Brewster House Bed & Breakfast (Freeport, Maine Coast)

Category Archives: sailing options


July 7, 2014 by Kelleigh Dulany

“Boating Portland, Part I”, was the first part of this encyclopedic  compenduim, so start there and catch up before you dive in here!

Tour boating captain in blue shirt standing at the helm of his boat

At the helm – Atlantic SealCruies

OK, so we’ve moved up the coast from Portland to Freeport!  I’d love to tell you that there were multiple boating options from our hometown, but I only know of one, Atlantic Seal Cruises, with Captain Ring from Harraseeket Harbor in South Freeport (& Cook’s Lobster House on Bailey’s Island), but when you add in “the neighborhood,” there are AMAZING BOATING CHOICES FROM FREEPORT, & east!   Captain Ring is very entertaining, and works most of the year a commercial tug captain.  You’ll pick up some lobster traps, he’ll show you some seals, osprey, eagles and you’ll spend an hour on Eagle Island at what was the former home of the famous Arctic explorer, Admiral Peary!  Tom and his Wife actually owned a B & B on the Harraseeket waterfront, and he always raves about Brewster House when he stops by! He also does some special trips to Seguin Island light and fall foliage cruises.

A new opportunity locally is a husband and wife team, Bethany & Perry, who would love to share their 31’ ketch, “Tevake”, or their new acquisition, a beautiful dark green 70’ schooner, “Alert.” They sail out of Cooks by the Bailey/ Orr Island granite bridge, off Harpswell Neck. They offer a myriad of 2 hour to 6 hour charters on either yacht. Both boats are beautiful and they sail the local waters of Merriconeag Sound to Casco Bay. I can’t wait to have the time to sail with them! I would recommend this as the premier local sailing opportunity, the dock is a gorgeous 30 minute drive from Brewster House and their prices are very reasonable, and lunch or dinner awaits at Cook’s!

We don’t get a lot of questions about boat fishing, but enjoying ocean fishing myself, I’ll offer a little information.  The “Barbarian III” out of Harpswell is a good example.  Chartering a sport fisherman is a blast, but it’s expensive enough that you’ll want to share the trip (& the stories) with some buddies.  $350 – $450 for a four hour trip is typical (for the whole boat), with $700 – $800 for an 8 hour shark or tuna fishing adventure.  Further, keep in mind, the premier sport fish in Maine are stripped bass or bluefish.  As they are both pelagic (they migrate), the fishing is best in either mid May to the end of June, or September to mid-October.

White cabin cruiser boating opportunity with outriggers at dock

Further afield (or should I say abay), but one heck of a daylong adventure, would be a trip to the lovely, rugged and wild Monhegan This would be an excellent adventure for those enjoying longer stays at Brewster House!  The May edition of Down East Magazine has a great piece about Monhegan, and it’s struggle to keep a year round population. The island is about 8 miles offshore, just short of 2 miles long, and very high and rocky. Its’ jewels are a year round community of artists and a very hardy community of lobster fisherman who only pursue their quarry in Winter, when prices for the delicious sea spiders are higher. It is a lovely place to hike and explore, and at the end of your hike, there’s even a local micro-brewery (the Monhegan Brewing Company) to reward your efforts! You can depart from either Boothbay or New Harbor (either of which is about 50 minutes east of us). Ferries depart at 9AM or 2PM, and you are asked to be there 45 minutes early I would recommend reservations. Bicycles are not welcome, although, you can arrange to bring your kayak!

Yellow & white hulled large schooner at anchor with blue sky behind

Schooner Heritage at anchor

Lastly, and really more of a “mid-coast” adventure is life experience you should not miss! That would be the traditional fishing schooner Heritage at anchorschooner charter fleet that sails out of Penobscot Bay These are largely classic, former fishing schooners, 75 – 150’ in length, that go out for 3 to 10 day trips, complete with crew, all meals provided, and you participate in running the boat as much (or as little) as you like. My Sister, cousin and myself took a 6 day trip on the “Heritage” in August a few years ago and had a wonderful, relaxing trip… TV’s or other distracting electronics, laying on deck at night watching the meteors and satellites, just quiet, extraordinary views of the sea, mountains, islands and marine life aboard a comfortable large, powerful schooner equipped with fabulous water toys, like sailing dinghies, rowing dinghies, etc. Food is prepared on a woodstove and of remarkable quality and taste. Don’t forget your wine!! And, don’t forget to start and/ or end you adventure in the luxurious comfort of Brewster House, at the turn of the Maine coast!


Boating Portland, Part 1

June 21, 2014 by Kelleigh Dulany

Brewster House Bed & Breakfast, Freeport, Maine

Wow, boating Portland offers so many great boating opportunities, this blog will be confined to that City, and I’ll follow up with a subsequent blog for boating choices from Freeport, and East.  Commercial St. is 20 minutes from our door, so after the bustle of a day on the water, and lunch or dinner around the Portland waterfront, there is no better respite than a glass of wine on the porch of Brewster House on the quiet north side of little ole Freeport!

Please refer back to my piece of July 29th, 2013.  In that blog I referred both to Atlantic Seal Cruises and The Portland Schooner Company.

Wendameen on a port tack

Wendameen on a port tack

The Portland Schooner Company runs two vintage, beautiful schooners “Bagheera” & “Wendameen” several times a day, including sunset cruises  Sailing is a beautiful & unique experience in which the power of nature is both moving and soothing!   See their website for schedules.  This experience  is very economical and exhilarating, when there is wind!!  Our Seafarer Adventure Package includes a trip with Portland Schooners for two!

A simple and inexpensive approach to appreciating Casco Bay by ferry would be Casco Bay Ferry Lines  They offer a great variety of adventures, everything from the “Mailboat Run” (to most of the inhabited islands in the Bay) for a 3 hour round trip for just $16, to “Sunset” and “Sunrise” runs.  Can you think of a better way to while away a few hours, taking in the Bay on a summer day?  I’ll bet you can bring your own cooler too!

Of the same ilk, but a hair more tourist oriented would be Portland Discovery Land & Sea Tours  While much of their business is bus based, they do sell a couple of “Lighthouse Tours” of the Portland Casco Bay area, one of which is a sunset tour!  All for a piddling sum!

White & Blue hulled lobster boat with smiling crew aboard

Lucky Catch Lobstering

One of our favorite themes is lobsters, so the Lucky Catch Lobstering Tours are a hoot!  For $30 (adult), you’ll get to participate in being a lobstaman (or lobtsawoman) and even take home a lobster for dock price!!  These tours are 1 hour 45 minutes, and they also lead seal watches as well.  Seals remind me of dogs a bit.

Humpback tail on wate & Tour Boat

Odyssey Whale Watch

There are whale watch boats from both Boothbay Harbor and Portland, but for this installment, we’ll confine our attention to the latter.  Odyssey Whale Watch Tours operate a good size boat (above) out of a Commercial Street wharf.  They leave at 2PM in season, and go out up to 20 miles out for a 4 hour trip, during which you may see humpbacks, fin whales, minke whales, and often porpoises.  Remember, on any of these trips, once you leave the dock, the air temperature will reflect the sea temperature (which is now in low 50’s), so bring an extra layer!  It is an amazing experience to hang at the bow of the boat looking down at porpoises riding the bow wave, as they turn and look back at you!

Whatever your taste in ocean adventure, Brewster House has the best beds (choice of pillows, choice of layered blankets, ironed sheets), quietest rooms and most incredibly delicious breakfast in Freeport, so come back to recoup!!   We’ll deal with the Nova Scotia Ferry as a whole other subject!  Remember, this is only Part One!  Next blog, we’ll work up from Freeport North and East to New Harbor, stay tuned!!

More Boating Ideas

July 29, 2013 by Kelleigh Dulany

Scott & Mary
Brewster House Bed & Breakfast, Freeport, Maine

At the risk of being repetitive, time for more local boating opportunities…..  Listen, Maine is all about outdoors, and we’re smack in the nexus of a fabulous coastal ocean and river recreational paradise.  Note the root word “recreate.”  Isn’t that why we come to Maine??  Hey, we all know about the local shopping and eating options, but that’s not how Maine creeps into your “geeze, I can’t wait for vacation” thoughts!
Having a long sailing, fishing and general boating history, I’m working on making it a primary mission to know all the best local options for you to enjoy what we have here.  Did you know Casco Bay has 228 islands?  This afternoon, I had the rare chance to jump on Bella (my trusty motorcycle) and cruise over to Harpswell Neck to meet Captain Barry Commett of the Barbarian III.  Barry’s been on Casco Bay for over 30 years and has recently acquired a beautiful 31’ Eastern powered by a hefty Cummins diesel, which cruises at 16 knots (18 mph).  Barry can take you fishing for cod, mackerel, shark or tuna, although my personal choice would lean towards striped bass or bluefish (piranhas of the east coast).  Barry also loves to share the natural beauty and features of the Bay with his clients, and is just as happy to take you on a seal, eagle, osprey, eider natural tour, while pulling a few of his lobster traps on the way.  The Barbarian is immaculate inside and out, even featuring an oriental in the cabin!  Barry can take up to 6 out for a four or eight hour adventure.  By the way, stripers and blues bite better in May/June or Sept./October when they’re headed from or to the Chesapeake Bay area.  Barry’s website is  At $350 for ½ day, or $700 for 8 hours, this is a premier and custom experience.  Understand, owning, insuring and operating such a vessel does not come cheap!!
Captain Tom Ring takes folks alternately out of Freeport, or Bailey Island.  His mission is more often destination oriented, including lighthouse cruises or Eagle Island (the home of Artic explorer Admiral Robert Peary) visits, with narrated trips out and back pointing out natural features,  fauna, historical items and other nautical lore.  He also pulls a few lobster traps and carries you on a converted 40’ Novi lobster boat.  “Atlantic Seal Charters” is a bit more touring oriented , and carries a healthier compliment of passengers (24?).  Their website is   These trips are typically 3 hours, and also offer some hiking around the Island.  Cost is only $35 – $55/ person, depending on the trip.
The Brewster House has a long standing relationship with Portland Schooners, for that traditional  (but short) Maine traditional coastal schooner experience.  True, you have to drive to Portland, but the good news is that you’re there to eat and drink before and/or after your sail.  It’s very reasonable at $39/ adult, each carries up to 30 people, but keep in mind it’s a sailboat……only really entertaining if there’s wind. I n Maine, your best odds for that are between noon and 5PM, unless you’re lucky enough to have a weather front come through when you’re on the boat.

I have my eye out for local sailboat charter guys, more on that later……..    As in all things, “you get what you pay for!”  Above all, if it’s not raining (and even maybe if it is), do yourself a favor and PLAY ON THE WATER to experience the real Maine!!

PS – I was a little off on the Downeaster, it’s more like $44 – $49 round trip from Boston’s North Station.  My Sister who lives in Newburyport is still convinced that would beat sitting in Sunday night traffic for 5 hours!!

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