Featured August sailing cruises
Summer is busy! So busy that you might have given up on getting away. But it’s not too late! Book an August getaway and you’ll be sailing away before you know it.
3-night sailings
August 21-24 aboard Schooner MARY DAY
While three days of sailing may seem brief, it’s the perfect way to experience a taste of life aboard a Maine windjammer. With evening stops in charming harbors, a lobster picnic on the beach, and days filled with fresh breezes under sail, Mary Day glides along the coast, eager to share the many treasures of coastal Maine. $1,360 p.p
August 28-31 aboard Schooner GRACE BAILEY
Don’t say goodbye to summer just yet. While some sailors are heading home, we’re still out here soaking up all the bay has to offer — the warmest water of the year, lingering evenings, hearty breezes, and plenty of time to explore. $1,530 p.p.
4-night sailings
August 16-20 aboard Schooner MARY DAY
Just relax and sail. With no set itinerary, we go where the wind takes us — and with an archipelago of islands scattered across our sailing waters, there’s no shortage of beautiful spots to drop anchor for the night. $1,450 p.p
August 20-24 aboard Schooner HERITAGE
Lobsters √ Sailing √ Music √. All your favorites in one trip! $1300 p.p
August 23-27 aboard Schooner GRACE BAILEY
Sail on the Grace Bailey during the most beautiful time of year on the coast of Maine! A fair breeze, sunny days and warm, long evenings spent on the water during this four day in the height of the season.
August 25-29 aboard Schooner AMERICAN EAGLE
Bays & Islands. This adventure will take you through our favorite islands across Penobscot Bay. Enjoy delicious food, coastal villages and island exploration. $1,466 p.p
August 25-29 aboard Schooner STEPHEN TABER
Photo expedition with Kike Calvo. Immerse yourself in a one-of-a-kind sailing and photo journey where wind, light and creativity meet with award-winning photographer Kike Calvo. $1728 p.p
5-night sailings
August 10-15 aboard Schooner AMERICAN EAGLE
Back by popular demand, the trio Darlin’ Corey joins this trip to provide a little live music each evening. Their music is a unique blend of folk with influences from bluegrass and old time music. Pairs well with sailing, schooners and stars!
August 24-29 aboard Schooner J. & E. RIGGIN
Maine Knitting Adventure with Bristol Ivy. We invite knitters of all levels to join us on this adventure. Help sail the boat, sit back and knit – or just relax – and let the Maine coast inspire your creativity. $1,620 p.p
August 25-30 aboard Schooner HERITAGE
Explore the Maine Coast. The itinerary for the trip is unplanned; we’ll use the tides, winds, and weather to our advantage to make for smooth sailing. Regardless of where we go, the panoramic views will surely please.
Category: Cruises
