Tips for Exploring a Different Side of Toronto

View down Trinity Street in the Distillery District, Toronto, Ontario, Canada
View down Trinity Street in the Distillery District, Toronto, Ontario, Canada | © Ian Dagnall / Alamy Stock Photo
Culture Trip Travel Team

There’s no denying that Toronto is a popular destination, but that doesn’t mean you have to follow the same footpath as every other visitor. Make your trip unique with these handpicked experiences that will help you discover a different side to the city.

Loved by over 40s

Toronto is a sprawling city with enough to do to fill up several weeks of vacation time, but whether you’re here for a weekend or live in town, there’s no denying the glamour and excitement of the road less traveled. Discover a side of the city often overlooked by tourists with these top tips. You might end up spending your evenings with sharks after dark, sipping on the perfect pinot on a luxurious wine tour or biking around town.


This time we bring the vineyard to you! Skip the trip into wine country and taste local wine in Downtown Toronto.Immerse yourself in a full-sensory wine tasting experience in the cellar of a hip local wine bar on Dundas West. You’ll taste wine alongside a spread of Canadian cheese + house-cured charcuterie. You don’t see that every day.Our team is comprised of local sommeliers who have spent years studying the history of wine, blind-tasting, and obsessing over the nuances of viticulture. You’ll benefit from years of hard work as we pass on this knowledge in a fun, relaxed way.Learn how to taste like a professional, using a grid that will help you identify notable aspects of wine. We’ll discuss the grapes that thrive in Ontario and taste some of our most iconic varietals.It’s a 5-part tutored tasting that’ll have you thinking about wine in a new way, and feeling luxurious.


The VIP Wine Tour to Niagara includes return transportation to Toronto in luxury vehicle, guide/chauffeur, visits to four award-winning premium wineries with a visit to Peller Estates for the Greatest Wine Tour – the only tour of its kind in Canada – that includes sampling ice wines in the winery’s ice lounge.The ice lounge is a room completely made out of ice with an ice bar for guests to sample Peller ice wines. The tour also includes samples of regular and seasonal wines at Peller, flights of wine at three other award-winning Niagara On The Lake wineries and a three-course lunch at a local favorite restaurant featuring fresh Mediterranean cuisine.A minimum of two guests are required for each booking. Private tours are also available upon request.


An unforgettable night out on the town lies ahead with the Epic Toronto Night Tour. The evening starts with a guided tour through the streets and passes famous landmarks from the Distillery District and Riverdale Park to Toronto’s “Times Square”, and ends with you stopping to take in a dazzling view of the entire city from the top of the CN Tower that is certain to leave you speechless.4-hour tour with our experienced, knowledgeable tour guideAdmission to the observation deck atop the CN Tower where you can watch the city sparkleFully guided tour through the streets of Toronto where you will see the hottest downtown areas and popular entertainment districtGetting a nighttime look at popular area attractions such as the illuminated Toronto sign, Yonge-Dundas square, and the Distillery District.Small tour-group setting that makes you feel like you are on a private tourUse of our complimentary shuttle for pick up or drop off at your downtown hotel or other downtown area location

culture trip left arrow
 culture trip brand logo

Volcanic Iceland Epic Trip

meet our Local Insider


women sitting on iceberg


2 years.


It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.


I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!

culture trip logo letter c
group posing for picture on iceberg
group posing for picture on iceberg

Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.

map of volcanic iceland trip destination points
culture trip brand logo
culture trip right arrow
landscape with balloons floating in the air


Connect with like-minded people on our premium trips curated by local insiders and with care for the world

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.