Paddle Boarding Trips & Outdoor Adventures in Ontario
Paddle Adventurer events are thoughtfully planned, small-group outdoor experiences designed to help you build skills, explore new places, and spend meaningful time outside.
Paddle Adventurer events are thoughtfully planned, small-group outdoor experiences designed to help you build skills, explore new places, and spend meaningful time outside.
Whether it’s a multi-day backcountry paddle, a Lake Superior escape, or a guided adventure abroad, these trips are about more than just the destination.
Each experience is intentionally paced, safety-focused, and designed to create space for learning, challenge, and connection.
These trips are built on real-world experience, including being featured as an expert in New York Magazine’s The Strategist, along with Wilderness First Responder (WFR) certification through Wilderness Medical Associates International, with a strong focus on safety, skill-building, and helping you feel confident on the water.
The goal of each trip is to bring together like-minded people, build confidence on the water, and foster a shared appreciation for the places we explore. You’ll leave feeling more capable, connected, and inspired long after the trip ends.
Backcountry SUP:
Remote Multi-Day Expedition
Stay tuned for 2027 dates
A multi-day paddle boarding experience designed for strong, confident paddlers ready for longer days and variable conditions.
This late-September trip takes you into Algonquin’s backcountry, combining paddling, portaging, and remote camping. It’s physically demanding but deeply rewarding.
This trip is best suited for those with significant paddle boarding experience and a solid fitness base. Backcountry experience is not required, but participants should be prepared for long days, changing conditions, and the physical demands of a multi-day trip.
Trips run with a minimum of 6 participants.
Backcountry SUP:
Intro to Multi-Day Paddling
Stay tuned for 2027 dates
A guided, multi-day paddle boarding experience designed for paddlers ready to take their first step into backcountry-style travel.
This summer trip focuses on building the skills and confidence needed for multi-day paddle boarding, including packing your board, managing gear, and understanding what it takes to paddle for several days in a row. Expect full days on the water, shared camp time, and a supportive group environment.
This trip is best suited for paddlers with solid day-trip experience who are comfortable spending several hours on the water. Prior backcountry or camping experience is not required.
New to backcountry paddle boarding? Learn what backcountry SUP retreats are and how these trips are structured: Backcountry Paddle Boarding Retreats
Adventure to Thrive:
Lake Superior
August 13-16, 2027
A multi-day Lake Superior experience designed to be immersive, restorative, and deeply connected to place.
This trip combines time on the water and land, featuring a mix of recreational paddling (paddleboarding or kayaking), hiking, Indigenous-led learning experiences, and shared moments that go beyond a typical outdoor getaway.
With a strong focus on connection and presence, Adventure to Thrive is ideal for those looking for a meaningful outdoor experience rather than a technical expedition.
Looking for Other Paddle Experiences?
If a different pace or format feels more aligned, such as cabin-based weekends, shorter getaways, or more recreational group trips, join the Paddle Adventurer subscriber list to stay connected.
Subscribers receive:
• First notice of new trips and destinations
• Early access before public release
• Priority registration opportunities
• Behind-the-scenes updates, new blog posts, and special projects
Adventure looks different for everyone. Be the first to know what’s next.
Guided & Collaborative Adventures
Beyond Paddle Adventurer-hosted trips, I also guide and collaborate on select adventures throughout the year.
These opportunities vary by season and partnership and may have different structures than Paddle Adventurer events, but share the same values of safety, stewardship, and meaningful time on the water.
Planning Your Own Adventure?
If you’re not able to join a scheduled trip but want guidance planning your own adventure, I also offer 1:1 virtual consultations.
These sessions are designed to help with trip planning, route ideas, gear selection, safety considerations, and logistics, whether you’re organizing a paddle boarding trip, a backcountry experience, or simply want a second set of eyes on your plans.
Book a 1:1 virtual consultation for personalized adventure guidance.