Waterfront Communities-The Island Christmas Parties 2026

10 christmas parties in Waterfront Communities-The Island and nearby.

Last updated: September 20, 2026

← See ALL Waterfront Communities-The Island Christmas Events

As the holiday season unfolds in Waterfront Communities-The Island, events span the entire month. From bustling downtown celebrations like the BOLLYWOOD CHRISTMAS PARTY and Gatsby's House NYE to unique experiences such as the Holiday Chocolate Making Workshop, there's a local gathering to mark the occasion.

If you prefer a family-friendly outing, consider opportunities further afield. For those seeking adult-oriented nightlife, Toronto venues offer distinct party atmospheres throughout December and into the New Year.

View these on a map →

All Christmas Parties Around Waterfront Communities-The Island

Gatsby's House NYE 2027

Toronto, ON

$$$

Dec 31 – Jan 1, 2027

Upscale Gatsby-themed NYE party with 4-hour prepaid bar

Gatsby's House NYE 2027, a New Year's Eve celebration at Hotel X Toronto, offers four hours of premium drinks, appetizers, and music from Toronto DJs. The event includes a VIP Ballroom with its own DJ, casino games for VIPs, and...

New Years EveFood Drink PartiesFestive Food

Caribbean Christmas Mixtape Vol. 1

Toronto, ON

Dec 17

Caribbean rhythms meet holiday classics with Joy Lapps and Larnell Lewis

Lula Lounge hosts Joy Lapps and Larnell Lewis for 'The Caribbean Christmas Mixtape Vol. 1,' featuring holiday tunes with reggae, calypso, and soca rhythms.

ConcertsLive MusicSeasonal Activities

Bollywood Christmas Party 2026

Toronto, ON

Dec 25 – Dec 26

Toronto's largest Bollywood Christmas party

Toronto's Bollywood Christmas Party 2026 is scheduled to be the city's largest Bollywood party of the year at a nightclub. Over 1000 attendees are expected, with drink specials and bottle service available.

Food Drink PartiesConcertsLive Music

GLEE-BER: A Glee & Justin Bieber Holiday Drag Brunch

Toronto, ON

Dec 13

Holiday drag brunch with Glee and Bieber themes

A holiday drag brunch combines Glee drama and Justin Bieber nostalgia with drag performances. Guests can participate in a Justin Bieber look-alike contest and enjoy a prix-fixe brunch. The event is all ages and features drag performances.

Drag ShowHoliday EntertainmentConcerts

Holiday Chocolate Making Workshop 2026

Toronto, ON

Dec 22

Hands-on holiday chocolate creation and design

Craft holiday chocolates in this hands-on workshop. Attendees will learn to paint and design gourmet chocolate bars, add festive toppings, and discover the art of tempering chocolate.

Food Drink PartiesFood TrucksFestive Food

Disney's Festive Frozen Afternoon Tea

Glasgow 24 mi from Waterfront Communities-The Island

Nov 29

Meet Disney's Anna, Elsa, and Olaf at an afternoon tea.

Disney's Festive Frozen Afternoon Tea is at Crossbasket Castle. Families can meet Disney's Anna, Elsa, and Olaf. The event includes singing, games, photo opportunities, and afternoon tea.

Family FriendlyChildrens ActivitiesSanta Visits

New Year's Eve Dinner & Dance Gala 2026-2027

Scarborough, ON 13 mi from Waterfront Communities-The Island

$$$

Dec 31 – Jan 1, 2027

Elegant New Year's Eve dinner and dance gala with diverse music.

An elegant dinner and dance gala is scheduled for New Year's Eve 2026-2027 at the St. Peter & Paul Banquet Hall. The evening features a reception with hors d'oeuvres, a beginner dance lesson, a four-course dinner, and music genres including...

New Years EveFood Drink PartiesConcerts

Breakfast with Santa on Main Street Unionville

Markham, ON 17 mi from Waterfront Communities-The Island

2026 dates TBA

Magical breakfast with Santa Claus.

Experience the magic of the holiday season with a delightful morning feast alongside Santa Claus on Unionville's charming Main Street. This event offers a perfect opportunity for families to create lasting memories, enjoy a delicious breakfast, and capture special moments...

Breakfast With SantaSanta VisitsFamily Friendly

Miracle Pop-Up Cocktail Bar

Toronto, ON

2026 dates TBA

Christmas-themed pop-up cocktail bar with charitable donations

Step into a festive wonderland at Miracle, a Christmas-themed pop-up cocktail bar that has become a beloved holiday tradition since 2018. They transform their space with kitschy decor and serve delicious holiday cocktails, creating an atmosphere of pure nostalgia. A...

Food Drink PartiesHoliday TraditionFestive Food

Clockwork Holiday Tea

Toronto, ON

$$$

2026 dates TBA

Holiday-themed afternoon tea with curated teas

Savor the timeless tradition of afternoon tea at Clockwork Champagne & Cocktails, nestled under the warm glow of the clock. Delight in freshly baked scones, creatively crafted holiday-inspired sandwiches, and a tempting array of festive sweets. Complement your experience with...

Festive FoodHoliday TraditionCulinary Delights