Sailboat Rentals and Community Sailing
Ready to keep sailing on Oyster Bay? Learn how to access sailboat rentals, Community Open Sail, and Women on The Water.
Before You Book
Sailboat Rentals, Community Open Sail, and Women on The Water are available once your sailing status is current with The WaterFront Center.
If you are new to renting from The WaterFront Center, or if you have not completed a Check Out Sail within the last two years, please book a Check Out Sail first.
If your sailing status is already current, continue to the password protected booking page to reserve sailboat rentals, Community Open Sail, Women on The Water, or season pass options.
Choose the Right Next Step
For New & Returning Sailors
Sailors preparing for Rentals, Community Open Sailing, and Women on The Water can use this guide to decide whether to book a Check Out Sail first or continue to the booking page.
Book a Check Out Sail
Choose this option if you are new to renting from The WaterFront Center or if you have not completed a Check Out Sail within the last two years.
- Required before independent sailboat rentals
- Includes a written test and on the water practical exam
- Helps confirm that sailors are ready to safely rent and participate
Continue to Booking
Use this option if your Check Out Sail status is current or you have already been given access to the password protected booking page.
- Book Sailboat Rentals
- Book Community Open Sail
- Book Women on The Water
- Purchase eligible season pass options
- Book the Returning Sailor Exam
Returning Sailor Exam
Returning sailors who completed a Check Out Sail within the last two years are eligible to take the Returning Sailor Exam instead of booking a new Check Out Sail.
- Available Monday through Friday
- 10:00 AM to 5:00 PM
- Completed at The WaterFront Center
- Results may take up to 72 hours
- $10 per sailor
Sailing Options
Once your sailing status is current, select your preferred option on the password protected booking page.
Sailboat Rentals
Reserve one of The WaterFront Center’s 23-foot Sonars and enjoy independent time on Oyster Bay Harbor.
- Rental approval must be complete before booking
- Great for independent sailing practice
- 2 person minimum and 4 person maximum
Community Open Sail
Community Open Sail is designed for adults who already have sailing experience and are ready to enjoy time on the water with other sailors.
- For adults 18+
- Reservations required
- No instructor during this program
- Participants sail together as a crew
Women on The Water
Women on The Water is a weekly group sailing opportunity for women who already have sailing experience and are ready to continue sailing in a welcoming, social setting.
- For women 18+
- Thursdays from 6:00 PM to 8:00 PM
- Reservations required
- No instructor during this program
Need the Booking Page Password?
If your sailing status is current and you need access to the booking page, please contact The WaterFront Center so our team can confirm your status and provide the password.
Questions About Booking or Sailing Status?
Our front desk staff can help confirm booking access, season pass questions, and sailing status.
Email: sailing@thewaterfrontcenter.org
Phone: (516) 922-SAIL [7245]