Looking to book for 2020? Call us today for dates and current availability.

Windjammer 2020 - Maines BICENTENNIAL!

Windjammer Days marks the kick off to summer in the Boothbay region and is a time to reconnect with family, friends and neighbors after the long winter, an opportunity to support local businesses and welcome visitors. It is a time to honor our maritime history and celebrate the vital role it plays in the lives of all who live here.

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Boothbay Harbor, ME
  • 13 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • Code: Atlantic_Sunset_Boothbay_Harbor
  • Pets Allowed
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Southport, ME
  • 4 Guests
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Code: Barnacles_Cottage_Southport
  • Pets Allowed
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Boothbay Harbor, ME
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Bay_Street_Cottage_Boothbay_Harbor
  • Pets Allowed
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Southport, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Cozy_Cottage_Southport_Island
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Boothbay, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Dash_Inn_East_Boothbay
  • Pets Allowed
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Southport, ME
  • 6 Guests
  • 3 Bedrooms
  • 1 Bathrooms
  • Code: Doc`s_Place_Southport
  • Pets Allowed
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Boothbay, ME
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Fairview_Boothbay
  • Pets Allowed
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Southport, ME
  • 8 Guests
  • 5 Bedrooms
  • 2 Bathrooms
  • Code: Juniper_Point_Cottage_Boothbay_Harbor
  • Pets Allowed
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Southport, ME
  • 4 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Ledge_The_Southport
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Southport , ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Ledgemere_Cottage_Southport
  • Pets Allowed
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Boothbay, ME
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Linekin_Breeze_East_Boothbay
  • Pets Allowed
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Boothbay, ME
  • 6 Guests
  • 4 Bedrooms
  • 1 Bathrooms
  • Code: Linekin_Log_Cabin_East_Boothbay
  • Pets Allowed
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Edgecomb, ME
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Merry_Island_Cottage_Edgecomb
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Southport, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Mollys_Cape_Southport
  • Pets Allowed
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Boothbay, ME
  • 7 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Perch_East_Boothbay
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Southport, ME
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • Code: Piffi_Biff_Southport
  • Pets Allowed
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Boothbay, ME
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Quiet_Spot_East_Boothbay
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Boothbay, ME
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • Code: The_Villa_East_Boothbay
  • Pets Allowed
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Boothbay Harbor, ME
  • 10 Guests
  • 5 Bedrooms
  • 2 Bathrooms
  • Code: West_Street_Boothbay_Harbor
  • Pets Allowed
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