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Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience Hawaii’s waves with personalized or group surf lessons in Haleiwa. Learn from expert guides, enjoy included gear, and make lasting memories.
If you’re dreaming of catching your first wave or perfecting your stance, the Haleiwa surf lessons offered by Jamie Sterling Surf Adventures promise a fun, engaging, and authentic taste of Hawaii’s surfing culture. While we haven’t personally strapped into a board here, the glowing reviews and detailed tour info suggest this is a solid choice for both beginners and those looking to improve their skills.
What we particularly like about this experience is its flexible approach—offering private lessons designed to give you personalized attention, and group lessons that turn surfing into a social event. Plus, all necessary gear is included, simplifying your planning and packing. The only possible downside? If you’re hoping for professional photos or transportation, you’ll need to arrange those separately, since they’re not included.
This tour is best suited for travelers eager to embrace the ocean, whether you’re traveling solo or with friends. It’s ideal for those who want to learn or improve in a relaxed, supportive environment, and who appreciate the value of locally guided instruction in a beautiful setting.

When you sign up for a surf lesson here, you’re signing up for more than just riding waves—you’re stepping into a core part of Hawaii’s culture. Jamie Sterling Surf Adventures offers both private and group lessons, each crafted to maximize your fun and learning potential in the water.
You can check availability for your dates here:
If you’re a beginner or someone wanting to elevate your skills, the private 1-on-1 session is the way to go. For $200 plus tax, you get a 90-minute lesson tailored specifically to your skill level and comfort in the water. This personalized format means Jamie can focus on your strengths and help you work through specific challenges, whether it’s paddle technique, stance, or catching your first wave.
Reviews from past participants highlight how valuable this one-on-one attention is. One said, “Jamie’s guidance made me feel confident and excited to keep surfing,” emphasizing how personalized coaching can turn nerves into thrill.
The private lessons are typically available during the morning hours, when the ocean conditions are often calmer and more predictable for learners. The meeting point is easy to find—by the lifeguard tower—making it simple to start your surf adventure without hassle.
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For $130 per person (with a minimum of three participants), the group lessons turn surfing into a shared adventure. The group setting boosts camaraderie and can make learning more lighthearted and fun. Many reviews mention the infectious energy of groups, where you cheer each other on as waves are ridden and wipeouts are celebrated.
These group lessons are ideal if you’re traveling with friends or family, or just want the experience of learning alongside others. It’s a good way to meet fellow travelers and maybe even make new friends who share your enthusiasm for the ocean.

All surf gear—boards, wetsuits, and other equipment—is provided, so there’s no need to bring your own unless you have a favorite wetsuit or specific gear. This inclusivity means you can focus completely on learning and enjoying the waves.
Important to note: extras like photos, food, or transportation are not included. If capturing your big wipeout or successful ride is a priority, consider bringing a waterproof camera or arranging photos separately. Transportation to the meeting point is also your responsibility, but the meeting spot by the lifeguard tower is centrally located and easy to access.
One of the big pluses here is the flexible booking policy. You can reserve your spot now and pay later, which is handy if your plans are still firming up. Plus, with free cancellation up to 24 hours in advance, you can plan with confidence, knowing you won’t lose your money if your schedule changes unexpectedly.
More Great Tours NearbyBe sure to pack beachwear, a change of clothes, biodegradable sunscreen, and a signed waiver. Since lessons are generally in the morning, you’ll want to arrive prepared for a day in the sun and saltwater. The emphasis on biodegradable sunscreen reflects Hawaii’s environmental consciousness, which is nice to see.
At $200 for a private 90-minute lesson, the value depends on what you’re after. If personalized guidance and the chance to learn from a local expert like Jamie Sterling appeal to you, many would say it’s well worth it. Group lessons offer a more budget-friendly option while still providing quality instruction and fun.
What makes this experience stand out is the focus on local expertise. Jamie Sterling’s reputation as a surf guide suggests you’re learning from someone who knows the waters intimately, not just a generic instructor. That local connection enriches the experience, giving beginners a taste of real Hawaiian surf culture.
This tour is perfect for first-timers or those with some surf experience looking for a supportive environment to improve. It suits solo travelers, couples, families, or friends eager to share a memorable ocean experience. If you’re comfortable with a 1.5-hour lesson and want all gear included without extra hassle, this is a practical, fun choice.
Travelers who value small group sizes and flexible scheduling will find this especially appealing. It’s also a good pick if you want professional instruction tailored to your needs, without breaking the bank.
The Haleiwa surf lessons by Jamie Sterling Surf Adventures offer a genuine opportunity to get into the Hawaiian surf scene. With options for private coaching or group learning, you can choose the experience that best suits your style, comfort level, and budget. The inclusion of all equipment and flexible booking makes it an accessible, hassle-free way to add a memorable adventure to your Hawaii trip.
Whether you’re eager to stand up on your first wave or just want to enjoy the ocean in a relaxed, supportive setting, this experience offers good value and authentic local guidance. It’s perfect for travelers who want more than just sightseeing—who crave an active, fun, and memorable connection with the islands’ most iconic sport.
If you’re looking for an authentic, fun, and supportive way to learn surfing in Hawaii, these lessons might just be your perfect start.
You can check availability for your dates here: