Masquerade Mingle Night for Singles | Curated Luxury Yacht Experience

Step aboard the Antares Tuesday evenings for Toronto’s most intimate sunset social for singles. With only 12 guests aboard, Masquerade Mingle is designed for those who want to meet new people in a more relaxed, elegant setting, without dating apps, crowded bars, or any pressure.

Cruise through Toronto Harbour at golden hour, enjoy a complimentary glass of champagne and local small bites, and connect naturally through a lightly hosted evening with masks, conversation, and breathtaking skyline views.

Early Bird starting from $109!

What to Expect

Step aboard the Antares, a 38-foot luxury yacht, and be welcomed by our licensed, experienced crew. Upon boarding, you will receive a black and gold masquerade mask to wear throughout the evening (you are also welcome to bring your own.)

As the yacht leaves the harbour, guests are introduced in a relaxed, professionally hosted setting designed to feel natural, comfortable, and fun. Our friendly crew will put you at ease with conversation prompts and light structure to help break the ice, while still leaving plenty of time to mingle freely.

As the sun sets over the Toronto skyline, enjoy breathtaking views from the water, a complimentary glass of champagne, unlimited non-alcoholic beverages, and a selection of local, seasonal light bites, including local Ontario cheese, fresh seasonal fruit, and cured meats, while you connect with new people.

Vegetarian options are available, and guests are welcome to let us know in advance about any allergies or dietary restrictions. We will do our best to accommodate them so everyone can enjoy the evening comfortably.

By the end of the evening, if someone catches your eye, you can choose to reveal yourself, or simply leave with a memorable night and a few new connections.

What’s Included

Your ticket includes:

• A 2.5-hour sunset cruise aboard the Antares
• One complimentary glass of champagne
• Unlimited complimentary non-alcoholic beverages
• A black and gold masquerade mask to keep
• Light bites and charcuterie
• Breathtaking views of the Toronto skyline at golden hour
• A hosted and guided evening by our friendly crew to help you break the ice
• A chance to find the Golden Key and unlock your prize

A Comfortable, Professionally Hosted Experience

Masquerade Mingle is designed to feel relaxed, welcoming, and easy to enjoy.

With just 12 guests onboard, the evening is intimate without feeling overwhelming. Our licensed, experienced crew and host remain onboard throughout the night, helping the evening flow naturally and ensuring everyone feels comfortable.

All guests are checked in under their real name before boarding. The masquerade element is simply meant to make the evening feel playful and memorable. Wear the provided mask all evening, reveal yourself at the end, or bring your own mask if you prefer.

Whether you come on your own or bring a friend, the evening is designed to help people connect naturally in a setting that feels elegant, low-pressure, and safe.

Unlock Your Prize

Hidden somewhere aboard the yacht is one Golden Key.

The guest who finds it during the evening receives a complimentary 30-minute extension added to any future 3-hour charter booked with Wave Rider Yacht Charters. The prize must be used on Antares during the 2026 season, blackout dates apply.

Keep it for yourself, or give it to someone you meet that night!

With only 12 guests onboard, every ticket comes with a 1 in 12 chance to win.

About Wave Rider Yacht Charters

Wave Rider Yacht Charters is Toronto’s premier luxury yacht charter company, dedicated to creating safe, memorable experiences on the water.

Masquerade Mingle takes place aboard the Antares, a 38-foot yacht designed for intimate sunset cruises and small group experiences.

Every Tuesday evening, our licensed and experienced crew welcomes guests aboard for an evening of beautiful views, great conversation, and an unforgettable night on Toronto Harbour.

Wave Rider is an inclusive space, and everyone is welcome

Dress Code

Elegant evening attire is encouraged. Black and gold is suggested to match the masquerade theme, but not required.

A black and gold masquerade mask will be provided upon boarding and is yours to keep, although guests are also welcome to bring their own mask.

To maintain the atmosphere of the evening, casual attire such as jeans, t-shirts, athletic wear, or very informal clothing are not recommended.

Important Details

• Ages 25–40
• Event runs Tuesday evenings
• Early Bird tickets: $109
• Boarding location details are shared after booking
• Paid parking available nearby
• TTC accessible, with bike racks nearby
• Washroom onboard
• Limited mobility accessible; not wheelchair accessible
• Minimum of 8 guests required for the event to run
• If fewer than 8 guests are booked, the event may be rescheduled or refunded
• Tickets are non-refundable, but may be transferred or rescheduled with at least 48 hours’ notice
• The event proceeds rain or shine; in cases of severe weather, guests will be contacted regarding rescheduling
• All guests are expected to behave respectfully. Anyone making other guests uncomfortable may be asked to leave the event without refund.

Info: Check in, sign waiver, step aboard the Antares, and receive your black and gold masquerade mask and welcome glass of champagne. Take a moment to settle in, explore the yacht, and enjoy the first views of the harbour.

Info: As the yacht leaves the dock, the host welcomes the group and offers a few light introductions and icebreakers to help everyone settle in naturally.

Info: Cruise through Toronto Harbour as the skyline begins to glow. Enjoy drinks, light bites, music, and relaxed conversation as the sun sets over the water.

Info: The yacht slows for the best views of the evening. Step out on deck for photos, continue conversations, or simply take in the skyline at golden hour.

Info: As the evening winds down, guests are invited to take one last look around the yacht. Somewhere onboard, one Golden Key has been hidden.

Whoever finds it receives a complimentary 30-minute extension on a future 3-hour charter with Wave Rider Yacht Charters. Keep it for yourself- or gift it to someone you met that evening.

Info: As the yacht returns to the dock, enjoy the final moments of the evening, exchange numbers, and if you met someone you connected with, remove your mask.

Know what’s Happening Next — before everyone else does.

Get App

Host or Publisher Wave Rider Yacht Charters