02/06/2026
Fun Planned for Sea & Shore at 2026 IOR!
New!!! Scavenger Hunt for the Adults, Dance for the Sailors
Saturday, June 20, 7-9 pm Get your tickets now!
Be there or be square!
There’s still time to register for the 2026 IOR: www.regattanetwork.com/event/30320
One Week – Three Day Clinic, One Day Team Race, Three Day Regatta, for Green & Championship fleets, in some of the best sailing conditions in the world! Now's your chance!
Still time to Charter an Optimist from Simmons Boatworks: http://simmonsbw.com/.../pro.../2026-winner-optimist-charter
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
Youth Sailing Curacao - YSCO
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Opti Sailing
Optiworld
TOTE Maritime
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks
29/05/2026
ENTER THE RAFFLE TO WIN!
Olympic Opti Sail, Colie Deluxe Optimist Race Rig Bag & Ritz-Carlton St. Thomas Day Pass!
No need to be present to win!
Drawing June 20, 2026
There's still time to register for the IOR: www.regattanetwork.com/event/30320
And, charter an Opti: simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter
It's the BEST! Three-day Clinic, One Day Team Race, Three-day Regatta!
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
Youth Sailing Curacao - YSCO
CURsailing - Sailing Federation Curaçao
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Opti Sailing
Optiworld
TOTE Maritime
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks
28/05/2026
Get Ready for the Parade of Nations and Taste of the Island at the 2026 IOR! What an incredible kick-off to the three-day main event IOR 2026!
There’s still time to register for the 2026 IOR: www.regattanetwork.com/event/30320
One Week – Three Day Clinic, One Day Team Race, Three Day Regatta, for Green & Championship fleets, in some of the best sailing conditions in the world! Now's your chance!
Still time to Charter an Optimist from Simmons Boatworks: simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
Youth Sailing Curacao - YSCO
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Opti Sailing
Optiworld
TOTE Maritime
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks
22/05/2026
BREAKING NEWS!
If you thought you were too late to charter an Optimist dinghy for the International Optimist Regatta, set for June 14-21, 2026, in St. Thomas, U.S. Virgin Islands, you're in luck! We now have 20 additional Optis available for charter!!
Charter one today from Simmons Boatworks@: https://simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter
Register for the IOR too: www.regattanetwork.com/event/30320
Photo Credit: Matías Capizzano
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
CURsailing - Sailing Federation Curaçao
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Opti Sailing
Optiworld
TOTE Maritime
US Opti Sailing
Optiworld
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks See less
18/05/2026
Did You Know? The IOR was first named the Caribbean International Optimist Regatta. Starting in the late 1990s, we welcomed sailors from several Caribbean islands, including the Dominican Republic, Puerto Rico, the BVI, St. Barths, St. Maarten, Martinique, Antigua, Grenada, Trinidad & Tobago, and Curaçao.
Calling all Caribbean Optimist sailors to register now for the 2026 IOR, June 14-21, 2026! www.regattanetwork.com/event/30320
Three-Day Clinic with World Class Coaches, One-Day Team Race, and Three-Day Regatta
Championship Red, Blue & White, plus Beginner Green Fleets
Photos: 1998/Dean Barnes
Optiworld
US Opti Sailing
Caribbean Sailing Association
The Sint Maarten Yacht Club
National Sailing Academy
Federación de Vela de Puerto Rico
Royal BVI Yacht Club
11/05/2026
Did You Know? Two alumni of the IOR earned medals at the 2024 Olympics in Paris! Odille Van aanholt from Curacao and Ian Barrows from St. Thomas, USVI!
Register Now for IOR 2026! www.regattanetwork.com/event/30320
Three-Day Clinic with World Class Coaches, One-Day Team Race, and Three-Day Regatta***
Championship Red, Blue & White, plus Beginner Green Fleets
Optiworld
US Opti Sailing
Caribbean Sailing Association
The Sint Maarten Yacht Club
Caribbean Sailing Association
National Sailing Academy
Federación de Vela de Puerto Rico
Royal BVI Yacht Club
01/05/2026
LAST DAY! To Charter an Opti!
The International Optimist Regatta (IOR)
St. Thomas, U.S. Virgin Islands
June 14-21, 2026
Today, Friday, May 1, is the deadline to charter a boat!
Contact Simmons Boatworks at 2026 Winner Optimist Charter – Simmons Boatworks. https://simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter?variant=47294864752852 The charter package includes a Winner hull with airbags and blocks, a 3-to-1 mainsheet, 2 bailers, a paddle, a painter, and a top cover, all on a dolly. Bring your own wind indicator, sail, and sail ties. Green Fleet will receive One Plus hulls. The charter fee is $650 and includes clinic and practice days.
Register Now for IOR 2026! www.regattanetwork.com/event/30320
***Three-Day Clinic with World Class Coaches, One-Day Team Race, and Three-Day Regatta***
Championship Red, Blue & White, plus Beginner Green Fleets
27/04/2026
Register Now! Past IOR sailors have gone on to become Collegiate All-American sailors, Olympic medalists, and America's Cup and SailGP crews!
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
CURsailing - Sailing Federation Curaçao
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Optimist National Team
US Opti Sailing
Optiworld
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks
19/04/2026
We're less than two months away from the International Optimist Regatta (IOR) in St. Thomas, U.S. Virgin Islands, June 14-21.
There's still time to register: www.regattanetwork.com/event/30320
However, May 1 is the deadline to charter a boat! For charters, contact Simmons Boatworks at simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter. The charter package includes a Winner hull with airbags, blocks, 3-to-1 mainsheet, 2 bailers, paddle, painter, and top cover, on a dolly. Bring your own wind indicator, sail, and sail ties. Green Fleet will receive One Plus hulls. The charter fee is $650 and includes clinic and practice days.
Photo Credit: Matías Capizzano
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
CURsailing - Sailing Federation Curaçao
Royal BVI Yacht Club
The Sint Maarten Yacht Club
National Sailing Academy
US Optimist National Team
US Opti Sailing
Optiworld
Orange Bowl International Youth Regatta
Coral Reef Yacht Club
Simmons Boatworks
12/03/2026
Late Fee starts April 2, 2026!
Enter the International Optimist Regatta (IOR) in St. Thomas, US Virgin Islands today! www.regattanetwork.com/event/30320
The 2026 IOR can accept only a maximum of 150 sailors, 40 of those in Green Fleet.
For charters, contact Simmons Boatworks at simmonsbw.com/collections/packages-transfers/products/2026-winner-optimist-charter. The charter package includes a Winner hull with airbags, blocks, 3-to-1 mainsheet, 2 bailers, paddle, painter, and top cover, on a dolly. Bring your own wind indicator, sail, and sail ties. Green Fleet will receive One Plus hulls. The charter fee is $650 and includes clinic and practice days. The deadline to reserve charter boats is May 1, 2026.
Photo Credit: Matías Capizzano
St. Thomas Yacht Club
Caribbean Sailing Association
Federación de Vela de Puerto Rico
CURsailing - Sailing Federation Curaçao
US Optimist National Team
US Opti Sailing
Orange Bowl International Youth Regatta
Coral Reef Yacht Club