Seasonal beach roles.
14 jobs
Rock Hall Yacht Club Sailing School · Rock Hall, MD
This Chesapeake Bay sailing school on the Eastern Shore is hiring instructors for its eight-week 2027 program teaching kids and adults to sail. Teachers who enjoy structured skill-building lessons and daily classroom-style instruction with students of varying ages and levels will feel right at home.
Sail Acadia · Southwest Harbor, ME
Operate nature cruises and lobster boat tours aboard classic wooden vessels near Acadia.
Massachusetts Department of Conservation & Recreation · Statewide, MA
Assist with operations and visitor services at state-managed beaches and waterfronts.
Camp Danbee · Peru, MA
Teach sailing on Lake Ashmere, with early arrival for boat, waterfront and lifeguard training. From $2,300 plus travel, room and board.
Camp Laurel South · Casco, ME
Teach sailing on a fleet of more than 15 Sunfish, Hobie Cats and other boats — $3,000 for the season, room and board included. Laurel South actively recruits teachers.
Mystic Seaport Museum · Mystic, CT
Instructors teach sailing to campers ages 6-15 on various vessels and mentor junior instructors.
Nantucket Yacht Club · Nantucket, MA
Operate club launches in Nantucket Harbor for members and guests.
Cuttyhunk Yacht Club · Cuttyhunk, MA
Instruct youth sailing on a beautiful, remote island in Buzzard’s Bay.
Annapolis Yacht Club · Annapolis, MD
Annapolis Yacht Club is recruiting sailing coaches and instructors for its 2027 learn-to-sail and competitive racing programs on the Chesapeake Bay. Teachers with on-water experience will find the structured curriculum, classroom space, and youth coaching responsibilities a strong match for their skills.
SoundWaters · Stamford, CT
Instructors implement a sailing day camp program for the Stamford community.
Nantucket Community Sailing · Nantucket, MA
Lead youth and adult sailing classes for a nationally recognized community program.
Nantucket Community Sailing · Nantucket, MA
Support rental operations and member services at Jetties Beach.
Naples Grande Beach Resort · Naples, FL
Help guests enjoy beach, pool and recreation activities at a Gulf Coast resort during Florida's busy winter season. A fun fit for students and career changers.
Hawks Cay Resort · Duck Key, FL
Keep guests having fun on the water and around the pools at a Florida Keys island resort. A sunny winter option for students and travelers.