Impress Your Special Someone With These Romantic Date Night Ideas In Toronto

Romantic doesn't mean doing the same thing every Friday night. We know this, yet sometimes we forget. Toronto can have such extremes in temperature that we can make avoiding the elements a full time occupation. Going out to find a romantic activity can easily fall to the wayside when we can choose to snuggle under a giant down comforter. Snuggling for the win.

The comforter will always be available when we need it, but every once in awhile we really should put pants on (although not too often, as pants off time together is crucial too). Try out one of our romantic, pants-required picks for your next date night. If it is the middle of winter, consider ice skating mitten to mitten at Nathan Phillips Square. If it the heat of summer, tie a ribbon in your hair like Sandy and rev up your Greased Lightening to go to Polson Pier Drive In Movie Theatre. Other choices can be enjoyed year-round, such as board games at Snakes and Lattes, or a dinner in the dark at O Noir (perfect for those days that you aren't feeling like your most attractive self). Or enjoy the softening effect of candlelight at the high-end Jazz Bistro and play footsy to a live soundtrack.

Toronto is a giant city that offers so much choice that sometimes it can get exhausting to do the choosing. 10 Best has done the legwork. Choose a number, make a reservation and take all the credit. We won't breathe a word.


This drive-in movie theatre is a must during the fleeting summer months in Toronto. By day, the same space is used as a driving range. By 9pm, it becomes available for back to back movies with sound streaming through an FM station that listen to in your car. You can buy snacks and drinks (including bar drinks) at the complex bar. Movies are generally a few months old and the screens aren't incredibly modern, but it has a charming retro feel. Hold hands and consider letting your date get to first base. A nightclub is nearby if you want to keep the evening going past the double ticket event.

Recommended for Romantic Things to Do because: Channel your inner Grease experience, and cuddle up under the stars. Pyjama wearing optional.

Courtney's expert tip: We realize that in this technological day and age, watching a movie outside is not exactly novel. Heck, you can bring your computer outside. All the more reason to partake. This could be a dying art that you reminisce about when you get older.

Read more about Polson Pier Drive-In →

It is not exactly surprising that we put a hotel under the umbrella of romantic things to do. Turndown service, plush linens and a room that has a bed as a centrepiece are surefire ways to keep things spicy. However, we included this hotel because of the sublime rooftop lounge. A day spent by the pool (which during the summer can be from 7am to 7pm) is a day well spent, provided that you bring enough sunblock and remember that early cocktails need to be paced. The view from this hotel of the city is grandiose, sweeping from skyscraper to skyscraper. Of course, you and your sweetie get to look down on it all. How sweet it is to be in love.

Recommended for Romantic Things to Do because: Even honeymooners have to get out of bed every once in awhile. This rooftop lounge is the perfect place to toast your relationship.

Courtney's expert tip: After the pool closes and you rinse the chlorine off your skin, stay a moment longer. The lounge is open until 2am and Toronto with the lights off never looks better. Note that this 16th floor retreat is exclusive so you might need to be a guest to get in (or be really important).

Read more about Rooftop Lounge at the Thompson Toronto →

Cocktails 'N Canvas
Photo courtesy of Cocktails 'n Canvas

If the last time you put a paint brush on a canvas was in your Elmer's glue-eating days, it is time to reconsider. Cocktails 'N Canvas has events all over Toronto and for less than $50 you can be left with a masterpiece all your own. Cocktails are of course the lubricating social force and they may also help you to drop your artistic inhibitions. Rather than expecting you to go rogue on a piece of canvas, everyone in the room will paint the same thing (although they will look dramatically different). An artist at the front of the room will guide you through, brush stroke by brush stroke. It will be as simple as "draw a circle on the right hand corner in blue" and moving from there. Before you know it, you will be an artiste.

Recommended for Romantic Things to Do because: The couple who paints together stays together. Or so we hear.

Courtney's expert tip: This won't be the most private date of your life (there are often 25 people at one event) but it is guaranteed to make you smile as you create something with your hands. Plus, you can see how much more creative you are than your partner.

Read more about Cocktails 'N Canvas →

Snakes and Lattes Board Game Cafe
Photo courtesy of Snakes and Lattes

For an "out of the box" romantic date idea, consider breaking out the board games. Snakes and Lattes has over 2500 board games with an alphabetical menu to help you to decide which game you want to use to stimulate healthy relationship competition. Games range from retro classics like Battleship to modern favourites like Cards Against Humanity. This quirky cafe is open late most dates of the week in case you become invested in a long playing game like Monopoly. Wash it all down with a hot drink, like their infamous Nutella Latte or Salted Caramel Latte. Snakes & Lagers also does exist if it is beer you are after.

Recommended for Romantic Things to Do because: An inexpensive yet incredibly fun date night. Nothing is sexier than laughing together.

Courtney's expert tip: Schedule a time slot online. If you go without a reservation, be prepared to wait, as $5 entertainment doesn't come around very often in Toronto. If you don't know your date very well, play Cards Against Humanity. You will learn more about them than you probably wish to.

Read more about Snakes and Lattes Board Game Cafe →

Whether you are a former Toronto Maple Leaf or more like Bambi on the ice, it is always a romantic choice to hold hands and attempt to stay upright on skates. Nathan Phillips Square is the perfect place to wile away a romantic hour or two. Located right in front of City Hall and around the corner from the Eaton's Centre and popular restaurants, it is a great activity to sandwich between other downtown pursuits. Bring your own skates for free exercise or rent skates for $10 or less (they even sharpen skates!). During the holidays, the rink sparkles with lights and displays a large holiday tree for Toronto's version of the Rockefeller Centre.

Recommended for Romantic Things to Do because: A quintessential Toronto landmark becomes a romantic destination when you add ice and a pair of skates.

Courtney's expert tip: The rink is open 24/7, so if you can do a really late night (or early morning) date, you will have the rink to yourselves (skate rentals are only open until 10pm, however). This is ideal if at least one of you has no idea what you are doing on skates.

Read more about Nathan Phillips Square →

SPIN Toronto
Photo courtesy of Caitlin Wickham

Ping pong used to be about as cool as shuffleboard. Well, we better keep our eye out for a shuffleboard resurgence, because Susan Sarandon made ping pong hot. The SPIN clubs have popped up around the US and now Toronto to bring a little friendly competition to cocktail hour. This 12,000 foot space has 12 ping pong tables, 2 fully licensed bars, a cocktail menu, a full food menu and a private party room. If you have no idea what you are doing, lessons are available. If you definitely know what you are doing, you may want to consider a membership. Refuel with their "elevated street style" snacks, which change seasonally.

Recommended for Romantic Things to Do because: Adult fun with a kid-at-heart mentality. Save your date from a flying ping pong ball and gain knight of shining armour status.

Courtney's expert tip: Go on a Tuesday night, and try glow in the dark ping pong. With black lights, $5 gin and tonics and old school hip hop, it doesn't even really matter if you have mad skills.

Read more about SPIN Toronto →

Church & Wellesley

The picture we have chosen for ONoir is deceiving. It makes you believe that soft candlelight flickers across the restaurant. Indeed, you will be eating in the darkest room you have ever been in. This restaurant is no gimmick. It is meant to make you understand what it is like to be blind, if only for an hour or two. It will be hard to find your fork, and your voice will sound different. Why is this romantic? Because it will make you focus on your partner in an entirely different way. Without the scene of sight, your other senses immediately become heightened. You will smell and taste the food you eat with renewed passion. You will hear the words your partner says with fascination, rather than expectation. Mains include filet mignon with roasted vegetables, or marinated shrimp with risotto. Are you afraid of the dark?

Recommended for Romantic Things to Do because: This restaurant will get you to see your partner in a new light (or darkness, as it were).

Courtney's expert tip: Try their surprise menu. After all, it's not like you will be able to see the food you ordered.

Read more about ONoir →


What a little moonlight can do (and a little candlelight). If you need a place to talk and listen and enjoy the finer things in life, Jazz Bistro is for you and your beloved. Jazz musician J. J. Johnson said, "Jazz is restless. It won't stay put and it never will." For the foreseeable future, Jazz Bistro is staying put to give Toronto a jazz club with style. From hot music to spectacular food, it entertains on all levels. The stage is visible from all angles and the neon red cursive sign makes sure that your attention is pointed in the right direction. Whether you are going to fill your ears with a new and startlingly talented musician, or you are reminding yourself of the soft spot you hold for a revered artist, the music circulates around the room beautifully. That's jazz, man.

Recommended for Romantic Things to Do because: Jazz works to bring beautifully disjointed notes together, if not in harmony, then in respect. It works as a metaphor for the best relationships.

Courtney's expert tip: Don't worry if you don't get a seat right at the front. Even if you are facing your date, there are clever mirrors set up so that you can watch the show while appearing to look in your lover's eyes. It is multitasking at its finest.

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It is one thing to connect with your romantic partner. It is quite another to feel more connected with the universe. Just a 30 minute drive out of Toronto offers you access to a world beyond the city. The David Dunlap Observatory is a large astronomical observatory managed by the Royal Astronomical Society of Canada. It houses a 74 inch telescope which also happens to be the largest in Canada. There are public viewing nights that enable you to really see Orion's belt, as opposed to trying to peer through light pollution. Come during a meteor shower night for a special treat, watching meteors streak across the sky. Everyone has a little astronomy awe in them somewhere.

Recommended for Romantic Things to Do because: When you see the vastness of the universe up close, it becomes even more astounding that you have found each other.

Courtney's expert tip: Stargazing nights aren't often and there are only a limited number of tickets. Check on the website and plan that date in advance for major brownie points with your significant other.

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The Canadian Opera Company unveiled its amazing building in 2006 in the Four Seasons Centre for the Performing Arts. With majestic staircases, grandiose ceilings and pitch-perfect acoustics, going to the opera quickly became a dream of an evening in the heart of downtown Toronto. This is Canada's first and only custom built opera house and it has a European vibe that beckons you to put on your best ballgown or bow tie. Sets and costumes display the romantic themes behind classics such as La Boheme and Aida. Whether you decide to put on your white satin gloves and get swept up by soprano, or you wish to take a breakfast backstage tour of the nooks and crannies of the magnificent building, visiting the COC is an amazing experience.

Recommended for Romantic Things to Do because: Operas still focus heavily on romantic love, and they remind you that sometimes drama is best left on stage.

Courtney's expert tip: If you are under 30, this can be an very inexpensive date with a fancy tone. Tickets for under 30s can be as low as $22. If you are unlucky enough to be as elderly as 31, you are not out of luck. There is a free concert series, with vocal, instrumental and dance performances at lunchtime on many weekdays.

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Meet Courtney Sunday

Courtney Sunday has lived in England, Switzerland, Canada and the US, finding her way into the professions of freelance writing and yoga teaching in between travel opportunities. She learned...  More About Courtney