Getaways

Win a Two-Night Hilton Staycation

Amp up your vacation plans with a staycation at one of over 50 Orlando-area Hilton hotels and resorts. From winding lazy rivers to stone’s-throw proximity to theme parks, Hilton’s local properties offer all the amenities and perks for the perfect…

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The Great Summer Staycation Giveaway 2019

Win one of 11 two-night summer staycations at some of Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando, Tampa and beyond. Now offering spectacular…

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Day Trip: Rainbow River Tubing at KP Hole

Ready to escape from normal life, if only for the day? You don’t have to travel far. Central Florida is a natural playground for water activities like kayaking, paddle boarding, and my personal favorite: tubing. From Orlando, tubing at Kelly…

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Foodie Getaway: Orlando Chefs Featured at Omni Amelia Island Fish to Fork Culinary Weekend

Calling all seafoodies! The annual Fish to Fork culinary weekend is back for its 6th year at Omni Amelia Island Plantation Resort. This year’s event will take place over Mother’s Day weekend from May 9-12, 2019 with a fitting all-female…

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Book Your Spot for Our Epic Weekend Scavenger Hunt Experience at Hyatt Regency Grand Cypress

We’re putting our own twist on the traditional staycation with an action-packed couples’ weekend at Hyatt Regency Grand Cypress May 17-19, 2019! SOLD OUT – fill out the form below to join the waitlist We’re inviting 15 couples to join…

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Our Favorite Romantic Weekend Getaways from Orlando

What’s more blissful than a weekend away full of quality time with your other half? Living in Central Florida means being surrounded by stunning beaches and hip cities in all directions. And with many locales just a few hours’ drive…

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Getaway Itinerary: Beach Hopping in South Walton

Visualize a place where bright blue skies and puffy clouds hang over brilliant turquoise water and pure white sand. When the sun dips slowly below the horizon, the beach’s color palette is unveiled through a remarkable display of greens, blues,…

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Detox in the Outdoors: How to do a Camper Staycation in Central Florida

If getting outside and away from I-4 construction for the weekend sounds enticing, try these steps to planning the ultimate camper staycation in Central Florida for you and your date. According to a recent study by University of Pittsburgh School…

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Food & Wine Weekends at Waldorf Astoria Orlando

Food & Wine Weekends are back at Waldorf Astoria Orlando and Hilton Orlando Bonnet Creek. From September 14 through November 11, 2018, this 8th annual culinary fete turns a date night or weekend getaway into a gastronomical adventure thanks to…

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Three Perfect Days in Tampa

For an escape from the norm, Tampa is an ideal destination. A 90-minute drive will transport you to a city where old and new intersect in the best of ways. An array of cultural attractions fill the city, which boasts…

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Three Staycation Itineraries for a Long Weekend in Orlando

Enjoy all of the perks of a blissful three-day weekend right in your backyard! With a little bit of adventure, romance and relaxation, a staycation is the perfect way to spend a travel-free 72 hours with your significant other. Eat,…

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Three Perfect Days in New Smyrna Beach

Located about an hour away from downtown Orlando, New Smyrna Beach is well-known to most locals. However, New Smyrna Beach has plenty more to offer couples than lazy days by the ocean. There’s a creative arts scene, rich history, and…

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Must-Visit Florida Lighthouses for a Date Day Trip

Light Up Love at These Must-Visit Florida Lighthouses Florida has 29 lighthouses remaining today with even fewer still operational. You could make a vacation solely out of traveling to the lighthouses around the state! Lighthouses have been and continue to…

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Three Perfect Days Discovering the Palm Beaches

The Sunshine State is bursting with fun-in-the-sun getaway options for couples. Some of the most popular destinations are situated in South Florida – like Miami Beach and the Florida Keys. But 2.5 hours southeast of Orlando awaits 2,300 square miles…

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The Great Summer Staycation Giveaway 2018

Win one of 14 two-night staycations at some of Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando, Tampa and beyond. Now offering spectacular summertime…

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New Daycation Flights to Key West + 5 Day Trip Itineraries

You’ve made it to the end of the road: Key West is where the USA meets the tropics. It’s also a treasured Florida vacation spot whose popularity grows each year. We Floridians are fortunate to be able to visit this gateway…

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Three Perfect Days in Daytona Beach

If you ask someone what they know about Daytona Beach, chances are they will name one, if not all three, of the following things: the beach, motorcycles, and NASCAR. While each is integral to Daytona Beach’s identity, there is so…

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Three Perfect Days in Dunedin

Dunedin is home to Honeymoon Island, so it’s safe to say that this Florida beach town makes for a lovely couples getaway. Less than a two-hour drive from Orlando, this romantic destination is situated on the shoreline of the Gulf…

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The Best Disney World Hotels for a Romantic Escape

Heading to Disney for a staycation isn’t just for families, despite the kid-centric stigma. There are more activities offered for adults than you may think. Try out a DIY Disney Monorail Pub Crawl for starters. While many may not consider…

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Three Perfect Days in St. Pete

Located on Florida’s Gulf Coast, St. Petersburg, nicknamed the Sunshine City, is an ideal destination for a short weekend getaway. Thought of by some as mainly a beach town, St. Pete provides visitors so much more. From the beach to…

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Glamping and Camping in Central Florida and Beyond

Living in a locale with plenty of sunshine and desirable weather (almost) year-round provides ample opportunities to grab your sweetie, pack a few supplies, and head into the great outdoors for some quality time together. Camping is a favored nostalgic…

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6 Date Night Must-Do’s in Mount Dora

By Margot Tejera I’ll admit, when I first heard of a place called Mount Dora, I immediately thought about rolling hills and snow-topped mountains (quite an imagination…). Instead, the small historic town of Mount Dora contains hidden local gems that…

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9 Hours in St. Augustine

A good day trip does wonders for refueling your life, whether it’s heading to one of the many beach towns nearby or traveling to the small shops and restaurants of nearby cities like Winter Garden and Deland. Traveling to St….

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Three Perfect Days in Asheville

Written in collaboration with Asheville Date Night Guide’s Jen Brooks Tucked into the palm of the Blue Ridge Mountains, the tiny town of Asheville, NC never ceases to amaze visitors looking for an action packed getaway in an unforgettable setting….

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7 Unique Central Florida Airbnb Rentals for an Overnight Staycation

Written by Erica Thomas Sometimes you just need to get away, but may not have the time or funds to travel far. While you may assume you need to travel hundreds or thousands of miles away to experience something exciting…

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Food & Wine Weekends are Back at Waldorf Astoria & Hilton Orlando Bonnet Creek

A staycation never looked so delicious than during Food & Wine Weekends at Waldorf Astoria Orlando and Hilton Orlando Bonnet Creek. From September 8 through November 12, 2017, this 7th annual culinary fete turns a weekend getaway into a gastronomical…

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Staycation: Spend the Night in a Romantic Yurt in Geneva

Orlando is home to incredible sprawling resorts where lazy rivers, luxurious spas, and award-winning restaurants are all part of the five-star experience. Sure, any one of them is more than suitable for a weekend staycation, but there’s another option for…

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40 Reasons to Plan a Tampa Date Night

Since starting Tampa Date Night Guide in May, we have been blown away by how many fun things there are to do in the Tampa Bay area. Tampa not only has the beaches and the bay (which means loads of…

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Three Perfect Days in Tallahassee

Despite its designation as Florida’s capital city, Tallahassee may be the last place on your mind when you envision a weekend getaway. Yet this vibrant city is merely waiting for curious travelers to arrive and unravel its web of surprises….

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The Great Summer Staycation Giveaway

Win one of 12 two-night staycations at some of Florida’s best resorts and boutique hotels. Beat the heat this summer with a staycation at one of the many resorts and hotels across Orlando, Tampa and beyond. Now offering spectacular summertime…

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Three Perfect Days in Jensen Beach

Looking for a nearby, relaxing couple’s getaway? Discover Jensen Beach, a small beach town inclusive of Hutchinson Island, a barrier island that continues into Fort Pierce. Jensen Beach and Stuart, its neighboring town to the south, offer two coastlines to…

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