It’s the time of year for falling leaves, cozy sweaters and spiced lattes. Which also means it’s the time to turn up the romance! Whether you are planning your first date or your 100th, your sweetheart won’t be disappointed when you impress them with a thoughtfully planned rendezvous.

In the spirit of Autumn, we have put together a list of lovely date ideas to help you ‘woo’ that special someone.

With on-going developments regarding the global pandemic, please visit each location’s website, or connect with their staff via email and telephone, for updates on COVID-19 procedures such as guest capacity, sanitization methods and mask requirements.


1. 1000 Islands Fall Cruises

Grab your life jacket and get ready to set sail on one of the 1000 Islands Fall Cruises! Enjoy a sightseeing ‘Discovery Cruise’ or sit down for an elegant dinner on one of their many lunch and dinner cruises. Planning a first date and nervous about the unavoidable awkward moments? No problem, 1000 Islands includes live entertainment in all 3-hour cruises.

 2. Improbable Escapes

Get your game face on! Take the ultimate test of trust and teamwork at an Improbable Escapes escape room. You and your pals are locked inside a uniquely-themed room for one hour with the task of finding your way out through puzzles, rhymes and stories. It’s tougher than you’d think.. Can you beat the clock?

3. The Haunted Walk

What better excuse to cuddle up to your cutie than some good old fashioned ghosts. Skeptics and superstitious agree that The Original Haunted Walk of Kingston is full of hair-raising scares! They are known for their animated tour guides and creepy storytelling, so you can rest assured that you are in for a spine-chilling adventure.  

4.Fort Fright

If ghost spotting and abandoned asylums don’t make you shake in your boots, bring your date over to Fort Fright during October to have your nightmares become reality. This year’s theme is a research program gone wrong – spooky!


5. Brockville Railway Tunnel

Sometimes a date can be as simple as taking a long walk hand in hand. Why not make your walk more interesting by travelling over to the Brockville Railway Tunnel! As the hub of the Brock Trail recreation pathway, the recently restored relic receives rave reviews for its eclectic mix of lights, music and history.
Please note that the Brockville Railway Tunnel will be closing on October 2nd.

6. 1000 Islands & Seaway Cruises

Splashback into fun with the Brockville 1000 Islands & Seaway Cruises! Choose your adventure on one of the 1, 3 and 5-hour boat cruises, and then set sail on the beautiful St. Lawrence River. Find a spot on deck to get the best views of the beautiful St. Lawrence River and the 1000 Islands.

Cornwall and SDG Counties

7. Waterfront Bike Trail

A little exercise never hurt anyone…so on your next date night take your pal to the Waterfront Bike Trail in Cornwall. Open to walkers, runners, bikers and rollers, you won’t get bored following the trail through forests, fields, bridges, and alongside the glorious St. Lawrence River.

8. Rurban Brewery

Sometimes it’s best to keep things simple, and if that sounds like your kind of party, then you should check out Cornwalls very own Rurban Brewery. Family owned and operated, this microbrewery is always looking to infuse new flavours for their taste testing tourists.

 9. Pumpkinferno

Take your sweetie to the award-winning Pumpkinferno and discover a selection of mesmerizing glowing pumpkins!

Prince Edward County

10. Harvest Season

‘Wine-not’ plan a Fall weekend to travel through Prince Edward County to take a tour through the wide range of County vineyards! Settle in at one of the many cozy boutique inns such as The Wilfrid Boutique Farmhouse or The Drake Motor Inn and discover some delicious wines from local wineries including Black Prince Winery and Devil’s Wishbone Winery. Discover more wineries in the county by visiting our extensive winery list: Sip Your Way Through These 28 Wineries in South Eastern Ontario – Volume 1

11. Beaches

While you are enjoying harvest season, spend a day at Sandbanks Provincial Park, where you can take a bicycle tour, watch bird migrations, and take a walk though dunes and wetlands. Take a jump in the shallow water of Lake Ontario if you are feeling fearless!

Frontenac County

12. Wolfe Island Corn Maze – Wolfe Island

Do you love games? Do you love animals? Do you love adventure? If you answered yes then you need to take a gander over to The Wolfe Island Corn Maze! Visit farm animals and navigate through a 50 acre maze designed in the middle of a cornfield! Fun idea: Make it a group date, and challenge one another to see who can complete the maze first!
Please note that the Wolfe Island Corn Maze has been cancelled due to COVID.

Lennox & Addington

13.  Dark Sky Viewing Area – Lennox & Addington

Are you afraid of the dark? We hope not! Because you won’t want to miss the opportunity to experience just how beautiful the skies are at the Dark Sky Viewing Area. You will be amazed by how different the sky looks without city lights and light pollution! Bring a telescope and you can spot planets and stars such as Venus, Mars and Polaris!

Bay of Quinte

14. Sager Conservation Area

Not for the ‘faint of heart’, this is the perfect day-time date to go on if you find yourself in the mood for an adventure. Take a quick 5 minute walk up a large hill to meet a 30 foot tall tower to the Sager viewing platform. With a 360 degree view of the Bay, you can play some iSpy, or have a special moment with a certain someone while you overlook the country landscape. Worth the climb any time of year.

1000 Islands Gananoque

15. Helicopter Tour

Can you think of anything more romantic than a private helicopter ride overseeing the beautiful, colour-rich landscape and deep blue water? If you are feeling the love, take your soulmate over to 1000 Islands Helicopter Tours and get a first class, birds-eye view of the St. Lawrence River. You can choose between 10, 20, 30 and 60 minute flights, each providing you with even more beautiful views. If you are afraid, don’t fret, the pilots are known to be very fun and knowledgeable!

16. Gananoque Boat Line & 1000 Islands Cruises

It wouldn’t be right to end this blog without one more cruise (in case you haven’t had enough yet). Venture through the 1000 Islands, soak up the history and beauty of the river, and hop off the boat at Boldt Castle (don’t forget your passport) to explore a building built from true love – the original owner build the castle for his wife! Choose your adventure with three trip options at 1, 2 and 5 hours.

Rideau Canal

18. Rock Dunder

You sometimes need the perfect setting to set the mood of a good date. We recommend taking your bae to the Foley Mountain Conservation Area for an especially romantic Fall-themed date. There is no better chance to get to know one another on a deeper level than a quiet, private walk through beautiful forests, hills and lakes.

No need for an excuse to cuddle this Fall if you take your cutie to Rock Dunder for a Fall hiking adventure. With a gorgeous view of rocky cliffs and mountain peaks into a clearing that offers a 360-degree view of the Rideau Waterway, you will be sure to woo your wonderful date with nature as your wingman.

19. Apple Picking

Apple picking is THE fall activity to take part in and the perfect date idea for you and your bae. Have fun picking apples, pumpkins, drinking cider, and even see some animals! Have a look at our list of apple orchards 16 Orchards for Apple Picking in South Eastern Ontario

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