Chatham Sailboat Rentals is located in South Chatham, MA, right on Ridgevale Beach. It is Cape Cod's best destination for waterfront sailing, kayaking, and stand-up paddleboarding, as well as expert-led boat tours and lessons. The location gives convenient access to the kid-friendly beach and expansive creek. It offers a range of top-notch Hobie Catamaran, Sunfish, kayak, and stand-up paddleboard rentals. Sailing guests enjoy complimentary beachside parking. All rental rates include life jackets, rigging, launching, and de-rigging services for a fun and hassle-free day. The staff is described as amazing, with great, professional, responsible, relaxed, and experienced customer service. They expertly talk guests through the basics and show them where to sail, making allowances for different proficiency levels. It is a brilliant way to see Chatham and learn about the Cape. Guests report great mornings sailing, seeing lots of seals popping up in the shallows, which is very cool. The Hobie cats are amazing to sail around. It is a beautiful location for a sail and a great location to hang out on the beach afterwards. Many guests highly recommend the place and plan to return for a longer tour.
Excellent sailboat lesson and great service! Absolutely will come back next time!
August 2025
What a great experience.
I went out with my son and nephew. Captain Eric ensured our party was safe, and was eager to chat with us about sailing. He was extremely knowledgeable and friendly, often engaging us with coversation and life experience.
We could not have asked for a better time out sailing.
July 2025
We had a fantastic time sailing with Eric! We learned all about sailing and visited a sandbar. It was fantastic! I would highly recommend this amazing experience with an incredible tour guide!
