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Sail in downtown Toronto

With Captain

100% refund within 24 hours of your trip

5.0(23 reviews) ·

37 bookings

Canada,Ontario,Toronto,Sailing

Limited availability
Some departure times on this date are still available.

Easygoing trips around the Toronto Islands with options to keep it mellow or turn up the music, creating a fun, relaxed outing on the water.

Comfort-focused setup with onboard bathroom, BBQ, and Bluetooth speakers, making it simple to grill, play music, and unwind while cruising the islands.

Guests highlight the captain’s strong on-water experience and friendly attitude, describing outings as smooth, enjoyable, and highly recommendable.

Renters say this listing is great for:

Party/EntertainmentSightseeingRelaxationCelebrations

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AI Overview

Owner's Description

Sit back, relax and enjoy a peaceful boat ride around the Toronto Islands *OR* crank up the music and have a blast. BBQ and bathroom available onboard. Bluetooth speakers provided. Bring your own alcohol and snacks. Dog's welcome! I'm happy to accommodate special requests such as getting up close to the CN Tower for pictures, sailing lessons, or stopping at the beach for a BBQ and a swim. Pricing for 3 hour sail (1 or 2 hour sails are the same price): Monday to Thursday Pricing : 1-4 People: $450 5 People: $550 6 People (max) : $650 Friday, Saturday, Sunday (and Holidays) Pricing: 1-3 People: $550 4-6 People: $150 per person If the weather is bad, feel free to cancel the day of the sail for a full refund. Commercially insured, licensed, certified, and registered with Transport Canada.

Dom

37 total bookings

Capacity: 6 guests

Sailing: Sail

Reviews

5.0 (23 reviews)

Listing Accuracy
Awesome
Departure & Return
Awesome
Vessel & Equipment
Awesome
Communication
Awesome
Value
Awesome
Itinerary & Experience
Awesome

61 photos have been added by reviewers who booked this listing.

Rudi

Dom is a great sailor. Very willing to teach. Very open for any suggestions. We had a great experience with him.
WM
Will

Great time. Dom is a great captain and provides wonderful service and a great vibe. Boat was clean, amenities were there. Super happy with the experience.
Kim

Dominic was incredible! He was so chill and so kind with our family. It was a perfect day out sailing on the water. He taught us so much, shared stories, local history and was genuinely so sweet with our family, taking pictures and showing us points of interest! A PERFECT EXPERIENCE AND A PERFECT DAY!
CP
Colleen

We had a fabulous afternoon sailing with Captain Dom. He was very welcoming, friendly and knowledgeable. We immediately felt safe and comfortable sailing with him. The boat was clean and very comfortable and the vibe was relaxing and chill. We enjoyed being out on the lake with the great views of the skyline. It’s a great way to unwind and spend some quality time with some family or friends. I would definitely recommend this experience and I will be booking again to sail with Captain Dom.
EC
Ehsan

We had a great night with Dom. He was very friendly, kind, and easy to talk to, and made the whole experience enjoyable from start to finish. He also took so many great photos of us, and we’ll always have those memories. We had an amazing time and would definitely recommend this tour to anyone. Thanks again, Dom!