Indigenous Sailstice Sailing Festival

Celebrate this monthly event with Gone Sailing Adventures. We sail later into the night on these evenings aboard our luxury 41’ yacht

Discover Sailing – 3hr Introductory Sail

Sail the Toronto Harbour and circumnavigate the Toronto Islands aboard a luxury 41’ yacht.

Whitby Harbour 2hr Sailing Experience

Special Weekend Sails originating from Port of Whitby Marina

Long Weekend 90min or 2hr Special Sail

Specially priced sails on summer Long Weekends

Any Reason

Get away from the city for a few hours and enjoy private sailing with your crew

Labour Day Weekend Air Show Sail

The Canadian International Air Show is Toronto’s annual airshow held on Labour Day weekend.

Fireworks Sails

Join Gone Sailing Adventures as we celebrate spectacular summer nights on the water.

Monthly Full Moon Sail

Celebrate this monthly event with Gone Sailing Adventures. We sail later into the night on these evenings aboard our luxury 41’ yacht

Friday Night Wine & Cheese Sail

Our most popular Special Event Sail is perfect for “date night”, a group of friends or to make new friends.

3hr Sailing Adventure

Sail the harbour, island lagoons, & Lake Ontario on a luxury yacht

2hr Sailing Experience

Sail the harbour & circumnavigate the Islands on a luxury yacht

Scattering Ashes

A timeless tradition connecting your loved one to the beautiful waters of the planet.

Wedding On a Boat

A unique and itimate ceremony in the centre of Toronto Harbour

Photo Shoot

From engagement to family photos – be the centre of attention with the best backdrop on the water

Marriage Proposals

Get away from the city for a few hours and enjoy a private sailing or luxury cruising adventure on the lake with a professional captain and host. At Gone Sailing Adventures we allow you to be a guest and enjoy a personal holiday.

Wednesday Nights – Take Flight (Beer Sampling) Sail

Join the crew at Gone Sailing Adventures on Wednesday evening as our 3hr sails take flight with an Amsterdam Brewhouse Partnership.

Civic Holiday Long Weekend – Special Deals

Birthday / Bachelor/ette Party

Celebrate your birthday or bachelor/ette party with us. Whether you are turning 20, 120 or something in between our event team will make it special and one to remember.

Decompression – 18 Pax – Catamaran

WhiRLygirl – 12 Pax – Sailing Yacht

Aimant pour les Femmes – 8 Pax – Sailing Yacht

UnPlugged – 8 Pax – Sailing Yacht

Anything Goes – 5 Pax – Sailing Yacht

Hot Flash – 4 Pax – Sailing Yacht

Black Diamond – 8 Pax

Black Rock – 15 Pax – Motor Yacht

Even Sweeter – 10 Pax – Motor Yacht

Decompression – 18 Pax – Catamaran

The perfect catamaran for fun, family, & friends

Sky Oasis- 100 Pax – Motor Yacht

Get away from the city for a few hours and enjoy a private sailing or luxury cruising adventure on the lake with a professional captain and host.

Wiser Time – 15 Pax – Motor Yacht

Sea Ray is known as one of the most luxurious yacht producers in the world.

Even Sweeter – 10 Pax – Motor Yacht

Affordable motoring with a luxury feel

Black Rock – 15 Pax – Motor Yacht

the largest motor yacht in our fleet

WhiRLygirl – 12 Pax – Sailing Yacht

Sailing fun for an afternoon or sunset

Aimant pour les Femmes – 8 Pax – Sailing Yacht

A great sailing yacht for a small group

UnPlugged – 8 Pax – Sailing Yacht

A great sailing yacht for a small group

Anything Goes – 5 Pax – Sailing Yacht

Sailing excitement when the wind blows

Hot Flash – 4 Pax – Sailing Yacht

Perfect for getting your feet wet and learning the ropes

Black Diamond – 8 Pax

Available on the south shore in Port Dalhousie/St Catherines

Small Group Shared Sails

From our 2hr Sailing Experience to any of our Special Event Sails, we will make your summer amazing and unforgettable. All of our Special Event Sails may be customized and tailored to make it an even better private affair. Our Small Group Public Sails are for a maximum of 10 or 12 guests and typically on our luxury 41′ yacht WhiRLygirl

All prices on this page are per person.

Unlock Your Personalized Journey – Click Here to Start the 'Customize Your Experience' Quiz Now!

Explore a tailored experience just for you. Our interactive quiz guides you through a series of questions to understand your preferences and interests. Take a few moments to answer and enjoy a journey uniquely crafted to fit your style and needs.

Gone Sailing Adventures is proud to be associated with these premier organizations representing the best in the business.

Indigenous Sailstice Sailing Festival

Discover Sailing – 3hr Introductory Sail

Whitby Harbour 2hr Sailing Experience

Long Weekend 90min or 2hr Special Sail

Any Reason

Labour Day Weekend Air Show Sail

Fireworks Sails

Monthly Full Moon Sail

Friday Night Wine & Cheese Sail

3hr Sailing Adventure

2hr Sailing Experience

Scattering Ashes

Wedding On a Boat

Photo Shoot

Marriage Proposals

Wednesday Nights – Take Flight (Beer Sampling) Sail

Civic Holiday Long Weekend – Special Deals

Birthday / Bachelor/ette Party

Decompression – 18 Pax – Catamaran

Sky Oasis- 100 Pax – Motor Yacht

Wiser Time – 15 Pax – Motor Yacht

Even Sweeter – 10 Pax – Motor Yacht

Black Rock – 15 Pax – Motor Yacht

WhiRLygirl – 12 Pax – Sailing Yacht

Aimant pour les Femmes – 8 Pax – Sailing Yacht

UnPlugged – 8 Pax – Sailing Yacht

Anything Goes – 5 Pax – Sailing Yacht

Hot Flash – 4 Pax – Sailing Yacht

Black Diamond – 8 Pax

Ownership Options

ABOUT US

Small Group Shared Sails

2hr Sailing Experience

3hr Sailing Adventure

Discover Sailing – 3hr Introductory Sail

Friday Night Wine & Cheese Sail

Wednesday Nights – Take Flight (Beer Sampling) Sail

Whitby Harbour 2hr Sailing Experience

Long Weekend 90min or 2hr Special Sail

Fireworks Sails

Indigenous Sailstice Sailing Festival

Monthly Full Moon Sail

Labour Day Weekend Air Show Sail

Unlock Your Personalized Journey – Click Here to Start the 'Customize Your Experience' Quiz Now!

Services

Company

Licenses

Choose from our fleet of Transport Canada Safety Certified Yachts

Licensed by Alcohol & Gaming Commission of Ontario