THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Catch the perfect wave with a private or group surf lesson at Cape Ann SUP, where expert instruction meets Atlantic coast adventure. Experience the thrill of surfing in a safe, fun environment inspired by Massachusetts’ iconic coastline.
Catch the perfect wave with a private or group surf lesson at Cape Ann SUP, where expert instruction meets Atlantic coast adventure. Experience the thrill of surfing in a safe, fun environment inspired by Massachusetts’ iconic coastline.
Book with Cape Ann SUP
Verified experiences and guided adventures in the surrounding area.
Operated by Cape Ann SUP · Gloucester, Massachusetts
Cape Ann SUP, located along Massachusetts’ rugged North Shore, offers an inviting gateway to the thrill of riding Atlantic swells. This family-friendly surf school specializes in private and group lessons designed for ages 8 and up, making it an excellent choice for beginners and seasoned surfers alike. What sets Cape Ann SUP apart is its commitment to personalized instruction in a welcoming environment. Whether celebrating a birthday, planning an adventure outing, or simply craving the rush of the surf, visitors will find a supportive spot to hone their skills.
The area is famed for its sandy beaches and consistent surf breaks, providing ideal conditions for learning and fun. The instructors guide surfers to safely navigate the Atlantic waves, emphasizing technique and safety while ensuring plenty of splashy excitement. All necessary gear is supplied, removing the hassle of travel prep and allowing guests to immerse themselves fully in their water adventure. The sessions are flexible, tailored to individual skill levels, making it accessible whether you’re stepping onto a board for the first time or looking to refine your technique.
Cape Ann SUP’s location benefits from breathtaking ocean views and proximity to thriving coastal towns like Gloucester. The experience isn’t just about catching waves; it’s about engaging with a vibrant local surf culture. The Atlantic’s cool waters and powerful waves challenge surfers, but with expert guidance, every participant gains confidence and an appreciation for New England’s surf scene.
For those seeking more than just a lesson, the area offers additional activities such as whale watching or coastal hikes. Regulars cherish the community vibe and the natural beauty surrounding Cape Ann SUP, making it a standout destination for outdoor water sports. Whether for a half-day or full session, it promises a memorable taste of New England’s aquatic adventure scene.
easy.
1–2 hours.
Moderate fitness recommended; ability to swim required
No previous experience is necessary; lessons are tailored for all skill levels.
All gear, including boards and safety equipment, is provided.
Yes, lessons are suitable for ages 8 and up.
Wear a swimsuit and bring a towel, sunscreen, and a water bottle.
Yes, schedule adjustments may be made in case of poor weather or surf conditions.
Yes, ample parking is available at the beach.
Cape Ann has a rich maritime history dating back to 1623, deeply connected to its thriving fishing industry and seafaring traditions.
Cape Ann SUP promotes sustainable practices by providing eco-friendly gear and encouraging responsible water sports to protect the fragile coastal environment.
Cape Ann SUP is a surf and stand up paddle provider based in Essex, Massachusetts, offering guided sessions and retreats centered on coastal recreation and skill-building. The company runs Ladies Surf Night and Kids Surf Night/Day at Long Beach in Gloucester, MA, bringing together participants of varying abilities to ride waves in a welcoming, community-focused setting. Cape Ann SUP also offers private and private-group surf lessons for ages 8 and up, providing personalized instruction and all necessary gear for birthday parties, group outings, and skill development. In addition to local programs, Cape Ann SUP leads a seven-day Costa Rica Retreat in February 2026 at Rip Jack Inn, combining daily yoga, optional surf lessons, opportunities for zip-lining and hiking, and time to explore local culture. Trip descriptions emphasize a balance of adventure and relaxation, with structured activities alongside free time to discover beaches and nearby attractions. Cape Ann SUP’s offerings appeal to families, groups, and individual learners seeking supervised ocean experiences from a local operator familiar with Gloucester and the North Shore coastline. Information about scheduling, specific lesson formats, and booking policies is provided directly through Cape Ann SUP. Participants should consult the business for up-to-date availability, age requirements for each session, and details about equipment and safety procedures. Cape Ann SUP’s programs focus on inclusivity, outdoor learning, and shared ocean experiences in and around Essex, Massachusetts. Seasonal scheduling aligns with regional weather patterns, and session lengths vary to match participant experience levels, skill goals, and group size.
Book with Cape Ann SUP