Sailing 2024

We’ve made some changes to our 2024 sailing program. We’ve added a more thorough beginner lesson and we’re bringing back our kid’s sailing drop-in session.

The biggest change to our sailing program is that, at this time, we will not be offering sailboat rentals. Many factors have gone into this decision. We realize this will be very disappointing to some of our customers and we sincerely apologize. Rehoboth Bay Sailing Association, just south of Dewey Beach, offers sailboat rentals with advanced reservations.

Here’s a brief description of what we’ve got planned for this summer:

Sailing Instruction: 

  • The Basics of Sailing – A private one-hour sailing experience perfect for those curious about learning to sail, but not sure they want to dive in. This is a great fit for that “new” vacation activity and for kids as young as 9 to see if sailing is for them! $75 for 1 person, $25 per additional participant. 3 person max.
  • Beginner Private Lesson – This is the fastest way to become a competent sailor. The lesson lasts 1.5-2 hours and will go over reading the wind, sail position, maneuvering the boat, etc. Starting your sailing journey with this foundation will go a long ways towards making you a confident, skilled skipper. $150 per person, 2 student max.
  • Refresher Lesson – This is for those who’ve sailed before, but it’s been awhile. Or for those who’ve taken our beginner lesson and want to keep progressing. Refresher lessons last 1 hour and build on your previous sailing experiences. $100 per person, 2 students max.
  • Kids Sailing Drop-In – This sailing experience is for kids ages 9-12 and lasts one hour. While we discuss the sailing basics, the main focus of this session is fun! Everyone will get a chance to steer the boat while we set a course for adventure! $30 per participant, 3 person max.

Your Instructors:

Mitch Mitchell has over 45 years of sailing experience and has been teaching beginners to sail for more than 25 years. He has windsurfed nearly every East Coast beach from Delaware to Miami as well as Puerto Rico and Barbados, and has sailed a 50′ catamaran to Bermuda. He holds his USCG Captain’s License along with many kayak and paddleboard certifications. Mitch teaches our Beginner Private Lessons and our Refresher Lessons.

Todd Smallwood grew up here at the beach, was an ocean lifeguard for Fenwick Island for years, and has been sailing since he started with us back in 2009. Todd teaches our Basics of Sailing and Kids Sailing Drop In.

Reservations required for all sailing instruction. Give us a call at 302.539.7999 or book online!

Private Sailing Nature Tours:

The wind does the work on this relaxing cruise through Little Assawoman Bay! Participants can sit back and enjoy the sun and the breeze as we sail past a bird rookery and along the wooded shoreline of a state wildlife area all while learning about the many different species of shore birds and other wildlife that make their homes in this special eco-system. A perfectly relaxing and informative addition to any family beach vacation! $300 for up to 4 participants

Reservations required for our Private Sailing Nature Tours. Give us a call at 302.539.7999 or book online!

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