The countdown to Valentine’s Day has begun. If you're bored with the typical canned dinner and a movie celebration, show your partner you really care about them by planning something a bit more unique. From chocolate walking tours to bicycle brewery tastings, an out-of-the-box date is a great way to fall even more in love with your partner while falling back in love with your city.

iExplore tip: These tours can be booked whether or not you’re currently in a relationship. In fact, you just may meet that special someone while embarking on one of these solo!


The first thing that comes to mind when we think Chicago is food and incredible architecture. With a taste of Chicago bike tour, you get to sample some of the best Chicago-style pizzas, cupcakes and hot dogs, while pedaling around the various neighborhoods and lakefront path to truly earn your splurge day.

Photo by T.Young


Explore downtown Atlanta on this 3.5 hour walking tour led by a local food and travel expert where you can learn all kinds of new trivia, while getting a taste of that Southern lifestyle. Try MLK’s favorite fried chicken, sample Appalachian moonshine, and have a BBQ taste-test. The tour will take you to seiven different restaurants with 15 bites to sample.

Photo by Rain0975 on Flickr

Los Angeles

Sick of LA traffic? Forgo the car this V-day and take to the skies for this incredible 55-minute flight over Los Angeles. You’ll see the city like you never have before, cruising along the coast from LA Harbor to Marina del Rey and north to Pacific Palisades before heading east over Beverly Hills, the Hollywood sign and Dodger stadium. Plan your trip around sunset to get the best views and remember the champagne to toast to your favorite co-pilot.

Photo by rjones0856 on Flickr


Explore Nashville like a tourist with a Valentine’s Day lunch onboard the General Jackson showboat. One of the country’s largest paddle-wheeled boats, General Jackson makes the smooth ride down the Cumberland River while you feast on a traditional Southern meal. To cap off the evening, book tickets at The Grand Ole Opry or BlueBird Café for an unforgettable musical experience.

Photo by Peter Liu Photography

Washington DC

We’ve all seen the famous Washington monuments during the day, but where better to cozy up to your date than by planning a romantic bike tour of those famous sites at night? An easy 4-mile ride, it isn’t about the distance you cover, but it's about experiencing the country's most impressive landmarks with your loved one.

Photo by Howard Ignatius


Waterfalls and wineries are what we love about the Snoqualmie Falls and Seattle Winery Tour. This 6-hour adventure will take you to the falls and two boutique wineries in Washington’s cozy Cascade foothills. As an extra bonus, there's a stop at a small chocolate factory on your way back just in case you wanted some chocolate covered strawberries for a nightcap.

Your city not listed above? Don't worry, there are dozens of fun tours on Viator and Groupon Getaways to plan an incredible date that won't break the bank.