Round Island Regatta – 2016

Photo credits: Hunter Normandeau


Celebrate Portsmouth’s maritime tradition by taking part in the sixth annual Round Island Regatta on Saturday, July 30th, 2016.


Launching from the Peirce Island Boat Ramp, racers will circle around Round Island in five different classes: Class 1 for all sailboats; Classes 2, 3, and 4 Single Paddle for kayaks, paddle boards and the like (broken into three age brackets); Class 5 multi-paddle for rowing boats, shells and double kayaks.

Spectators are welcome along the banks of the Back Channel, and commentary will be provided near the boat ramp on Peirce Island.  Following the race, competitors and spectators are invited to attend the post-race picnic and awards ceremony at the Wentworth Lear Houses.

Proceeds from the race will help support the Gundalow Company’s award-winning programs.



All competitors and picnic attendees must pre-register for the event. The event will occur rain or shine.


All classes will sail anti-clockwise around Round Island using ‘the double orange buoy at the East end of Shapleigh Bridge and Kennedy #4419 balls as windward and leeward marks. Sail 3x around Paddlers 2x around.


Class 1 Sail: between committee boat and Esther’s Marina S pin. Five minute sequence
Class 2, 3, 4 Single Paddle: “Le Mans” start from Peirce Island ramp, round committee boat and thence to course.
Class 5 Multiple Paddle: On water between committee boat and Southend YC Northerly pin.


All classes finish in a Northerly direction between committee boat and Southend YC North pin


No handicaps, no protests and skippers are solely responsible
for the safety of their crews and boats.

Note that there are TWO parts to registration!

1) Entering your information in the form below if you are paddling/sailing, and

2) Purchasing your ticket (covers both participants and spectators)


High Water 9:01 am – Saturday July 30th

3:00-6:00pm (Friday): Bracelet and number pick up at the Gundalow Company (60 Marcy Street)

9:00am Trailered boats start arriving and rigging

9:15-11:00am (Saturday): Bracelet and number pickup under the tent at the Peirce Island Boat Ramp

9:30am: Skippers Meeting, Class 1 Sail @Peirce Ramp

10:00am: Class 1 Sail start off Esther’s Marina on the water

10:30am: Skippers Meeting, Paddlers (2, 3, 4) @Peirce Ramp

10:45am-11:30: Paddlers (18-49) “Le Mans” start from the ramp, other single paddle starts on the water

11:30am:  Multi-Paddle (5) on the water start

12:00pm: Picnic begins at the Wentworth Lear Houses (50 Mechanic Street).  Spectator tickets may be bought at the gate.

1:00pm: Prize Giving  at the Wentworth Lear Houses

3:00pm: Regatta ends, cars and boats depart from Peirce Island


Free parking and boat launch is available from Peirce Island for all registered participants wearing bracelets. For Spectators, there will be commentary near the Peirce Island Boat Ramp.  Sponsors are invited to view from Piscataqua, docked at the South End Yacht Club, but otherwise the YC is not open to the public. Docking is not allowed at the club, but boats may be tied up at the Wentworth Lear sea wall after racing, or preferably put back on cars at Peirce Island.  From there participants can walk across the bridge to the picnic.

We are delighted to have so many local businesses and friends as sponsors of the Fifth Round Island Regatta. The businesses are mainly local service providers who are recommended and patronized by people associated with the regatta. We are lucky to have the support of these sponsors who provide excellent products and great services. Please patronize them and reciprocate their generosity. A big thank you also to the many generous individual sponsors who have gone out of their way to show their support for the event.

Up to $1,000

Charlie Doane & Clare O’Brien

Old Ferry Landing

Piscataqua Savings

Great Bay Marine

Ned & Margo Thompson

East Coast Marine Surveyors

State Farm Insurance

Peter Rice

We Care Cleaners

Jacksons Hardware & Marine

Thomas R Watson

In Kind Donations
South End Yacht Club
Great Circle Catering
Red Hook Brewery

2016 Winners

In the Sail class: Olin Paine

In the Youth Paddle class: Jameson Eldridge

In the Single Paddle ages 18-49 (doing a Le Mans start): Nick Michaud

In the Single Paddle ages 50+:  Jeremiah Fitzgibbon

In the Multiple Paddler class: Ray, Shoal, and Margo Panek

Best Decorated Boat: Colin and Erin Bobo-Caron

Best Costume: Amy Edwards and Sally Elshout

Sportsmanship Award:  Tracee Van Brunt

Awards were provided by Timberland and Gundalow Company, and handed out by Mayor Jack Blalock during the picnic at the Wentworth Lear Houses.

Contact Us

Gundalow Company
60 Marcy Street, Portsmouth, NH 03801
(603) 433-9505
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