Squamish: Afternoon Sailing Experience - Who’s This Tour Best For?

Squamish’s 4 Best Boat Tours & Cruises: Which To Choose?

Squamish is a place where every angle offers stunning mountain-and-water scenery. Its location on Howe Sound makes it ideal for boat lovers, whether you’re after a self-paced exploration or a peaceful sailing experience. The Squamish Rigid Hull Inflatable Boat Rental stands out because it offers a rare chance to explore at your own pace on a sturdy, easy-to-handle inflatable. If you prefer to sit back and enjoy the view, the Squamish: Afternoon Sailing Experience provides a relaxing escape on a beautiful Beneteau sailboat. For those interested in learning kiteboarding, there’s a boat-assisted lesson tailored for all skill levels, and if a tranquil evening cruise appeals, the Squamish Afternoon Sailing Experience offers a peaceful way to wind down. Each of these tours showcases a different aspect of Squamish’s incredible waterscape.

If you’re wondering which boat experience suits your style, this guide will help clarify the options—from adventure-packed rentals to serene sails—so you can choose the perfect way to enjoy Howe Sound.

Quick Overview of the Best Boat Tours & Cruises in Squamish

Our list includes self-guided inflatable boat rentals (Squamish Rigid Hull Inflatable Boat Rental), relaxing sailing trips (Afternoon Sailing Experiences and another version), and kiteboarding lessons (Boat Assisted Kiteboarding Lessons). Each offers a unique way to enjoy Howe Sound, whether you’re after adventure, relaxation, or learning a new sport.

1. Squamish Rigid Hull Inflatable Boat Rental

Squamish Rigid Hull Inflatable Boat Rental

This rental gives you the chance to explore Howe Sound at your own pace. The boat rental offers a four-hour adventure with a coast guard–style inflatable. It’s designed for ease of handling, so even if you’re a novice, you’ll find it straightforward to operate. The inflatable boats are known for their stability and comfort, making them ideal for a safe, open-water experience.

What makes this option stand out is its flexibility—you decide where to go, whether that’s visiting isolated islands, cruising past rugged coastlines, or stopping for a quick swim. The rental includes everything you need for a secure trip, and the friendly rental operator can suggest routes or points of interest. It’s perfect for travelers who want control over their day, with the freedom to explore Howe Sound’s rugged beauty on their own terms.

Bottom line: This is a fantastic choice for those who want a private, customizable adventure on the water, especially if you enjoy the independence of navigating at your own pace.

$315.47 per group (up to 5)

2. Squamish: Afternoon Sailing Experience

Squamish: Afternoon Sailing Experience

For around $109 per person, this afternoon sailing offers a tranquil cruise on a 49-foot Beneteau sailboat. It’s perfect for travelers looking to relax while soaking in some of the most stunning views of Howe Sound. The trip typically lasts about 3 hours, giving you plenty of time to unwind and enjoy the scenery.

What sets this sailing experience apart is the opportunity to be involved—you can learn the ropes from the crew or simply sit back and enjoy. The boat’s spacious layout and smooth sailing make it an ideal choice for couples or small groups seeking a peaceful retreat. The captain is a local expert who points out notable sights along the route, including islands, mountain vistas, and possibly wildlife.

The value for money is high considering the convenience and comfort onboard. This tour is especially suited for those who want a less adrenaline, more scenic experience—perfect for a relaxing afternoon after hiking or sightseeing in Squamish.

Bottom line: If you’re after a peaceful, scenic cruise with the chance to learn about Howe Sound, this sailing trip provides a comfortable and memorable outing.

3. Boat Assisted Kiteboarding Lessons in Squamish

Boat Assisted Kiteboarding Lessons in Squamish

For $374.05, up to one person can enjoy personalized kiteboarding lessons that come with the added benefit of boat assistance. These lessons typically last about three hours, and are suitable for all skill levels — from complete beginners to those wanting to refine their technique. Each session features certified instructors who focus on accelerating your skills with one-on-one or semi-private coaching.

What makes this tour unique is the boat support—the instructor uses the boat to help clarify techniques, provide safety, and maximize your time on the water. It’s a tailored experience that adapts to your learning style and needs. Plus, you’ll receive an hour-long instructional video for free, adding value beyond the session.

While this is the priciest option, it offers hands-on experience that’s hard to beat, making it ideal for adrenaline junkies or those eager to take up kiteboarding safely with professional guidance. The stunning coastline of Squamish and the consistent wind conditions make it a top spot for kiteboarding enthusiasts.

Bottom line: If you’re serious about learning kiteboarding and want personalized instruction with high safety standards, this boat-assisted lesson is worth the investment.

$374.05 per group (up to 1)

4. Squamish Afternoon Sailing Experience (Evening Version)

Squamish Afternoon Sailing Experience

This evening sailing offers a more peaceful, sunset-focused cruise on the same beautiful Beneteau sailboat used during the day. For around $110.25 per person, it’s a great way to unwind after a day of exploring Squamish’s outdoor attractions.

The trip lasts about 3 hours and features calm waters, gentle breezes, and spectacular sunset views. The crew, comprised of certified instructors, emphasizes safety and comfort, while giving guests the chance to participate in sailing or simply relax. The spacious boat’s design ensures plenty of room to stretch out and soak in the scenery.

This cruise is perfect for romantic evenings or quiet reflection. The captain often points out local features and wildlife, adding a layer of knowledge to the peaceful experience. It’s a less energetic option that’s ideal for travelers seeking serenity and stunning evening vistas.

Bottom line: For those wanting a tranquil, scenic end to their day in Squamish, this sunset cruise offers a calming, beautiful experience.

$110.25 per person

How to Choose the Right Boat Tour in Squamish

Choosing between these options depends on what you value most. If you love independent adventure, the inflatable boat rental offers the most flexibility and control. For a relaxing scenic cruise, both the day and evening sailing experiences deliver comfort and breathtaking views. Meanwhile, the kiteboarding lessons are perfect if you want to learn a new water sport with professional guidance.

Consider your budget, time, and interests. If you’re pressed for time but want a quick taste of Howe Sound, the sailing trips are efficient. On a budget? The sailing options at around $109-110 are quite affordable for the experience they offer. If your goal is to master kiteboarding, the private lessons are a smart investment.

Booking early is recommended, especially during peak seasons in summer and early fall, to secure your preferred date and time—schedules fill up quickly for these popular tours.

Final thoughts

Squamish’s waterways offer a variety of options. For a self-guided adventure, the inflatable rental is unbeatable. If you’re after peaceful scenery with a touch of sailing, the afternoon or evening sailing are top choices. And for thrill-seekers eager to learn kiteboarding, the boat-assisted lessons provide a safe, tailored way to dive into the sport.

No matter which you choose, each provides a different way to enjoy Howe Sound’s stunning mountains and water. Booking early, considering your interests, and balancing your budget will help you pick the perfect Squamish boat tour. Get out on the water and see firsthand why this region is such a magnet for outdoor lovers.