Events & Regattas
Signature sailing events, regattas, and community gatherings that celebrate Nantucket’s maritime tradition and support community sailing.
Signature Events
Throughout the season, Nantucket Community Sailing hosts and supports a range of sailing events and community programs. Such events include:
Upcoming Events
July 25, 2026
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10:15 AM - 12:15 PM
4th Grade Sailing Saturday
This program invites incoming Nantucket resident fourth graders (current third grade graduates, ages 9-11) to a completely free sailing session and lunch at Jetties Sailing Center!
Register
July 25, 2026
All-Island Opti Race Day
Open to sailors in Opti Blue and the All-Island Opti Race Team. Booking available mid-July.
July 28, 2026
•
4:00 PM - 6:30 PM
GHYC Women's Fun Regatta
Gather some teammates for a competitive sailing outing and scavenger hunt where your sailing skills, harbor and Nantucket knowledge will help you come out on top. Instructors are available and costumes are encouraged! Competition is open to sailors in boats of all types! Awards will be presented afterwards with drinks and bites.
Register
July 31, 2026
•
10:00 AM - 4:00 PM
Jetties Sailing Center Community Day
Free rentals and mini private lessons open to the community ages 2+. No experience or registration required!
August 1, 2026
•
10:15 AM - 12:15 PM
4th Grade Sailing Saturday
This program invites incoming Nantucket resident fourth graders (current third grade graduates, ages 9-11) to a completely free sailing session and lunch at Jetties Sailing Center!
Register
August 4, 2026
•
4:00 PM - 6:30 PM
NCS Parent Social and Sail
Stop by to meet fellow parents, get a chance to sail on the water and experience what your child raves about! Snacks will be provided on the beach.
Sessions are informal—participants may join for any portion of the event to sail, snack, or both. Life jackets are provided and required for sailing.
Sign Up for Free
August 14, 2026
•
6:00 PM - 10:00 PM
Sailing Into Our Future Gala
Please join us as we sail into the future and celebrate purchasing land for our Employee Year-Round Housing project! For more information and table purchase link visit the Gala page on our website.
Learn more
August 18, 2026
•
4:30 PM - 7:00 PM
Women's Sailing Sunset Cruise
Join fellow women sailors from Nantucket Yacht Club, Great Harbor Yacht Club and Nantucket Community Sailing for a relaxed sunset sail aboard the historic tall ship Lynx.
All proceeds beyond costs benefit Nantucket Community Sailing's Youth Scholarship Program.
Register
Sailing Events for the Nantucket Community & Beyond
Nantucket Race Week
Nantucket Race Week is the island’s premier sailing events, attracting hundreds of sailors and boats from across New England and beyond. Hosted by Nantucket Community Sailing, Race Week combines competitive racing, community celebration, and charitable impact.
Proceeds from Nantucket Race Week directly support NCS youth programs, scholarships, and community access initiatives.
Race Week Highlights
- Multiple days of competitive racing
- Diverse fleet classes
- Social events and gatherings
- Strong community and sponsor support
- One of the largest regattas on Nantucket
- Culminates in Opera House Cup
Looking to find a boat to race on? Complete the Crew Finder form below.
All Race Week schedules, notices of race, registration details, and results are managed through our official regatta platform.
NCS events do more than bring sailors together—they play a critical role in funding access to sailing for island youth and community members.
Event proceeds help support:
- Youth scholarships and free programming
- Community outreach partnerships
- Instructor training and development
- Equipment maintenance and safety upgrades
There are many ways to participate in NCS events, whether you’re a sailor, sponsor, volunteer, or spectator.
Ways to get involved:
- Register to race
- Sponsor an event
- Volunteer your time
- Attend and support community events
