To follow up on Roger Long's post here some inside perspective:
Robinhood Cove - Ignore the marina end of the cove and head down SW into the long cove good holding and peace & quiet. Beware worst mosquitoes on the cost reside on the Georgetown and Phippsburg peninsulas.
Love Cove Ebenecook - West side of Townsend Gut. This is a good quiet spot away from the hustle & bustle of Boothbay. Usually will have it to yourself.
Seal Cove - Up the Damariscotta River. Go in & leave at mid-high tide so you can get over the shoal spot. Once inside it opens up and is beautiful.
Damariscove Island: This is off Boothbay. Get there early in the day if you want a spot just as the over-nighters are leaving. The bottom holding is heavily kelped so be sure to back down hard on your anchor and if your brave enough take a dive on it at low tide. You'll also need to be short scoped as the cove is not wide enough for 5:1 let alone 7:1, if you were to swing in the night. The hiking is great and the views beautiful.
The cove @ Damariscove is very narrow:
Damariscove caretakers cabin:
The outer cove widens out a little:
Seal Bay - Vinalhaven Island
Long Cove Vinalhaven - Beautiful spot if you go up in.

The Basin Vinalhaven - If your have HUGE balls you can make your way in, I've been in in the big boat but I am older and wiser and won't do that again. I suggest anchoring in Long Cove, just around the point, and taking the dink over for a lobster bake on one of the many small islands that dot the Basin.
Inside The Basin - Vinalhaven Island -
Winter Harbor Vinalhaven - Simply amazing you can go way in past the big rock and no one else will follow you:
Carvers Cove (Not Carvers Harbor) best sunrises on the coast

Sand Beach - Marshall Island (great day stop)
Frenchboro / Long Island - Lunt's dock has the best lobster on the planet. This is is second best hike on the coast next to Isle Au Haut.
Wreck Island - Merchant Row:
McGlathery Island (West Side) - Great beach for a lobster bake:
Hells Half Acre (North Side) - Great spot -

Isle Au Haut Thorofare - Moorings put money in coke bottle, best hiking ANYWHERE on the coast. Plan to spend a full day hiking the trails of Acadia. Duck Harbor is nice but has lots of granite and can be poor holding have seen more than one boat on the rocks there.
Duck Harbor - View from Duck Harbor Mountain:
Hiking The West End of Isle Au Haut:
Burnt Coat Harbor Swans Island - Go in and pass the rental moorings near the big building. Go past all the fishing boats and anchor up in the cove roughly across from the church. No morning lobster boat traffic and a nice peaceful spot:
Burnt Coat Harbor Swan's Island:
Over Rated Spots IMHO:
Camden - Crowded but okay spot to provision @ French & Brawn
Pulpit Harbor - Beautiful but usually has one or two mega yachts in there.
Perry Creek - Buggy, little breeze and crowded.
SW Harbor - Blah...
Rockport - Exposed and just kind of okay.
Tennants Harbor - This is a big stop for many but grows old quickly.
Rockland - If you like small city life then it's okay. We go to get away..
Under Rated Spots:
Round Pond - Muscongus Bay
Castine - Quaint village, good provisioning:
Castine Yacht Club:
Dennett's Wharf Oyster Bar & Restaurant:
Belfast - Not as quaint but a cool little Maine town.
Northeast Harbor - Caters to the transient boater.
JO Browns North Haven / Fox Isle Thorofare - Watch all the boat traffic go E to W or W to E. This is a quintessential old school Maine boat yard. Once there go inside the boat shop and take whiff of the best smell since, well, it's just the best boaty smell trust me.
Fox Isle Thorofare:
Stonington - Anchor off town and can provision at the store which is right off the town docks where you can tie your dinghy. Not a good overnight spot.
If JO Brown's does not have it "ya dan't neehd it.."
Robinhood Cove - Ignore the marina end of the cove and head down SW into the long cove good holding and peace & quiet. Beware worst mosquitoes on the cost reside on the Georgetown and Phippsburg peninsulas.
Love Cove Ebenecook - West side of Townsend Gut. This is a good quiet spot away from the hustle & bustle of Boothbay. Usually will have it to yourself.

Seal Cove - Up the Damariscotta River. Go in & leave at mid-high tide so you can get over the shoal spot. Once inside it opens up and is beautiful.

Damariscove Island: This is off Boothbay. Get there early in the day if you want a spot just as the over-nighters are leaving. The bottom holding is heavily kelped so be sure to back down hard on your anchor and if your brave enough take a dive on it at low tide. You'll also need to be short scoped as the cove is not wide enough for 5:1 let alone 7:1, if you were to swing in the night. The hiking is great and the views beautiful.


The cove @ Damariscove is very narrow:

Damariscove caretakers cabin:

The outer cove widens out a little:

Seal Bay - Vinalhaven Island

Long Cove Vinalhaven - Beautiful spot if you go up in.


The Basin Vinalhaven - If your have HUGE balls you can make your way in, I've been in in the big boat but I am older and wiser and won't do that again. I suggest anchoring in Long Cove, just around the point, and taking the dink over for a lobster bake on one of the many small islands that dot the Basin.
Inside The Basin - Vinalhaven Island -
Winter Harbor Vinalhaven - Simply amazing you can go way in past the big rock and no one else will follow you:

Carvers Cove (Not Carvers Harbor) best sunrises on the coast


Sand Beach - Marshall Island (great day stop)

Frenchboro / Long Island - Lunt's dock has the best lobster on the planet. This is is second best hike on the coast next to Isle Au Haut.

Wreck Island - Merchant Row:

McGlathery Island (West Side) - Great beach for a lobster bake:

Hells Half Acre (North Side) - Great spot -


Isle Au Haut Thorofare - Moorings put money in coke bottle, best hiking ANYWHERE on the coast. Plan to spend a full day hiking the trails of Acadia. Duck Harbor is nice but has lots of granite and can be poor holding have seen more than one boat on the rocks there.


Hiking The West End of Isle Au Haut:

Burnt Coat Harbor Swans Island - Go in and pass the rental moorings near the big building. Go past all the fishing boats and anchor up in the cove roughly across from the church. No morning lobster boat traffic and a nice peaceful spot:



Burnt Coat Harbor Swan's Island:

Over Rated Spots IMHO:
Camden - Crowded but okay spot to provision @ French & Brawn
Pulpit Harbor - Beautiful but usually has one or two mega yachts in there.
Perry Creek - Buggy, little breeze and crowded.
SW Harbor - Blah...
Rockport - Exposed and just kind of okay.
Tennants Harbor - This is a big stop for many but grows old quickly.
Rockland - If you like small city life then it's okay. We go to get away..
Under Rated Spots:
Round Pond - Muscongus Bay
Castine - Quaint village, good provisioning:
Castine Yacht Club:

Dennett's Wharf Oyster Bar & Restaurant:

Belfast - Not as quaint but a cool little Maine town.
Northeast Harbor - Caters to the transient boater.
JO Browns North Haven / Fox Isle Thorofare - Watch all the boat traffic go E to W or W to E. This is a quintessential old school Maine boat yard. Once there go inside the boat shop and take whiff of the best smell since, well, it's just the best boaty smell trust me.

Fox Isle Thorofare:

Stonington - Anchor off town and can provision at the store which is right off the town docks where you can tie your dinghy. Not a good overnight spot.
If JO Brown's does not have it "ya dan't neehd it.."