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.