Explore Squamish sailing with private charters, expert instruction, and unforgettable whale watching experiences in beautiful Howe Sound.

Cradled by the Coast Mountains and caressed by the sea breeze of Howe Sound, Squamish sailing offers one of British Columbia’s most breathtaking aquatic adventures. At Squamish Watersports, we’ve created the ultimate sailing experience for all ages and skill levels—whether you’re learning to sail, chasing sunset horizons, spotting whales, or celebrating a special event on the water.

Ready to experience the wind in your sails? Plan ahead for spring!  While fall offers stunning coastal views, there’s no better time to start planning your Squamish sailing adventure for spring. Availability fills quickly—book early to secure your preferred dates! Great for gifting!

From serene private charters to immersive sailing lessons, there’s never been a better time to discover Squamish by sail.

Key Takeaways:

  • Explore Howe Sound aboard our 49’ Beneteau sailboat with private sailing tours for up to 12 guests.
  • Enjoy seasonal whale watching in Squamish waters.
  • Learn to sail with certified instructors and hands-on experiences tailored to your pace.
  • Celebrate milestones with private boat rentals and shoreline event space.
  • Join over 1,000 happy guests—we’re the best-reviewed watersports center in the area!

Why Choose Squamish for Sailing?

Squamish, BC, is a world-renowned outdoor destination—and its ocean gateway, Howe Sound, is equally spectacular. This glacial fjord is ringed by dramatic peaks like the Stawamus Chief and teeming with wildlife, from playful seals to the magnificent humpback whale. Sailing here is not just a leisure activity; it’s an immersive nature experience.

Whether you want to learn the ropes, reconnect with nature, or simply soak in coastal serenity, Squamish Watersports makes it effortless, comfortable, and memorable.

Whale Watching & Wildlife Encounters on Howe Sound

Squamish is quickly gaining recognition for its seasonal whale watching opportunities. From late spring through fall, humpbacks, orcas, and even grey whales are known to pass through Howe Sound. While we never guarantee sightings, our captains keep close tabs on marine activity and routes, giving your group the best possible chance to encounter these gentle giants.

Along the way, you may spot:

  • Sea lions lounging on rocky outcrops
  • Bald eagles soaring above the sound
  • Curious seals trailing your sail
  • Porpoises playing in the wake

Combine the tranquillity of sailing with the excitement of marine wildlife spotting—it’s one of the most magical ways to experience Squamish sailing.

Private Sailing Charters: Your Voyage, Your Way

Our private charters are designed for groups of up to 12 guests, with a minimum of three hours per booking. These fully customizable experiences are perfect for:

  • Families or friend groups wanting a quiet afternoon on the water
  • Couples seeking a romantic sunset sail
  • Corporate retreats or special events with a twist
  • Adventure seekers wanting to actively learn while sailing

Aboard our luxurious 49’ Beneteau sailboat, you’ll find ample deck space to lounge or participate, three comfortable cabins below deck, and all the amenities needed for a relaxing trip—including a full galley and bathrooms. Let your crew guide the way, or take the helm with guidance from our certified captains.

NEW! Now’s the time to take advantage of a limited-time special on our private 3-hour sailing charter. Up to 10 guests can sail Howe Sound in style for a fraction of the regular price. Contact us today to book!

Learn to Sail in Squamish: Certified CRYA Instruction

At Squamish Watersports, we don’t just offer tours—we build sailors. As a CRYA-certified sailing school, we provide professional instruction tailored to your pace and goals. Our courses are based on demonstrated skills, not just attendance, so you gain real-world confidence on the water.

Certification Levels Offered:

  • Competent Crew – Perfect for beginners
  • Day Skipper – Take the helm and command short voyages
  • Coastal Navigation – Master charts, tides, and passage planning
  • Coastal Skipper (Instruction Only) – Prepare for multi-day coastal voyages

Flexible Instruction Options:

  • Private Lessons (1-on-1)
  • Semi-Private Groups (2–3 guests)
  • Small Group Instruction (4–6 guests)

All sailing instruction includes access to our full facilities, including a hot tub overlooking the Chief, BBQ area, and comfortable waterfront space for post-sail relaxation.

Evening Sails & Special Events

Imagine the sun dipping behind the peaks while the sails billow gently in the evening breeze. Our evening sailing lessons and tours offer an intimate way to experience Squamish at dusk—ideal for date nights, anniversaries, or a quiet solo journey to reconnect with nature.

Planning something bigger? Charter our entire boat for weddings, birthdays, or team-building adventures. For larger celebrations, you can extend your experience with shoreline event space rentals, complete with BBQs, hot showers, and waterfront mingling areas.

The Boat: Meet Our 49’ Beneteau

Your Squamish sailing adventure takes place aboard our 2007 49-foot Beneteau—a vessel known for:

  • Generous Deck Space: Lounge, learn, or lead the sail.
  • Smooth Performance: Stable and responsive in all conditions.
  • Modern Comforts: Full galley, bathrooms, and 3 private cabins.
  • Safety First: Dual helms and experienced captains ensure a smooth ride.

This sailboat isn’t just a ride—it’s an experience.

A Full-Day Experience: Stay, Sail & Soak

After your sailing tour or lesson, don’t rush off! All of our guests are welcome to enjoy our stunning Squamish waterfront property:

  • BBQ area for a post-sail meal
  • Hot rinsing showers to freshen up
  • Jacuzzi hot tub with views of the Chief
  • Relaxing deck space to unwind and mingle

It’s the perfect way to complete your sailing day in Squamish.

Book Your Squamish Sailing Adventure Today

From first-time sailors to seasoned adventurers, Squamish Watersports offers something for everyone. Whether you’re seeking instruction, relaxation, wildlife encounters, or a little bit of everything—your unforgettable journey starts with us.

Book your private sailing lesson, whale-watching tour, or group charter today. Let the wind guide you to new memories on Howe Sound.

We are the best-reviewed watersports center with over 1,000 5-star reviews across our partnered companies. Experience the difference that dedication, safety, and passion bring.

FAQs About Squamish Sailing

How long are sailing tours?
Private charters start at a minimum of 3 hours, but we recommend 4+ for a richer experience.

Is whale watching guaranteed?
While sightings can’t be guaranteed, Howe Sound is known for seasonal whale activity, and our captains follow the best routes for viewing.

Do I need experience to learn to sail?
No prior experience is needed. We teach everyone from complete beginners to advanced learners.

What’s included with my booking?
Sailing, certified instruction (if applicable), and access to our BBQ, showers, deck space, and hot tub.

What if I want to host an event on the boat?
Our whole-boat charters are perfect for weddings, birthdays, and corporate outings—and we also offer event space rentals.

How long will sailing be available this season?  

Don’t miss out—book your Squamish sailing tour or lesson now, or start planning your unforgettable spring sailing getaway TODAY – Christmas gifting encouraged!

Set sail with Squamish Watersports—your gateway to adventure, education, and unforgettable moments on Howe Sound.