Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Oakville, Ontario Boat Rentals

Page 1 of 124 listings

Hunter 43 Sailing Yacht in Oakville, Ontario
Sailing in Oakville · 5 guests

Hunter 43 Sailing Yacht in Oakville, Ontario

5.0
$271/hour
BAYLINER BOWRIDER BOAT FOR CRUISING, RENT WITH TRAILER OR CHARTER|6 PERSONS
Powerboats in Mississauga · 6 guests

BAYLINER BOWRIDER BOAT FOR CRUISING, RENT WITH TRAILER OR CHARTER|6 PERSONS

New
$94+/hour
VIP Luxury Cruise Ship Specializing in Yacht Parties from 10-45
Events in Mississauga · 45 guests

VIP Luxury Cruise Ship Specializing in Yacht Parties from 10-45

5.0
$794/hour
34’ Fairbanks Flybridge Yacht anywhere in the GTHA!
Events in Mississauga · 12 guests

34’ Fairbanks Flybridge Yacht anywhere in the GTHA!

5.0
Best of 2025
$113+/hour
15ft GTX2030 Speedboat for rent in Mississauga!!
Powerboats in Mississauga · 3 guests

15ft GTX2030 Speedboat for rent in Mississauga!!

New
$65/hour
Classic Motor Yacht Available In Toronto, Canada
Events in Etobicoke · 8 guests

Classic Motor Yacht Available In Toronto, Canada

New
$144/hour
2016 Yamaha AR 240 Jet Boat for Charter in Toronto!
Powerboats in Etobicoke · 10 guests

2016 Yamaha AR 240 Jet Boat for Charter in Toronto!

5.0
$144/hour
A Fast Deck Board For Fun And Enjoyment
Powerboats in Etobicoke · 6 guests

A Fast Deck Board For Fun And Enjoyment

New
$144/hour
35ft C&C 35 Sailboat in Toronto
Sailing in Etobicoke · 6 guests

35ft C&C 35 Sailboat in Toronto

5.0
$180/hour
36ft Carver In Toronto Available For Private Charters
Events in Etobicoke · 12 guests

36ft Carver In Toronto Available For Private Charters

New
$289/hour
SeaRay Sundancer 36ft Captained Yacht Charter in Toronto!
Events in Etobicoke · 10 guests

SeaRay Sundancer 36ft Captained Yacht Charter in Toronto!

New
$253/hour
Instant Book
36 Foot Larson Luxury Yacht on Lake Ontario
Events in Etobicoke · 12 guests

36 Foot Larson Luxury Yacht on Lake Ontario

5.0
$198+/hour
35FT Four Winns Yacht for charter cruises in Lake Ontario  (3 Hr minimum)
Events in Hamilton · 10 guests

35FT Four Winns Yacht for charter cruises in Lake Ontario (3 Hr minimum)

5.0
$231+/hour
Yamaha AR 230 Bowrider Rental in Toronto, Ontario
Powerboats in Toronto · 10 guests

Yamaha AR 230 Bowrider Rental in Toronto, Ontario

5.0
$144/hour
65’ Luxury Yacht for Party Cruise in Toronto
Events in Toronto · 24 guests

65’ Luxury Yacht for Party Cruise in Toronto

5.0
Superowner
Best of 2025
$469/hour
Instant Book
49ft Sea Ray Express Bridge Yacht
Events in Toronto · 20 guests

49ft Sea Ray Express Bridge Yacht

5.0
$216+/hour
27 Foot Sailboat for a Day of Fun in the Sun in Toronto
Sailing in Toronto · 6 guests

27 Foot Sailboat for a Day of Fun in the Sun in Toronto

5.0
$90+/hour
The Luxurious Carver Yacht. Experience the Toronto skyline from the water
Events in Toronto · 10 guests

The Luxurious Carver Yacht. Experience the Toronto skyline from the water

5.0
$191/hour
**VIP** 20 to 100 passenger VIP Superyacht for your parties!
Events in Toronto · 100 guests

**VIP** 20 to 100 passenger VIP Superyacht for your parties!

4.8
Superowner
$794/hour
Lux 44' Flybridge Yacht In Downtown Toronto
Events in Toronto · 20 guests

Lux 44' Flybridge Yacht In Downtown Toronto

5.0
Best of 2025
$180/hour
Explore Ontario lakes with our 17 ft Bayliner 175!
Powerboats in Toronto · 5 guests

Explore Ontario lakes with our 17 ft Bayliner 175!

4.5
$54+/hour
Experience Toronto in a whole new way unique 34' Larson Cruiser $250 an hr.
Events in Toronto · 15 guests

Experience Toronto in a whole new way unique 34' Larson Cruiser $250 an hr.

New
$180/hour
Sail in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
$147/hour
Discover Sailing 3hr Introductory Sail
Sailing in Toronto · 4 guests

Discover Sailing 3hr Introductory Sail

New
$69/hour

Oakville Reviews

  1. Irina

    Irina

    35ft C&C 35 Sailboat in Toronto

    It was a great experience for me and my whole family. Peter made us a part of sailing experience and my husband and our teenagers gladly participated in everything that needed to be done and also enjoyed the conversation and the company of the captain. Thank you, Peter!

  2. JN

    Jess

    Lux 44' Flybridge Yacht In Downtown Toronto

    Celebrated my birthday on Eric’s yacht. He’s super friendly and accommodating. Fast replies, which we appreciated. The yacht was well kept. Clean, and the perfect size for me and my friends. Great experience, will definitely book again!

  3. Miss

    Miss

    35ft C&C 35 Sailboat in Toronto

    I need just one word to describe this experience! - Incredible ! 🤩🤩

  4. RE

    REGINALD

    Hunter 43 Sailing Yacht in Oakville, Ontario

    I will definitely be a repeat customer. Beautiful experience with the wind in the sails and the silence on the water. If you want to enjoy the scenic views of nature then there is nothing better than riding over the water using only the wind. David made it easy for the whole family.

  5. TK

    Tannaz

    VIP Luxury Cruise Ship Specializing in Yacht Parties from 10-45

    We recently booked a yacht with Steve and his crew, and we couldn't be happier with the experience. From start to finish, they were incredibly helpful and accommodating. The yacht itself was luxurious and beautiful, making for an unforgettable backdrop to our event. One of the highlights was a delightful surprise from the crew: a traditional dish served in a passed hors d'oeuvres style, where they brought them directly to our guests. It was a charming and elegant touch that everyone enjoyed. Steve's accommodating nature ensured that every detail was perfect. We also booked a bartender and catering services through his team, and they were phenomenal. The food and drinks were of the highest quality, and the service was impeccable. I highly recommend Steve and his crew for anyone looking to throw an amazing party or, like us, a memorable reception. They exceeded our expectations in every way.

  6. AI

    Aries

    VIP Luxury Cruise Ship Specializing in Yacht Parties from 10-45

    Steve, once again I would like to thank you so much for hosting my family on your boat! I truly appreciate you, Anita and Dave for making my parents’ anniversary a memorable celebration. All of the guests were so enamored with your beautiful boat and the support of your staff. Once again God bless you all for being patient with us and helping us throughout our event and process. To everyone seeing this, please run and book your event with Steve and his crew! This vessel is soo beautiful and such a unique experience. The crew is so accommodating and welcoming. They such beautiful people inside and out and you will not regret the experience!