Picture for category Date Night

Date Night

How often do you feel stuck trying to come up a great date night idea? Whether you are planning your first date, or in a serious relationship and in need of some new, fun date night ideas, Breakaway Experiences selection of unique experiences has something for every type of couple.

Let us inspire you with activities that make great date nights and memories near you!

Looking for a gift for a couple near and dear to you? Our selection of Date Night experiences and Gifts for Couples are guaranteed to please and create memories they cherish forever.

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Cliff Rappelling experience,  Elora Ontario near Guelph

Cliff Rappelling

WhereElora, Ontario
Price forPer Person
Get a quick fix of adrenaline as you rappel down a 60-feet of limestone cliff in Elora, Ontario. Lean back and descend over the edge with the coaching of an experienced instructor.
$250
Toronto date night experience – sailing toronto islands Wine and Cheese

Friday Night Wine and Cheese Sail in Toronto

WhereToronto, Ontario
Age restrictionMinimum age for participation - 19 years
Price for1 Participant
Enjoy a romantic Friday evening sailing Toronto Harbour and the Toronto Islands with wine and cheese aboard a beautiful yacht. Perfect for “date night” or with a group of friends.
From $259
Georgian Bay Jet Ski Adventure, Collingwood, Ontario

Georgian Bay Jet Ski Tour

WhereCollingwood, Ontario
Zip across Georgian Bay on a jet ski from the shores of Collingwood with a guide. Experience the sensation of utter speed as you dart over the water and doing sliding turns like there's no tomorrow!
From $169
Georgian Bay Collingwood boat tour with captain and wakeboard waterski instructor

Georgian Bay Private Boat Tour with Wakeboarding, Waterskiing and Tubing

WhereCollingwood, Ontario
Are you looking for the ultimate time on the water on Georgian Bay with family and friends? Enjoy a private captained charter from Collingwood. Go tubing, wakeboarding, waterskiing, swimming or just kick back and enjoy the ride.
From $389
learn to kayak Toronto Islands

Kayak Lesson, Toronto Islands

WhereToronto, Ontario
Age restrictionMinimum age for participation - 12 years
Learn the fundamentals of kayaking in a comfortable setting and at a relaxed pace amidst the beautiful setting of the Toronto Islands, just minutes from downtown Toronto.
From $54
Stand Up Paddleboarding Lesson Toronto Islands

Stand Up Paddleboarding Lesson (SUP), Toronto Islands

WhereToronto, Ontario
Age restrictionMinimum age for participation - 12 years
Learn to paddleboard in the beautiful setting of the Toronto Islands just minutes from downtown Toronto. This 75-minute Stand Up Paddleboard (SUP) Lesson is perfect for anyone who is interested in trying out this exciting sport for the first time.
From $54
 flying over Toronto in a hot air balloon

Toronto Area Hot Air Balloon Ride (Kitchener)

WhereKitchener - Waterloo, Ontario
Age restrictionMinimum age for participation - 10 years
Price for1 Participant
Lift off on a spectacular hot air balloon ride over Kitchener, just west of Toronto. What better way to see the world than from high above. The only sound you’ll hear is the pilot opening the burner to fly even higher!
$325
Tour Toronto’s Distillery District by Segway

Toronto Distillery District Segway Tour

WhereToronto, Ontario
Age restrictionMinimum age for participation - 12 years
Price for1 Participant
Tour Toronto's gorgeous Distillery District on 2 wheels. Discover 14 acres of classic Victorian-era architecture with award-winning restaurants, cafes and incredible shopping, as you experience the thrill of driving a Segway!
From $43
Tour of Toronto’s historic Distillery District

Toronto Distillery District Walking Tour

WhereToronto, Ontario
Price for1 Participant
Explore what was once the largest distillery in the British Empire and has transformed into Toronto’s modern-day Distillery District. Gain insight on a 1-hour walking tour amidst beautiful Victorian Industrial architecture and learn about their history, including intoxicating tales of a drunk city and business intrigue.
$21
Toronto Islands Craft Beer Tasting Sail

Toronto Islands Beer Tasting Sail

WhereToronto, Ontario
Age restrictionMinimum age for participation - 19 years
Price for1 Participant
AvailabilityCOMING SOON
Enjoy a Wednesday evening sailing Toronto Harbour and the Toronto Islands while savouring a flight of Amsterdam beer. You’ll set sail aboard a luxury 41' yacht and tour through the Toronto Islands as the sun sets.
$225
Toronto Islands at sunset on Stand up Paddleboard

Toronto Islands Kayaking and SUP Sunset Safari

WhereToronto, Ontario
Age restrictionMinimum age for participation - 14 years
Price for1 Participant
Experience a unique sunset kayaking or stand-up paddleboard (SUP) safari as you paddle your way through the tranquil waters of the Toronto Islands. As the sun does down light up your kayak or sup board and glow with the flow.
$85
Sailing Toronto islands and Toronto Harbour – guided tour

Toronto Islands Sailing Experience

WhereToronto, Ontario
Price for1 Participant
Escape from the busy city and feel the fresh breeze and sun on your face as you are sailing Toronto Harbour and Lake Ontario aboard a luxurious 41' sailing yacht.
From $159
Toronto Islands Eco-tour by SUP and Kayak

Toronto Islands SUP and Kayak Eco-Tour

WhereToronto, Ontario
Age restrictionMinimum age for participation - 14 years
Price for1 Participant
Take a break from the city and paddle the Toronto Islands with an experienced guide. Along with discovering nature and hidden gems that only locals know about, you’ll learn about the islands’ history, ecology, paddling techniques and more on the 2-hour Toronto Islands Stand Up Paddleboarding Eco-Tour.
$64
yoga class Toronto islands on stand-up paddleboard

Toronto Islands SUP Yoga

WhereToronto, Ontario
Age restrictionMinimum age for participation - 14 years
Price for1 Participant
Escape life’s commotion. Combine quiet meditation and a unique workout with a relaxing yoga session amidst the Toronto Islands on a stand-up paddleboard.
$49
urban rappelling experience Elora Ontario

Urban Rappelling

WhereElora, Ontario
Price forPer Person
Enjoy the thrill as you lean back over the edge and begin your rappell down a Church Bell Tower in Elora, Ontario near Guelph.
$250

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