Aside from the award-winning location, this sprawling Gulf coast destination offers an extensive list of offerings…

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Funnected Challenge: Week #4

Welcome to Week #4 of our Funnected Challenge, an experiment to see what happens when we intentionally add more fun and connective activities to our relationship.  This past week Marc and I played Curtis Earth Trivia at Johnny’s Other Side,…

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Best of November: 40+ of Our Favorite Date Night Events

Fall: we are ready to welcome you to Orlando! From festivals to local markets, art events and cocktail classes, we have a ton of ideas for date night this month! Read on for our favorite November events.  November 1 –…

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A Culinary Map of Baldwin Park Date Night Spots

As a born and bred Orlandoan, I have watched Baldwin Park blossom from a vast military plot of neglected overgrowth into a bustling community home to restaurants, parks, and residences. As a young girl, I remember riding my bicycle past…

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10 Outdoor Dates to Experience in Orlando with @city.whit

Instagram is our favorite social media platform, so we’ve launched a series to showcase some of our favorite Orlando Instagrammers. Each month we’ll choose a different local digital storyteller to feature. We love following them and we hope you will…

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