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Classic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake OntarioClassic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake OntarioClassic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake OntarioClassic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake Ontario

Classic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake Ontario

With Captain

100% refund within 14 days of your trip
5.0(2 reviews) ·
3 bookings
·
  • Looks Good

    This date is available.

Classic twin‑engine express cruiser with a roomy cockpit for socializing and a cozy cabin below for a more sheltered break on the water.
Trips run with a dedicated captain included, so you can focus on enjoying the lake views while navigation and handling are taken care of.
Renters say this listing is great for:
SightseeingSunset CruisingRelaxationCouples
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AI Overview

Owner's Description

⚓ Lake Ontario Private Boat Cruise Cruise Lake Ontario aboard our classic 1988 Regal Commodore 277XL — a 27-foot twin-engine express cruiser offering timeless style, a spacious cockpit and a comfortable cabin below deck. Whether you are planning a relaxing afternoon with friends, a sunset cruise, a swim stop, a BBQ on the water or a scenic trip toward downtown Toronto, your captain will take care of the boating so you can simply enjoy the experience. 🗺️ Choose Your Trip All standard trips are 3 hours and include the captain, fuel, life jackets and required safety equipment. 👥 Base price: Up to 6 guests ➕ Additional guests: $100 per person 🛥️ Maximum capacity: 9 guests 🌅 1. Bluffs, Swim & Sunset — $500 Departing from and returning to Bluffers Park Marina in Scarborough, this trip takes you along the beautiful Scarborough Bluffs before anchoring in a calm area where you can relax, swim or enjoy a BBQ on board. Depending on your departure time, you can also enjoy the sunset over Lake Ontario on the way back. This is our most popular local route and offers the perfect balance of cruising, swimming and relaxing on the water. 🏙️ 2. Bluffers Park to Toronto Harbourfront — $800 Departing from and returning to Bluffers Park Marina, we cruise west along the shoreline past the Scarborough Bluffs and the Beaches toward downtown Toronto, where you can enjoy views of the skyline, harbourfront and Toronto Islands. ⏱️ Please note: The journey from Bluffers Park Marina to the Toronto Island and downtown harbour area takes approximately 1.5 hours each way, depending on weather, lake conditions and marine traffic. For a standard 3-hour booking, this route is therefore primarily a scenic cruising and sightseeing experience. If you would like additional time near Toronto Island for swimming, anchoring, relaxing or enjoying a BBQ, we strongly recommend adding extra hours so the trip can be enjoyed at a comfortable pace. 📩 If you would like this route, simply send us a message when booking and let us know that you would like the Harbourfront route. 🏝️ 3. Harbourfront & Toronto Island — $800 For guests who would prefer to spend more of their booking around downtown and Toronto Island, this option includes pick-up and drop-off at the Toronto harbourfront. We cruise through the inner harbour, enjoy views of the Toronto skyline and Islands, and can anchor in a suitable area for swimming, relaxing or enjoying a drink before returning to the harbourfront. 📩 If you would like this option, simply message us when booking and let us know that you would like Harbourfront pick-up with the Toronto Island route. ⏰ Want More Time? Additional time can be added for $167 per hour after the initial 3-hour booking. If you have a particular experience in mind — such as a longer swim stop, BBQ, sunset cruise, birthday celebration or extra time around Toronto Island — just let us know. ✨ We are happy to customize the route and timing to help you make the most of your day on the water. 🛥️ The Boat - 📏 27-foot express cruiser with a 10-foot beam, providing a comfortable and spacious layout for its class - ⚙️ Twin MerCruiser 5.0L engines with approximately 476 HP combined - 🛋️ Spacious open cockpit with seating for your group - 🔥 Onboard BBQ grill for lunch or dinner on the water - 🛏️ Comfortable cabin below deck with V-berth and sink - 🚻 Enclosed marine head (washroom) - 🏊 Swim platform and ladder for easy access to the water - 🎵 Bluetooth sound system for your own playlists - 🧊 Cooler with ice - ☀️ Canopy for shade on sunny days ✅ Good to Know - 👨‍✈️ Captain included — no boating experience is required - ⛽ Fuel included in the listed price - 🦺 Life jackets and all required safety equipment are provided - 👥 Base price includes up to 6 guests - ➕ Additional guests are $100 per person - 🛥️ Maximum capacity is 9 guests - ⏱️ Standard bookings have a 3-hour minimum - 💵 Additional hours are $167 per hour - 🏝️ Bluffers Park Marina to the Toronto Island/downtown harbour area takes approximately 1.5 hours each way - 🌊 Travel times may vary depending on weather, waves and marine traffic - 🔥 For Toronto Island trips departing from Bluffers Park, additional time is recommended if you would like to swim, anchor, BBQ or spend more time around the Islands - 📩 If you would like a specific route, pick-up location or customized trip, simply send us a message with your booking request - 🅿️ Complimentary parking is available for guests departing from Bluffers Park Marina. Simply let us know in advance that you will be arriving by car, and we will arrange the parking for you - 👟 Please remove shoes before entering the cabin to help us keep the boat clean and comfortable for everyone - 🛠️ The boat is well maintained, professionally serviced and fully insured 📍 Check-In Trips 1 and 2 depart from the public boat launch at Bluffers Park Marina, off Brimley Road South in Scarborough. 🅿️ Free parking is included for our Bluffers Park Marina guests. If you are arriving by car, simply let us know before your trip and we will arrange the parking for you. Our team will provide clear meeting instructions before your trip so your arrival and check-in are as easy as possible. Trip 3 departs from the downtown Toronto harbourfront. The exact pick-up dock will be confirmed once your booking date and time are finalized. 👨‍✈️ When you arrive, your captain will welcome you aboard, provide a brief safety orientation and review the plan for your trip before departure. 🌊 Your Day, Your Experience We offer fast communication, flexible scheduling and a clean, well-kept boat. If you have any special requests or would like to customize your experience, please feel free to message us. Whether you are celebrating a birthday, anniversary, spending the day with friends or simply looking to enjoy Lake Ontario, we are happy to help personalize the experience. ⚓ We look forward to welcoming you aboard!

Optional Add-ons

These options can be added during checkout.

Extra Guest (over 6)

$71.36 per unit

Harbourfront + Island

$213.37 per trip

Harbourfront Route

$213.37 per trip

Timucin

Timucin

3 total bookings
Capacity
9 guests
Powerboats, Pontoons, & RIBs
Cuddy Cabin/Walk Around

Reviews

5.0 (2 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Classic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake Ontario
  2. Classic 27' Twin-Engine Cruiser - Skyline & Sunset Trips on Lake Ontario
2 photos have been added by reviewers who booked this listing.
  1. Jeffrey
    Jeffrey

    Tim, Tony and our chef did an amazing job for us today and we all had a great time!

  2. Rebekah
    Rebekah

    We had a fantastic experience chartering a yacht with Tim and Tony! They were very responsive to all of our questions and inquiries and maintained great communication throughout the entire experience. Our group had so much fun cruising around the Toronto skyline and spending time at Ward’s Island Beach. We had an amazing time from start to finish. Highly recommend booking with Tim and Tony if you’re looking for a fun, enjoyable, and hassle-free yacht experience!

Timucin

Timucin

3 total bookings

Hi, I'm Tim! I'm a Toronto-based entrepreneur in the hospitality business — my company houses hundreds of students and young professionals across Toronto and Calgary, so making guests feel welcome and well cared for is what I do every day. When I'm not working, you'll find me out on Lake Ontario aboard my Regal Commodore 277XL, a classic twin-engine express cruiser. From skyline views to quiet coves and sunset cruises, there's no better way to experience Toronto than from the water. I'm a certified, safety-first boater, and the boat is professionally maintained and fully insured. My co-owner Cagatay and I love sharing the lake with new people and making every trip memorable. Fast communication, flexible scheduling, and a clean, well-kept boat — that's my promise. Looking forward to welcoming you aboard!

Features & Details

  • Regal
  • Commodore 277
  • Capacity: 9 people max

Safety Equipment

Anchor & Rode
Bilge Pumps
Fire Extinguishers
First Aid Kit
Flares
Life Jackets (10)
Navigation Lights
Sound Signals

Guest Amenities

BBQ
Berths (4)
Cabins (1)
Cooler
Sink
Sun Protection
Toilets (1)

Leisure & Entertainment Equipment

Bluetooth
Sound System

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

Near 25 Queens Quay West
Toronto, Ontario, M5J 2T5
Canada
Departure Location

Departure Location

43.7067112,-79.2341001
Toronto, Ontario, M1M 1B8
Canada

Cancellation Policy

Free cancellation up to 14 days before your trip.

Additional Terms & Information

Weather policy: If conditions are unsafe on the day of your trip, we will work with you to reschedule at no cost, or issue a full refund. Trips depart and return on time; late arrivals count toward trip duration. The captain may adjust the route for safety. Please treat the boat with care - the security allowance only applies in case of damage or rule violations.

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With Captain
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  • With Captain Only