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Smuggler's Cove

Summer is the perfect time to pack your family’s bags and head out on an unforgettable getaway. If you’re still planning your escape, consider making your way to Smuggler’s Cove Inn. Our oceanfront retreat in Midcoast Maine is the ideal home base for anyone looking to explore all that makes this region so unique. Add even more fun to your stay by timing it to coincide with Windjammer Days.

A Look at Things to Do during the Maine Festival

While Memorial Day may mark the start of summer for most of the country, Windjammer Days is the kickoff to summer in this region. For over six decades, this annual festival has celebrated Boothbay’s maritime history and its role in the lives of those who call this area home.

The week-long event is jam-packed with countless events. For the most up-to-date information, check out the online schedule. Some of the happenings include:

  • Harbors Aglow: Make your way to the harbor around 9 p.m. on Sunday to see a circling parade of lit-up vessels.
  • Annual Street Parade: Find your spot along the parade route, which runs from Boothbay Region High School and heads downtown, on Wednesday to witness the popular processional. 
  • Vintage Boat Parade & Pier Party: Purchase your tickets to enjoy appetizers, drinks, and live music at the Pier Party, which takes place after a parade of vintage boats.

One of the festival’s most anticipated events is the Gathering of the Fleet. Windjammers meet off Cabbage Island and head to Boothbay Harbor under full sail. Several viewing locations are on both sides of the harbor, including the Footbridge, Whale Park, and Fisherman’s Memorial. 

Reserve Your Festival Accommodations Today

The beach of a Boothbay Harbor resort to stay at for Windjammer Days.If you’re planning on attending any or all of Windjammer Days, we recommend booking your stay at Smuggler’s Cove Inn as soon as possible. Our waterfront resort in East Boothbay is close to all the festival fun while far enough away to provide you with a peaceful escape.

Our lodging options include guest rooms with a king-size bed or two queens. We also offer pet-friendly rooms, so your pup can join in on the vacation fun. Before turning in for the night, stop by 727 Ocean Sunset Bar, our on-site restaurant, for a delicious bite to eat or a nightcap. Call 207-579-7004 to learn more about our coastal Maine family resort or ways to save.