Everything You Need to Know About the Eggemoggin Reach Regatta

The Eggemoggin Reach Regatta is an annual summer tradition in Maine. Every August, over 100 wooden boats sail up the coast of the small town of Brooklin. Why? Solely for tradition. The event began over 30 years ago as a wooden boat-only race and has blossomed into the extravaganza it is today. The first race had only nine boats competing. Now, people come from all over the world challenge each other and show off their beautiful wooden vessels. The race takes place just a half hour away from Pilgrim’s Inn. This unique experience is enjoyable to both the sailors and viewers alike.

The Eggemoggin Reach Regatta is one of many annual events and festivals held in Downeast Maine. Partaking in traditions makes for a great opportunity to experience the area from a local perspective. For more ideas on how to make the most of your Deer Isle vacation, download our complimentary Vacation Guide. Our regional experts created this planner to provide thoughtful suggestions on what to see, do, and eat during your visit. We put in hours of research so you can spend more time enjoying your getaway!

What’s Special About the Eggemoggin Reach Regatta

The Eggemoggin Reach Regatta is one of many enticing annual events in Deer Isle. Similar to the Stonington Lobster Boat Races, the regatta attracts participants from all over. People compete not because they want to win, but because they love sailing! This regatta is one of the only recognized boat races in the world that does not have any sponsors. A team of dedicated volunteers works for months to coordinate it.

Each boat must pay an entry fee to race, and there is no docking fee. Sailors don’t sign up for the regatta expecting prestige or thousands of dollars of prize money. Without sponsorship or high entry prices, the race remains relaxed and fun. The participating sailboats range from the most expensive in the country to local Mainer’s small daysailers. People from all walks of life have an amazing time while taking part in the highly-anticipated affair.

Celebrate Tradition

Whether you choose to enter the race or spectate, the Regatta is a place of celebration. There are many places to watch the parade of boats pass through the course, but we recommend positioning yourself at the finish line. As the sailboats finish, they anchor in the nearby cove. Take the time to notice the names of the boats’ home ports painted on their stearns and see how far people travel to take part in the regatta. Some boats are so old that you feel as if you are walking through a floating museum!

The celebration of sailing does not end at the finish line. After the winners are announced from the makeshift stage, viewers and boaters stay well into the night to dance to live music and enjoy a barbecue dinner together.

After the Eggemoggin Reach Regatta

The excitement continues after a long day at the Eggemoggin Reach Regatta. There’s a myriad of cultural events, hiking adventures, and other Deer Isle attractions awaiting discovery in Downeast Maine. There’s so much to do in this charming coastal town. Plan a visit to the new Surry Theatre for a musical evening, go whale-watching in the Atlantic, or hit all the best breweries in the area. Make the most out of your getaway when you choose to stay with us at Pilgrim’s Inn!Beautiful Room 5 Guest Room at Pilgrim's Inn

Our accommodations include quaint bedrooms and spacious cottages. Room Five features a large king-size bed with a white iron frame. Look out the window and take in the stunning views of the millpond, lawn, and gardens. After your restful night, enjoy a gourmet breakfast before exploring the rest of what the area has to offer.