About Chatham Sailboat Rentals
Chatham Sailboat Rentals is the only beachfront sailing operation in Chatham, launching directly from Ridgevale Beach in South Chatham where guests can step off the sand and onto a Hobie Getaway catamaran, Hobie Wave, classic Sunfish, kayak, or stand-up paddleboard. Every rental includes life jackets, full rigging, launching, and de-rigging handled by their crew, so even first-time sailors can enjoy a hassle-free day on the water without worrying about logistics.
Sailing lessons are available by appointment for all ages and skill levels, taught right on the sheltered waters where the expansive creek meets Nantucket Sound. For those who prefer to watch the coastline glide by, guided boat tours cruise past Chatham's iconic lighthouses and out toward Monomoy Island, one of the Cape's premier spots for spotting harbour and grey seals basking on the sandbars. The calm, protected launch area also makes Ridgevale an excellent choice for families with young children trying kayaking or paddleboarding for the first time.
Chatham Sailboat Rentals operates in conjunction with the Ridgevale Beach Snack Bar, a family-owned fixture for more than sixty years, giving visitors a natural base for an entire beach day — rent a boat in the morning, grab lunch at the snack bar, and paddle again in the afternoon. Complimentary parking is included with every sailing rental, removing one of the Cape's biggest summertime headaches. Located just minutes from Chatham's charming Main Street shops and restaurants, it is one of the most convenient ways to combine a beach day with on-the-water adventure.
