Rocky Coast of Maine sunset

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The Siren Call

For years I wanted to sea kayak the Bold Coast, the final section of the Maine Island Trail from Machias to Lubec.  Over many years I had section paddled the rest of the Trail.  When I started sea kayaking on the Maine coast over 30 years ago, my intention was to explore the nooks of the islands and the crannies of the rocky shore.  But as I did a few multi-day sea kayaking trips every year in Maine, I eventually realized I had done all the other sections.  The Bold Coast always seemed so imposing with its rugged coastline, strong currents, cold water, and foggy weather.  I had heard stories that there was nowhere to land and that the Bay of Fundy 20-foot tides and swirling currents would capsize boats.  Yet the siren call of that section echoed over the years for me. 

Sea kayaking Maine Coast
Section paddling the Coast of Maine

The Whale Whisperer’s Call

My daughter Amelia and I had enjoyed paddling overnights a few times in the Lubec, Campobello, and Deer Island area. Therefore, we were quite familiar with the strong currents.  Amelia is a whale whisperer. She often begs me to return to the Cobscook Bay area to paddle with whales.  Due to her uncanny ability to know where the whales were on any given day, we shared the water with minke and fin whales on every trip.  While we were too early to see humpbacks, the frequent sightings of marine mammals such as dolphins, gray and harbor seals, as well as whales, is an amazing experience.

whale
Whale spouting

Pre-Trip Anxiety

So on a weeklong family trip in the Jonesport area, I made plans for a sea kayaking day trip on this section of the coast of Maine. Besides, it had been gnawing at my adventure spirit for too long. The plan was for Amelia, her partner, and me to go. But at last minute, Amelia’s partner couldn’t join the trip.  So we were down to two paddlers.  Normally, that wouldn’t phase me but for this section I thought having three kayakers would be much safer.  I had read so many ominous trip reports that I considered cancelling the attempt.

Frankly, I was scared to try it with two people. Even though I’ve led sea kayak trips across the globe, a big imposter syndrome set in. I told Amelia it would take an exact convergence of perfect weather and the proper timing of the tides for me to go. I also had the stipulation that when we got out of Cutler harbor into the open ocean, I would do an intuition check. Then I would determine if I felt like it was safe for us to go.

bold coast chart
Chart of the Bold Coast section

Planning and Logistics

To consider embarking on the trip, I needed a stable high-pressure system to sit for a couple of days in the Bay of Fundy.  Also, I wanted a NOAA weather report predicting 5 knot winds or less.  I’ve always used Maine Harbors for all the relevant information I need.  In order to maximize riding the currents running south to north in the bay and the morning calm, I chose a day with an extreme low tide right at sunrise. If we could leave on a calm early morning sweet spot, the chances for success increased.

Sea kayaking Maine Coast
Low tide at sunrise

The plan was to leave the Cutler boat launch at 7 am and finish the paddle before the tide turned against us around mid-day. We dressed for immersion, reviewed our safety protocols, and carried the proper rescue gear.  We packed food and water and arranged our shuttle to take out at Carrying Place Cove near Lubec.  Additionally, we packed extra water for ballast in Amelia’s boat.  For those who care, we used Necky Lookshas –17 foot and 14 foot boats and Werner paddles.

Interested in the best gear for sea kayaking camping trips, check out my comprehensive guide.

sea kayaks
Our kayaks resting after a long paddle

On the Water

That morning all the right conditions were in alignment. We did the predawn hour-long drive to Cutler harbor to launch precisely at extreme low tide. The sun was just peeking up.  Hitting the timing and tide perfectly boosted my confidence that we would be able to complete the paddle. 

Cutler harbor
Cutler harbor in the early morning

As I paddled on the glassy, sunrise tinged water of the harbor my body felt the familiarity of countless previous sea kayak trips. The faith surged into me that we would be safe. Now I was psyched for our Bold Coast adventure .

Soon, we were moving past Fairy Head where I could see tents of hikers on the Bold Coast Trail high on the cliff.  This spectacular trail offers dramatic cliff-side hiking on the Cutler Coast section.  It reminded me of paddling below Pictured Rocks in Lake Superior where the hikers look down inaccessible cliff faces at paddlers.  And never the two shall meet.

The tide was picking up so Amelia and I paddled closer together.  We watched a pod of Atlantic White-sided dolphins glide past.  These sleek animals were curious about us and surfaced many times around us as we floated along.  Finally, they decided our very stiff kayaks were not very interesting to play with so they swam off.

Bailey’s Mistake

We continued along the coastline and confirmed the lack of good landing spots.  During the first hour of the trip we avoided the refracting waves along the rocky shore but kept within sight as we planned to check out a cove with a possible landing beach called Bailey’s Mistake. 

Sea kayaking Maine Coast
Paddling toward Bailey’s Mistake

The story behind the name is captured in these lyrics from the song “Captain Bailey’s Mistake.”

Good friends gather round, and the truth I’ll relate,
How a cove near Lubec became Bailey’s Mistake;
There was a bold captain whose name was Bailey,
And his ship ended up where ’twas not s’posed to be.

So here’s to our captain, where e’er he may be,
A friend to the sailor on land and on sea;
Ye mariners all, weigh the risks that ye take,
Lest you be remembered like Bailey’s Mistake.

Even though Captain Bailey never found the Quoddy Narrows he sought, he did have a load of lumber in his ship when it ran aground. Conveniently, the captain and the crew built houses and settled there. Talk about making lemonade out of lemons.

Our stomachs started growling right as we rounded the head into Bailey’s Mistake.  Like the gift of our perfect paddling conditions, we were bestowed a gorgeous lunch beach.

Lunch stop at Bailey’s Mistake

Riding the Escalator 

After our quick lunch, we decided to try to catch the offshore tidal currents to get the “escalator ride” I had read about in trip reports.  But getting on the escalator is counterintuitive. Instead of hugging the shore where there is a perceived feeling of safety, we needed to venture about a mile and a half off-shore to catch the best current.  The escalator runs at a speed of about 6-7 knots.  My normal paddling speed is 2-3 knots so it’s quite a boost.

We intrepidly headed out, not entirely certain we would find the fabled fast current.  But suddenly we crossed a strong eddyline and took off like a race car that had just been shifted into high gear.  We flew past lobster buoys and watched the distant coastline whisk by us.

With the escalator ride we ended up paddling the 18 miles of coastline in under 4 hours including a lunch stop.  Certainly, this was by far the fastest I’ve paddled that distance while sea kayaking on the Coast of Maine.

Riding the Escalator Current in the Bay of Fundy. Sea kayaking Maine Coast
Riding the Escalator Current in the Bay of Fundy

The Old Lobsterman

We were in sight of West Quoddy Head and the take-out at Carrying Place Cove when we saw our first boat of the trip, a small lobster skiff working near the shore.  Amelia yelled out “Koala Wallace” and took off after the boat.  I tried to follow her but she was paddling like a lunatic to reach the lobster boat criss-crossing the small bay.

I remembered a story she had told about meeting an old lobsterman named Johnny Wallace a few years ago when she and her partner Pete camped in the area. In the spirit of any budget camper, they had found a wonderful place to pitch their tent above high tide in Carrying Place Cove.  Since Johnny launched from a slice of the cove he owned, they asked his permission to camp. The old lobsterman’s answer was hilarious. “We don’t want any dope suckahs out here.  You can camp here as long as you ain’t one of them dope suckahs.”  They assured him they were not and were allowed to camp.  Over the next few days, Amelia and Pete had many amazing interactions with the codgy lobsterman.  He gave them fresh lobster and they entertained each other with stories of their different lives.

The reunion with the lobsterman who my daughter nicknamed Koala Wallace was filled with Down East nostalgia.  I cherished meeting him when we all finally landed on the shore at Carrying Place Cove. I got to hear the stories he regaled them with in the past.  Pretty precious moments.

Fog rolls in over the boat of Johnny, the Maine lobsterman, as he approaches the beach.

Perfect Timing

We also celebrated the completion of our Coast of Maine sea kayaking adventure.  We marveled at how fast the current had swept our boats along the Bold Coast.  Additionally, the ever changing marine weather had given us reprieve for the morning because the moment we landed on the beach, a dense fog descended.  Had we waited even an hour to launch, it would have been an entirely different trip.

Sea kayaking Maine Coast
Celebrating the finish of the paddle trip

Epic Adventure?

People always ask me about epic outdoor adventures I’ve had.  But the truth is that paddling the Bold Coast the way we did it was not an epic paddle. Instead it was a well-planned, well executed trip where we carefully unstacked each risk factor so we could enjoy an amazing day on the water. 

float plan
Our detailed float plan alternatives

However, sea kayaking the Bold Coast of Maine remains one of those “don’t do this at home, these are professional drivers on a closed course” kind of adventure.  In sum, plan carefully, be conservative with safety, stay on shore or bail out if the risk factors start to stack up, know what you are doing.  Don’t have an epic paddle with no stories to tell.

It’s critical to build sea kayak skills and open water judgement. My friend Susan writes about gaining skills in her post about sea kayaking in the Apostle Islands in Lake Superior.

For more Maine sea kayaking information, visit these posts.

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30 Comments

Kelly · December 21, 2019 at 3:21 am

Wow! What a great guide! I’ve never kayaked the coast of Maine but would love to do it and check out the amazing wildlife along the way! Thanks so much for sharing!

    Karen · December 21, 2019 at 9:19 am

    The coast of Maine is an amazing sea kayaking destination. Camping out on the islands of the Maine Island trail is divine. There is nothing like waking up on an island with the lobster boats circling and seals hauled out on a rockweed encrusted rock. And to see a whale from a kayak is the definition of humility.

Zara · December 22, 2019 at 6:05 am

Looks like you had a great sunset too!

    Karen · December 22, 2019 at 9:49 am

    We did have a great sunset after the trip. The picture, in all honesty, is one of my many Maine coast sunset photos. Nothing like a Maine coast sunset (or sunrise).

Joe Rooney · December 22, 2019 at 8:42 am

I’m looking for trips to do this spring/summer and thank you so much for sharing! Great story! Please write more about kayaking in Maine!

    Karen · December 22, 2019 at 9:52 am

    I have so many stories of trips, it going to take awhile to catch up with them on the blog. I hope to write about the Maine coast in the future. Let me know if you need anymore information in the meantime.

Meghan Emcee · February 5, 2020 at 6:56 pm

Kayaking on the Bold Coast of Maine sounds AMAZING! Thanks for this great guide, will definitely have to plan a trip like this one day 🙂

    Karen · February 6, 2020 at 8:16 am

    It’s a special place and with the right planning and good weather it’s an amazing paddle. Hope you do it.

supal · February 5, 2020 at 8:53 pm

how amazing! I hope you celebrated a successful trip with lobster rolls! Dying to visit and do more in Maine

    Karen · February 6, 2020 at 8:15 am

    Maine is a beautiful outdoor area. One I return to every year. And yes we did have lobster afterwards.

Tania Muthusamy · February 6, 2020 at 7:24 am

I love that you saw dolphins while sea-kayaking. What an amazing experience.

    Karen · February 6, 2020 at 8:13 am

    Sea kayaking with dolphins, whales, seals and sea birds has always been a trip highlight for me. The immense beauty and surprise to see them is thrilling.

Anna · February 6, 2020 at 9:26 am

What a great kayaking adventure! I wish I could explore the coast of Maine myself one day! Seeing whales would be such a unique experience!

    Karen · February 6, 2020 at 8:31 pm

    It’s such a surprise to paddle with a whale. Some close encounters and other times watching spouting in the distance. I’ve encountered whales while paddling in Maine, Newfoundland and Alaska and each time is a majestic experience.

Amy · February 7, 2020 at 7:41 am

I have never kayaked before but now I want too! Soo much useful information! 🙂

    Karen · February 16, 2020 at 9:44 am

    Sea kayaking is a very accessible activity for beginners. Hope you give it a try.

Tranquil Trekker · April 27, 2020 at 6:04 pm

Sea Kayaking is one thing I haven’t done yet, I’d LOVE to get that close to the animals, it’s definitely on my list!

    Karen · May 10, 2020 at 6:28 pm

    Sea kayaking is a very accessible sport especially if you go with a good guide and sea kayak company to learn.

Susan · April 28, 2020 at 7:24 pm

Karen! This is such an incredible adventure! I really appreciate that you share how much planning you put into this – it’s clear that this is something that requires expertise and knowledge of the water. Thanks for taking us along with you through this post 🙂

    Karen · May 10, 2020 at 6:31 pm

    Yes, there is much planning and knowledge of the ocean conditions, but the biggest skill is to be able to sit on the shore if conditions aren’t safe. I’ve been windbound on many islands over my years of kayaking. Gear lists don’t often mention it, but an essential piece of gear on a multiday sea kayak trip is a good book.

Tara · April 29, 2020 at 10:15 am

I agree that planning things out really helps a trip to go smoothly, but this is still an epic adventure in my book! I have camped in this area and really enjoyed it, but I have only been sea kayaking once (with a guide), also on the coast of Maine, but much farther south. Your photos really capture the Maine coast – one of my favorite places!

    Karen · May 10, 2020 at 6:36 pm

    I try to discern between lowercase epic where good planning, skills and judgement yield an incredible outdoor adventure and uppercase EPIC where poor planning, exceeding skills and yahoo mentality yields outdoor adventure safety based solely on luck. This was the former for us. I love the Maine coast too–so many stories and opportunities of adventures there.

Josy A · April 29, 2020 at 6:51 pm

So much of this is amazing! It’s sooo cool that you have paddled with whales!

I love the idea of Bailey’s escape. It’s good that you found out the history behind the name, as that somehow makes it even more fun. Are the houses they built still there?

I wonder if you had not planned quite so well if it would have seemed more like an epic adventure? I have to admit, I like your way better – plan for every eventuality, then it is less likely to turn into a nightmare/ source of “type 2 fun”!!

    Karen · May 10, 2020 at 6:48 pm

    Josy. It is fabulous to paddle with whales. I’ve done it in Maine, Alaska, Newfoundland, and New Brunswick. Always awesome.
    There are still a few houses in Bailey’s Escape but I’m not sure if they are the originals built when they ran aground.
    Nightmare and epic are not words that I like to combine in a sentence (-;

Naomi Liz · September 7, 2020 at 2:53 pm

Awesome post! I’m from central Maine originally and love all things inland Maine, but a few years ago I fell in love with Deer Isle. I’ve been wanting to take a multi-day sea kayaking trip there every since! Just recently, I hiked part of Cutler Bold Coast Trail and we saw a sea kayaker down below the cliffs…and now kayaking Bold Coast on my list too! I appreciate the level of detail you included and the risk factors. I’d definitely go with an guide since I don’t have experience. Seems like an incredible experience!

    Karen · September 10, 2020 at 10:26 am

    I hope you do get to take a sea kayaking camping trip along the Maine coast. There are so many great areas to explore in the Deer Isle area–amazing islands to camp on too. It is good to go with a more experienced person or a guide when you first start out. With wisdom about the weather and sea conditions, there are some reasonable first paddle areas in the Deer Island area. Certainly, the islands off Stonington come to mind. I don’t advise starting with the Bold Coast but there are plenty of other places to start.
    I was just kayaking in the Swan’s Island area off Acadia for the last week. I’ll have a post on that soon. Sign up to my newletter to find out when it comes out.

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