Colorful beetlecat sailboats on water at jetties beach with people and brant point lighthouse.

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:

4th Grade Sailing Saturday
June 27, 2026

4th Grade Sailing Saturday

10:15 AM - 12:15 PM
NCS Parent Coffee
July 8, 2026

NCS Parent Coffee

9:30 AM - 11:30 AM
4th Grade Sailing Saturday
July 11, 2026

4th Grade Sailing Saturday

10:15 AM - 12:15 PM
Coffin Cup
July 17, 2026

Coffin Cup

10:00 AM - 4:00 PM
All -Island 420 Race Day
July 18, 2026

All -Island 420 Race Day

Women's Sail and Picnic
July 21, 2026

Women's Sail and Picnic

4:00 PM - 7:00 PM

4th Grade Sailing Saturday
July 25, 2026

4th Grade Sailing Saturday

10:15 AM - 12:15 PM
All-Island Opti Race Day
July 25, 2026

All-Island Opti Race Day

GHYC Women's Fun Regatta
July 28, 2026

GHYC Women's Fun Regatta

4:00 PM - 6:30 PM
Jetties Sailing Center Community Day
July 31, 2026

Jetties Sailing Center Community Day

10:00 AM - 4:00 PM
Family Lynx Sail
July 31, 2026

Family Lynx Sail

1:00 PM - 4:00 PM
4th Grade Sailing Saturday
August 1, 2026

4th Grade Sailing Saturday

10:15 AM - 12:15 PM
NCS Parent Social and Sail
August 4, 2026

NCS Parent Social and Sail

4:00 PM - 6:30 PM
Family Lynx Sail
August 8, 2026

Family Lynx Sail

9:00 AM - 12:00 PM
Sailing Into Our Future Gala
August 14, 2026

Sailing Into Our Future Gala

6:00 PM - 10:00 PM
Nantucket Race Week
August 6-16, 2026

Nantucket Race Week

Opera House Cup
August 16, 2026

Opera House Cup

Women's Sailing Sunset Cruise
August 18, 2026

Women's Sailing Sunset Cruise

4:30 PM - 7:00 PM

Sailing Events for the Nantucket Community & Beyond

Two sailboats racing on a body of water with a clear sky.

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
Learn More

All Race Week schedules, notices of race, registration details, and results are managed through our official regatta platform.

View 2026 Nantucket Race Week Schedule & Register 
Person on a sailboat with a large white sail, smiling and holding onto the mast.

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:

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
Rhodes 19 Sailboats racing on nantucket harbor
Colorful sailboats on a body of water from an aerial perspective at brant point

Celebrate Sailing on Nantucket