
One of the most popular pursuit races in New England returns in 2020!
Dear Friends,
The 2020 Flip Flop Regatta is ON!!!! Please join us Saturday August 8th for one of the largest pursuit races of the year, starting in Broad Sound, around the Outer Harbor Islands and finishing in Boston Harbor. Registration details and NOR are now posted on www.regattaman.com .
Due to COVID-19, we will not be having a post-race party this year, but we will have an online awards ceremony on a date to be announced - stay tuned.
All proceeds support Courageous Sailing's youth programs and further our mission of transforming children's lives through sailing programs that inspire learning, personal growth, and leadership.
If your boat is racing, becoming a Skipper Sponsor is a great way to help Courageous by potentially doubling your contribution! If your employer has a matching gift program for qualified 501(c)(3) nonprofit organizations, submit the receipt from your Sponsorship along with the completed sponsorship form (download from the information page) to your company. Details are on the entry page at Regattaman.
If you are not racing but would still like to donate to help Courageous, click here. Your donation will have a huge impact and help Courageous be there for the kids who need our programs more than ever in these difficult times.
Thanks for your continued support, and hope to see you on the race course August 8th.
Best Regards,
Dave Alexander
Flip Flop Regatta Chairman
Dave DiLorenzo
Executive Director



Thank You to Our 2019 Supporters and Participants!
@Mount Gay Rum
@Sam Adams
@Triple Eight Distillery
@Polar Beverages
@Peak Event Services
@Cisco Brewery
@Spindrift Beverage Co.
@Pig Pig BBQ
@Renaldo’s Pizza
@Lord Hobo Brewing
@Petit Vin
Our individual sponsors:
Admiral Sponsors
Mike Dresse – Tooth Face
Constitution Yacht Club
Dave Alexander – Pressure Drop
Helmsman Sponsors
Betsy McCombs - Scherherazade
Thomas Curtis - Magpie
Captain Sponsors
Ed Redmond - Wind Tango
Lance Ryley - Rockit 2.0
Chris Zibailo - Dopodomani
Pauline Dowell - Konik Morski
Steve Clark - Red Herring
Dave Franzel
...and our photographers:
Bill Shea, Larry Andersen, Morgan Nankivell, Avi Levy, and Dave Waller of Grave's Light for allowing us to shoot from the lighthouse.
We have tons of pics from the race and party and are setting up a gallery soon. In the meantime, check our FB and Instagram pages for a preview!
Lastly, our sincere thanks to all of you who came out to race and party afterwards. Your participation helps Courageous transform children’s lives through sailing programs that inspire learning, personal growth, and leadership.
Dave Di Lorenzo
Executive Director
Dave Alexander
FFR Chairman
Enjoy the Photo Galleries of the Event
On-the-water Gallery
Here are the links you can share with your crew:
Bill Shea Photography
Aviran Photography
Please support their great work by purchasing the pics you like.
2019 Sponsors







