Sailing charters along the Maine coast aboard a classic, comfortable, beautiful wooden Sail Boat.
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Sailing Amidst the Maine Windjammers. Local historic working sail, gone from dirty work to the passenger trade. Here, they're anchored in Rockland after an annual race, Bufflehead gliding along on the faint breeze like magic.
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See Lighthouses from the water! They make a lot more sense. Most trips get us by at least two lighthouses! Here, Bufflehead turns the homeward corner by Owls Head light.
Captain's log: September 23rd, 2023
Sunday and Tuesday look great.
Call me if you want to get out on the water soon!
I just lowered prices for fall discounts, and am offering 10% off for Maine residents!
I have some availability this week.
Ahoy there! Welcome. We have our calendar open for this 2023 sailing season here on the Maine Coast. It's got some dates booked, but has a lot of room yet for your special sailing mini adventure.
Sail to see the Maine MidCoast on one of the sights yourself. It's my twelfth year offering custom sightseeing sailing trips & island visiting mini adventures, with more than a decade of (almost only) five star reviews, and more than thirty years professional experience as a sailor.
Come see why Bufflehead, I and my crew (my kids) have been a top rated activity in Rockland for years now. See the Maine coast as it should be seen, from the water, under sail. We are excited to share our beautiful world, its interest and history from aboard the best sailing boat around.
Please, please, look at my calendar to see when in the future I am already booked and the open times available to customize around your plans.
I have a few commitments ( that don't show on the calendar) in the half the week (Wed-Sat) when I get my kids, especially as school season and sailing season overlap. I am wide open and "kidless" on Sunday, Monday & Tuesday, and open for all day adventures with them on Thursday and Friday in the summer.
Please enjoy the information here on my site about us and the area.
The pictures are all of us and what we do.
There's much more info on this site for you About Rockland+
and Before and After pages, as well as -
More pictures of what we do are on my Instagram
You can look at the hundreds of reviews,
on Trip Advisor,
read an article from when we started in the Bangor Daily News,
Come sail with us to experience our local sights on the quickest, quietest, prettiest of them. We've been top rated for the last ten years, come explore our coast and see why Maine is different.
Check the calendar page to check availability then contact me to make a booking directly.
Check the Charter Options page for prices and trip descriptions.
Contact me by email, phone, text or the contact form on the website, and I can put your booking on our calendar!
Come see how great it is! My kids and I welcome you aboard our boat and to our area.
- Capt Daniel Bennett
Sail to see the Maine MidCoast on one of the sights yourself. It's my twelfth year offering custom sightseeing sailing trips & island visiting mini adventures, with more than a decade of (almost only) five star reviews, and more than thirty years professional experience as a sailor.
Come see why Bufflehead, I and my crew (my kids) have been a top rated activity in Rockland for years now. See the Maine coast as it should be seen, from the water, under sail. We are excited to share our beautiful world, its interest and history from aboard the best sailing boat around.
Please, please, look at my calendar to see when in the future I am already booked and the open times available to customize around your plans.
I have a few commitments ( that don't show on the calendar) in the half the week (Wed-Sat) when I get my kids, especially as school season and sailing season overlap. I am wide open and "kidless" on Sunday, Monday & Tuesday, and open for all day adventures with them on Thursday and Friday in the summer.
Please enjoy the information here on my site about us and the area.
The pictures are all of us and what we do.
There's much more info on this site for you About Rockland+
and Before and After pages, as well as -
More pictures of what we do are on my Instagram
You can look at the hundreds of reviews,
on Trip Advisor,
read an article from when we started in the Bangor Daily News,
Come sail with us to experience our local sights on the quickest, quietest, prettiest of them. We've been top rated for the last ten years, come explore our coast and see why Maine is different.
Check the calendar page to check availability then contact me to make a booking directly.
Check the Charter Options page for prices and trip descriptions.
Contact me by email, phone, text or the contact form on the website, and I can put your booking on our calendar!
Come see how great it is! My kids and I welcome you aboard our boat and to our area.
- Capt Daniel Bennett
10 Years of 5 Star Reviews** Ok, one 4 star review, because that sail was "Fantastic, Wish I'd gone longer." *And one "boring" evening sail in mid October '21.
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Explore the Possibilities
Sea the SightsTouring Maine from the sea is a great way to experience its rugged beauty.
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Explore the IslandsSail to local islands, hike the sights, and have a picnic.
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Sail Among the Tall ShipsThe best way to see the tall ships that roam the bay, is from aboard ours.
Photo: Rich Hansen |
Tour with us to see Rockland's fascinating harbor, the Camden Hills, islands, lighthouses, seals and schooners, lobster boats, eagles, and rocky spruce-clad shores, from the largest protected harbor in New England aboard a beautiful classic wooden sailboat that rides like a cross between a magic carpet and a Cadillac.
Also 2018, 2019 & 2020. 10 Years of only five star reviews. (Except for a four star "Fantastic.") (And one two star from folks with illegal requests...)
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Lifetime Memories Made Fresh Daily |
Flexible, custom sailing toursChoose your own Adventure |
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Book a sail on Bufflehead because flexible scheduling allows us to offer a quick highlight to your trip, or a full day of sights, memories and meals. It also makes planning your vacation easier. We sail when you want, for how long you want, our motto is "Do What You Want." We are bound to see at least one lighthouse in our interesting harbor, and more in the sailing paradise beyond. You're welcome to bring anything you like, or we can cater you.
My mission is to see that, in the time and tides we share aboard, I'll find you the most of what the day offers and suits you best.
Our family offers Maine sailing charters of the beautiful coast aboard a classic wooden boat; custom daysail charters for up to six people on a safe and nimble 32' gaff sloop. Sunset sails, lobsterbakes, island picnics and night sails are also options. You can bring whatever food or drinks you like, or we can cater local delights to complete your Maine experience, and let us support or spoil you as we're known for doing. Special events are our specialty, as well as making the ordinary extraordinary.
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I run my boat to create memorable custom experiences
for our guests, 1 - 6 people at a time, doing what YOU want. |
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Bufflehead sails the area so much that people often recognize us & call out with greetings from the shore.
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Family Business!
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I am Captain Daniel Bennett owner & operator. My daughter, Raya, has crewed aboard for 9 of her 12 years, knowing navigation, she qualifies as first mate. Silas, my son, at 6 1/2, is our able deckhand and tour guide with three years of experience already.
Together, my kids and I run a tight ship and its business, a bit of a homestead and a happy family. Silas's mom works in the food and wine industries, as well as making jewelry, and much else. Raya's mom is a teacher and a dancer. I try to keep house, be a good single dad and run this business which supports our family. We appreciate your patronage by sailing with us and your online support by sharing your enjoyment through taking the time to review and share your posts. |
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Thank You and Welcome!
We look forward to hosting you on your unique experience.
We look forward to hosting you on your unique experience.
Kid Friendly Adventure |
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We do provide and ask that, in accordance with State law, anyone under 11 wears a PFD.
Vacation planning with children can be difficult, we make it easier.
The constantly changing scenery and variety of sights, and the workings of a sailboat and the grand schooners and working boats around us are endlessly engaging for the antsy and curious. A Magical Family Sail |
We are fully equipped to safely ensure an enjoyable day of fun.
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I, Captain Daniel Bennett, made, maintain and administer this website,
with help from the awesome, talented and wise Quinton Donleavy,
and I claim all contents as Copyright 2021.
with help from the awesome, talented and wise Quinton Donleavy,
and I claim all contents as Copyright 2021.
