Custom Sailing Charters from Rockland, Maine: Sailing by Owl's Head light
Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. More info and contact on sailrockland dot com.

Starting at USD $ 30 per Trip

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Details of Custom Sailing Charters from Rockland, Maine, Rockland, Maine Sailing & Yacht Charters Details for Custom Sailing Charters from Rockland, Maine


Bufflehead is a 32' wooden gaff sloop; safe, swift and seaworthy. We also offer overnight trips aboard a 33' schooner, Advent.


Short trips take in Rockland's active harbor and broad protected bay out past Rockland's Breakwater Lighthouse to Owl's Head light, featuring views of the Camden Hills and many islands. Longer trips can reach islands in the Muscle Ridges or across the Bay, with hiking, picnicing and lobsterbake options. Multi-day trips range Penobscot Bay, and beyond to Mt Desert Island and Isle au Haut.

Typical Day

sailing out by schooners and fishing boats, lighthouses, seals, and then...what would you like?

Age range, type of group

All ages, 1-6 people, kids discount.

Sleeping and meals

Daysails on Bufflehead, you can BYO food/drink or we can cater for you. We partner with several restaurants to provide gourmet dinners and lunches, or we can put together a picnic for you. We also work with a lobster fisherwoman to do fresh lobsterbakes in the Muscle Ridges. Overnight trips are done on a 33' schooner that I rebuilt for the owners, Advent has an aft cabin with large cozy bunks.

Policies & Restrictions

Good dogs welcome, all welcome, first timers, old salts, brave souls and scaredy cats.

Rates & Availability

Rates vary depending on what you want, from $25/hr to $500/day

Other Information

We offer affordable, flexibly scheduled custom adventures on one of two boats.

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Custom Sailing Charters from Rockland, Maine
50 Tilson Ave, Rockland, Maine

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Varies by time & # of folks

*Please contact advertiser for rates & availability for your travel dates.

Advertiser Info

Bufflehead Sailing Charters (View My Profile)
Custom daysail charters with personal service for up to 6 people, sailing out of Rockland, Maine. This classic wooden boat offers a unique beautiful experience with an experienced and knowledgeable captain. Also offering overnight and multi-day trips

Listing Reviews Reviews of Custom Sailing Charters from Rockland, Maine

Bufflehead Sailing Charters
Custom Sailing Charters from Rockland, Maine
50 Tilson Ave
Rockland, Maine 4841

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Listing # RA-1276076