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Milton, Ontario Boat Rentals

Page 1 of 124 listings

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
17ft  Seadoo Speedster Jet Boat Tours
Powerboats in Oakville · 5 guests

17ft Seadoo Speedster Jet Boat Tours

New
$116/hour
Learn to Ride a Radinn Electric Jet-Surf board – No Experience Needed
Water Sports in Oakville · 1 guest

Learn to Ride a Radinn Electric Jet-Surf board – No Experience Needed

New
$145/hour
Hunter 43 Sailing Yacht in Oakville, Ontario
Sailing in Oakville · 5 guests

Hunter 43 Sailing Yacht in Oakville, Ontario

5.0
$272/hour
Cruise in STYLE on a SEA RAY 450!
Events in Mississauga · 20 guests

Cruise in STYLE on a SEA RAY 450!

New
$472/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
$798/hour
35’ Fairbanks Flybridge Yacht anywhere in the GTHA!
Events in Mississauga · 12 guests

35’ Fairbanks Flybridge Yacht anywhere in the GTHA!

5.0
Best of 2025
$113+/hour
Classic Motor Yacht Available In Toronto, Canada
Events in Etobicoke · 8 guests

Classic Motor Yacht Available In Toronto, Canada

New
$145/hour
SeaRay Sundancer 36ft Captained Yacht Charter in Toronto!
Events in Etobicoke · 10 guests

SeaRay Sundancer 36ft Captained Yacht Charter in Toronto!

New
$254/hour
Instant Book
Affordable Yacht 27' Doral in Toronto
Events in Etobicoke · 10 guests

Affordable Yacht 27' Doral in Toronto

5.0
$109+/hour
Instant Book
36 Foot Larson Luxury Yacht on Lake Ontario
Events in Etobicoke · 10 guests

36 Foot Larson Luxury Yacht on Lake Ontario

5.0
$200+/hour
Yamaha AR 230 Bowrider Rental in Toronto, Ontario
Powerboats in Toronto · 10 guests

Yamaha AR 230 Bowrider Rental in Toronto, Ontario

5.0
$145/hour
Seadoo challenger Sport boat for Charter in Toronto
Powerboats in Toronto · 10 guests

Seadoo challenger Sport boat for Charter in Toronto

5.0
$145/hour
65’ Luxury Yacht Toronto $650 per hour 15 people,each additional person $150
Events in Toronto · 24 guests

65’ Luxury Yacht Toronto $650 per hour 15 people,each additional person $150

5.0
Superowner
Best of 2025
$472/hour
Instant Book
Party Yacht Rental Maxum 3300
Events in Toronto · 10 guests

Party Yacht Rental Maxum 3300

New
$254/hour
2007 Sea Ray Sundancer 35.5
Events in Toronto · 10 guests

2007 Sea Ray Sundancer 35.5

New
$254/hour
Searay Double-decker Yacht Toronto
Events in Toronto · 12 guests

Searay Double-decker Yacht Toronto

New
$240/hour
45' Luxury Double Decker in Toronto for any Occasion / Event
Events in Toronto · 21 guests

45' Luxury Double Decker in Toronto for any Occasion / Event

5.0
$174/hour
49ft  Express Bridge For All Events
Events in Toronto · 22 guests

49ft Express Bridge For All Events

New
Snoozed - Active 02 Sep 2025
49ft Sea Ray Express Bridge Yacht
Events in Toronto · 20 guests

49ft Sea Ray Express Bridge Yacht

5.0
$218+/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
$91+/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
$181/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
$798/hour
Lux 46' Flybridge Yacht In Downtown Toronto
Events in Toronto · 20 guests

Lux 46' Flybridge Yacht In Downtown Toronto

5.0
Best of 2025
$181/hour

Milton Reviews

  1. KF

    Kimberly

    35’ Fairbanks Flybridge Yacht anywhere in the GTHA!

    We can't say enough good things about Huss, & our experience with him on the water today to celebrate my hubby's birthday. The boat is amazing, and accommodates everything you need for comfort and enjoyment. Huss doesn't disappoint. Thanks again Huss! Hope to do this again soon.

  2. BG

    Ben

    Affordable Yacht 27' Doral in Toronto

    Gino and his dad took us out on their boat to the island off the city, where they anchored and we could swim into the beach. We got amazing views of the skyline on the way, and then on the way back they took us even closer to the city before looping back to the dock. Great experience!

  3. GP

    Glenn

    65’ Luxury Yacht Toronto $650 per hour 15 people,each additional person $150

    Absolutely phenomenal experience! We rented this stunning yacht for a 4pm-8pm cruise, and it was pure perfection. The crew was exceptional—going above and beyond to ensure our group had an unforgettable time. They were professional, attentive, and made every moment special. Connecting our DJ equipment to the yacht’s top-notch sound system took the party to another level, creating the ultimate vibe as we sailed. The timing was ideal, with perfect weather and a breathtaking sunset that made the evening magical. The captain and crew were true rockstars, making this an experience we’ll rave about for years. Highly recommend this yacht rental for an epic adventure on the water!

  4. TM

    Taylor

    Lux 46' Flybridge Yacht In Downtown Toronto

    We had a great time on the boat! Communication and flexibility were solid throughout - especially when we got a message the morning of that the original boat we booked had mechanical issues and was now unavailable. They quickly replaced it with a comparable one, and everything went smoothly. The captain and first mate were fantastic - super friendly, funny, and really made the experience fun. Would absolutely book them again!

  5. KP

    Kendra

    Hunter 43 Sailing Yacht in Oakville, Ontario

    We had a great time on Dave’s boat! He recommended a beach area where we could anchor and swim around and let the kids get involved with the sailing when they asked. Very friendly and the boat was exactly what we expected.

  6. AK

    Anushka

    Lux 44' Flybridge Yacht In Downtown Toronto

    Turning 22 on a yacht was nothing short of a dream come true. From the moment we stepped aboard, the experience felt luxurious, effortless, and completely unforgettable. The yacht was stunning — clean, spacious, and elegantly designed with cozy seating, perfect lighting, and jaw-dropping ocean views from every angle. The crew was professional yet warm, making sure everyone felt safe and taken care of, while also giving us the freedom to enjoy the party without interruption. The drinks were flowing, the music was exactly what we needed, and the sunset on the open water? Absolutely unreal. We laughed, danced, and celebrated with the breeze in our hair and nothing but the waves around us. If you're thinking about booking a yacht for a special occasion — do it. You won’t just celebrate, you’ll remember it forever. Would I do it again? In a heartbeat. 🛥️✨