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Tall Ships Kajama, Challenge & Obsession

Tall Ships Kajama, Challenge &  Obsession We own and operate Tall Ships Kajama and Challenge and the Yacht Obsession. All boats are available for public sails and private charters. Cruise the Toronto harbour with us!

An industry leader in Toronto Harbour operating in downtown Toronto. Our fleet consists of The Tall Ship Kajama, Obsession III and Challenge. We sail rain or shine and can accommodate parties of up to 489 people. If you are looking for a Prom, Birthday Party, stag and doe party or a team building activity we can help.

As the ice starts to melt we can’t help but get excited for the new season! We have posted our public sails schedule for...
03/06/2022

As the ice starts to melt we can’t help but get excited for the new season! We have posted our public sails schedule for the 2022 season!! Link is in bio and we can’t wait to see you!! Thank you to @twilightt_photography for the amazing photo !!

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#atthewaterfront

#imonaboat #cruising #tallshipKajama #tallship #torontocruise #lakeontario #sailing #toronto #tourism #open #views #open #ships #relax #crew #experience

We promise that Kajama is definitely on the (n)ICE list this year!                    Can’t wait to start opening her fo...
03/02/2022

We promise that Kajama is definitely on the (n)ICE list this year! Can’t wait to start opening her for the season! Thank you to @chennaivaasi_in_canada for the photo!!

Draw(P)ing Anchor!We love seeing illustrations of Kajama!#atthewaterfront  #torontocruise  #lakeontario #tallship
02/19/2022

Draw(P)ing Anchor!
We love seeing illustrations of Kajama!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Kajama is really enjoying this winter wonderland!Thank you to @myhodophilelife for the great picture!#atthewaterfront  #...
02/17/2022

Kajama is really enjoying this winter wonderland!
Thank you to @myhodophilelife for the great picture!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

We Miss You Kajama!#atthewaterfront  #torontocruise  #lakeontario #tallship
02/16/2022

We Miss You Kajama!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Views like this are BOWnd to amaze you!Summer evenings can't come soon enough!#atthewaterfront  #torontocruise  #lakeont...
02/14/2022

Views like this are BOWnd to amaze you!
Summer evenings can't come soon enough!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

People always ask 'What does Kajama do in the winter?'Well not much, she ONLY comes out of the water every 5 years BUT s...
02/11/2022

People always ask 'What does Kajama do in the winter?'
Well not much, she ONLY comes out of the water every 5 years BUT she actually use to be an ice breaker so otherwise she stays at her normal spot in the Toronto harbor!
Thank you to @___Rajnish___ for the photo!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

It may be cold out there but sure is not bad to look at! Who knew sunsets and snow could look this good!Thank you to @ki...
02/10/2022

It may be cold out there but sure is not bad to look at!
Who knew sunsets and snow could look this good!
Thank you to @kiki_clicky for the beautiful photo!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Coming on Kajama is all about you and we always try to accommodate every individual and make it the best experience of t...
02/05/2022

Coming on Kajama is all about you and we always try to accommodate every individual and make it the best experience of their life!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Summer Sunsets really feel different don't they?Counting down the days as fast as we can!Thank you to @andrewtheturtle f...
02/03/2022

Summer Sunsets really feel different don't they?
Counting down the days as fast as we can!
Thank you to @andrewtheturtle for the great photo
#atthewaterfront

#torontocruise

#lakeontario

#tallship

You know what they say about big ropes... BIG BOATS!#atthewaterfront  #torontocruise  #lakeontario #tallship
01/31/2022

You know what they say about big ropes...
BIG BOATS!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

With mother nature freezing everything right now we sure are missing the gentle summer breeze in our sails!  #atthewater...
01/30/2022

With mother nature freezing everything right now we sure are missing the gentle summer breeze in our sails!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Clear skies and some sunny vibes make for perfect weather this winter season!Even though she isn't running this time of ...
01/27/2022

Clear skies and some sunny vibes make for perfect weather this winter season!
Even though she isn't running this time of year Kajama looks gorgeous by the snow!
Thank you to @nomadic_nazia for the great photo!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Eye Spy with my Little Eye... Kajama!Even from afar she sure is pretty!#atthewaterfront  #torontocruise  #lakeontario #t...
01/24/2022

Eye Spy with my Little Eye... Kajama!
Even from afar she sure is pretty!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

We can't disagree!The boat is definitely the best place to be!#atthewaterfront  #torontocruise  #lakeontario #tallship
01/22/2022

We can't disagree!
The boat is definitely the best place to be!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Kajama sailing towards the sun and summer! What a beautiful picture!Thank you to @emansalaktum for the photo#atthewaterf...
01/20/2022

Kajama sailing towards the sun and summer! What a beautiful picture!
Thank you to @emansalaktum for the photo
#atthewaterfront

#torontocruise

#lakeontario

#tallship

We are exploding with excitement for the upcoming season!#atthewaterfront  #torontocruise  #lakeontario #tallship
01/18/2022

We are exploding with excitement for the upcoming season!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

The seashore gives me porpoise!😂That sure is a big rudder!#atthewaterfront  #torontocruise  #lakeontario #tallship
01/16/2022

The seashore gives me porpoise!😂
That sure is a big rudder!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

It SNOW joke outside! In temps like these bundle up!Kajama in the snow is so magical!Thanks to @captured.by.ps for the p...
01/14/2022

It SNOW joke outside! In temps like these bundle up!
Kajama in the snow is so magical!
Thanks to @captured.by.ps for the pics!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Home is wherever I'm with you❤️Creating special moments like this is one of our favorite things to do on our boats!Call ...
01/11/2022

Home is wherever I'm with you❤️

Creating special moments like this is one of our favorite things to do on our boats!
Call our office to plan your special moment!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Patiently waits for summer 2022...#atthewaterfront #tallshipKajama  #sailing #torontocruise
01/09/2022

Patiently waits for summer 2022...
#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Knot to shabby of a view!#atthewaterfront #tallshipKajama  #sailing #torontocruise
01/07/2022

Knot to shabby of a view!
#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Asking for a life ring to save us from this winter!😂😅#askingforafriend #atthewaterfront #tallshipKajama  #sailing #toron...
01/04/2022

Asking for a life ring to save us from this winter!
😂😅
#askingforafriend
#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Challenge in dry dock this year!She looks great after her touch ups for the upcoming season!#atthewaterfront #tallshipKa...
01/03/2022

Challenge in dry dock this year!

She looks great after her touch ups for the upcoming season!
#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Have and ICE Day!Enjoying seeing Kajama and Obsession in this winter wonderland!Thanks to followtheimprints and @cookie_...
01/01/2022

Have and ICE Day!
Enjoying seeing Kajama and Obsession in this winter wonderland!
Thanks to followtheimprints and @cookie_jarvis_canada for the pictures!
#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Snow matter what...SCHOONER or later Kajama will be back open for season!But in the meanwhile, she sure is pretty to loo...
12/30/2021

Snow matter what...
SCHOONER or later Kajama will be back open for season!
But in the meanwhile, she sure is pretty to look at!
Thanks to followtheimprints for the great photo :)

#atthewaterfront

#tallshipKajama

#sailing

#torontocruise

Eh? What's Up Dock? Hope everyone is enjoying a happy and healthy holiday! #atthewaterfront  #torontocruise  #lakeontari...
12/29/2021

Eh? What's Up Dock?

Hope everyone is enjoying a happy and healthy holiday!

#atthewaterfront

#torontocruise

#lakeontario

#tallship

More photos of Challenge out of the water! The cold never bothered us anyway!❄️☃️. . #atthewaterfront #imonaboat #cruisi...
12/02/2021

More photos of Challenge out of the water! The cold never bothered us anyway!❄️☃️
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#atthewaterfront

#imonaboat #cruising #tallshipKajama #tallship #torontocruise #lakeontario #sailing #toronto #tourism #open #views #open #ships #relax #crew #experience #dedication #dock #docklife #docklifeconstruction

Even though the sailing season is over our crew is still working hard!💪Challenge is now out of the water and in Hamilton...
11/23/2021

Even though the sailing season is over our crew is still working hard!💪
Challenge is now out of the water and in Hamilton dry dock!
More updates and information are still to come!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Missing sailing days like this! 😢🥶We want to thank everyone who came out for our 2021 season!🥰We hope to see everyone wh...
11/18/2021

Missing sailing days like this! 😢🥶
We want to thank everyone who came out for our 2021 season!🥰
We hope to see everyone who joined us for a sail again next year in our 2022 season!
#atthewaterfront

#torontocruise

#lakeontario

#tallship

Go with the float! It’s ‘salt’ good 😉 Schooner or later you will experience the best cruise on Toronto's waterfront ⛴ ✨B...
09/30/2021

Go with the float! It’s ‘salt’ good 😉

Schooner or later you will experience the best cruise on Toronto's waterfront ⛴

✨BOOK NOW✨

⚓️ tallshipcruisestoronto.com, link in our bio.
⛵️ Sailing 7 days a week

#atthewaterfront

#torontocruise

#lakeontario

#tallship

Need to relax after a long work week?  We gotchu 😉 Come on by! Grab a drink, sit back and relax onboard. There’s no bett...
09/29/2021

Need to relax after a long work week?

We gotchu 😉

Come on by! Grab a drink, sit back and relax onboard. There’s no better sailing experience!

⚓️ tallshipcruisestoronto.com, link in our bio.
⛵️ Sailing 7 days a week

#atthewaterfront

#torontocruise

#lakeontario

#tallship

What a sunbelievable day! ☀️ Stop by for a cruise and enjoy a drink or meal onboard before summer ends 😉 Join us for our...
09/27/2021

What a sunbelievable day! ☀️

Stop by for a cruise and enjoy a drink or meal onboard before summer ends 😉

Join us for our last sailing week of the season✨

⚓️ tallshipcruisestoronto.com, link in our bio.
⛵️ Sailing 7 days a week

#atthewaterfront

#torontocruise

#lakeontario

#tallship

09/23/2021

Happiness comes in waves 🌊

Bet you ‘fish’ you were here ☺️

Soak in the sun, enjoy a drink and listen to the relaxing sound of the waves when you sail with us! 😉

⚓️ tallshipcruisestoronto.com, link in our bio.
⛵️ Sailing 7 days a week

#atthewaterfront

#torontocruise

#lakeontario

#tallship

‘Wine’ not treat yourself?  While travelling onboard with us, you can enjoy a delicious meal with drinks! 🍸 Did you know...
09/21/2021

‘Wine’ not treat yourself?

While travelling onboard with us, you can enjoy a delicious meal with drinks! 🍸

Did you know? We are part of the Redpath Waterfront Trail! If you book a cruise on Kajama up until October 3, you will receive 25% off a special cocktail onboard!

Visit @TOwaterfrontfest for more info!

✨BOOK NOW✨

⚓️ tallshipcruisestoronto.com, link in our bio.
⛵️ Sailing 7 days a week

#atthewaterfront

#torontocruise

#TOwaterfrontTrail

#tallship

Address

249 Queen's Quay W Suite 111
Toronto, ON
M5J 2N5

Telephone

416-260-6355

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Comments

THROWBACK THURSDAY!! Throwback to the summer when my family and I went on the Kajama tall ship for a two hour sailing tour. It was such a fun night with my family (plus Charlie🐾) on the water. We had an amazing time and the view was beautiful!🤍🌃 The Bowdery family 100% recommends it!! You won’t be disappointed:) Tall Ships Kajama, Challenge & Obsession #family #pageantgroupcanada #MTC21 #Toronto #cruise
Grab your warm clothes and sail into November! Even though the cold weather is coming, we encourage you to head down to the waterfront, it’s beautiful all year round! Shoutout to Tall Ships Kajama, Challenge & Obsession, we can’t wait to sail on you again next year! #AtTheWaterfront #Toronto #Sailing
There’s no better feeling than being out on the water. Come down and ‘sail’ into the weekend with us by enjoying all that the Redpath Waterfront Trail has to offer! Have you visited Tall Ship Kajama? If you book a cruise during the Trail, you will get a special cocktail 25% off! Water-you waiting for!? 😉 This is the last weekend of the season to enjoy a beautiful cruise on Kajama! 📍Visit TOwaterfrontTrail.com for more information and to plan your route. #TOwaterfrontTrail #AtTheWaterfront Tall Ships Kajama, Challenge & Obsession
Was in Toronto last evening doing buziness. On an evening paddle was pleasantly sirprized to see the tall ship Kasama coming into the eastern gap after one of it's tours. Toronto needs way more of this. Would love to see a weekend boat doing live music and dancing out on an evening weekend tour. three hour evening dancing on the lake. I believe it was the Oriole I saw out there as well. On one Kayak paddle in Toronto and I want to move there.
Want to learn more about the promotions that are part of the Redpath Waterfront Trail? By showing the blue trail icon on your printed map or on our website, you can take advantage of sweet deals from local waterfront businesses such as The Westin Harbour Castle, Toronto, Amsterdam Brewery, Tall Ships Kajama, Challenge & Obsession, and Kardia! Yelp Toronto + Greater Toronto Area has created a Yelp Collection which lists all of the promotions happening during the Trail, visit https://buff.ly/3l7Enxs to learn more! While you’re there, join the Yelp Elite Squad which supports small businesses by sharing their local love and uplifting them through reviews, photos, and more. Throughout the year, Yelp Elites are invited to attend optional exclusive events and giveaways with amazing local restaurants, gyms, art galleries and more all over the city. Interested? Nominate yourself at yelp.ca/elite #TOwaterfrontTrail #Yelp #Promotion
Don’t you just feel better near water? 🌊 You’re not alone! Seeing or hearing the soothing sounds of moving water triggers a response in our brains that induces a flood of neurochemicals. These chemicals increase blood flow to the brain and heart, which induces relaxation😌 There are so many ways to experience the waterfront! Rent a canoe or kayak with Harbourfront Canoe & Kayak Centre, rent a sailboat with Gone Sailing Adventures, go stand up paddleboarding with Toronto Island SUP, take a brunch cruise with Tall Ships Kajama, Challenge & Obsession, rent a bike from Wheel Excitement or grab a bite on a patio like Joe Bird ✨ 📸: @mgwconnor
Come Eat #AtTheWaterfront 📍Impact Kitchen 📍The Westin Harbour Castle, Toronto 📍The Goodman Pub and Kitchen 📍Tall Ships Kajama, Challenge & Obsession 📍Radisson Blu Toronto Downtown
There are so many options while hanging out #AtTheWaterfront? Have you sailed the Kajama yet? Have dinner or bunch with a view! ⛵ Book with Tall Ships Kajama, Challenge & Obsession: https://bit.ly/2VRlp5l 📸 : @jgazze
☀️ It's feeling a lot like summer! Shoutout to the majestic Kajama who is ready to sail you away! Book a cruise during the Redpath Waterfront Trail from September 17 to October 3 and get a special cocktail 25% off as one of our waterfront promotions! 🍹 ⛵️Visit TOwaterfrontTrail.com for more information. #TOwaterfronttrail #AtTheWaterfront Tall Ships Kajama, Challenge & Obsession ⚓️
We hope you have a ‘SHIP-TON’ of fun this weekend ⛵ ☀️ Enjoy the beautiful weather near the water and take in the spectacular views of Toronto’s waterfront Will we see you #AtTheWaterfront? #Toronto #Sailing Tall Ships Kajama, Challenge & Obsession ⚓️
#Kajama #TallShips
Find your peace #AtTheWaterfront 🌊 Have you been on the water yet this summer? There are so many opportunities to get out on the Toronto waterfront thanks to amazing local businesses like Harbourfront Canoe & Kayak Centre, Gone Sailing Adventures, City Cruises, Tall Ships Kajama, Challenge & Obsession, Sailing & Powerboating, Toronto Island SUP + more! 📸: @mgwconnor