From the Captain:  Sept 18th, 2018

    Ahoy there! Welcome aboard!  It's September!
    We have a slight lull between when school starts up and when the leaf peepers roll in, which yields us some availability.

    Our upcoming availability is as follows: 

Tuesday 18th: No trips planned,  the remnants of Florence be passing through.

Wednesday 19th: 3 open seats 2-4.  Otherwise I'm available. What would you like to do?!
 
Saturday 22nd: I've 2 open seats on a 10-4 sail.

Sunday 23rd: I'm wide open!

Monday 24th: I'm available before 3.
 
We can do more sails if you want to go a different time or have more people in your party than will fit to add to a scheduled sail.  Check our calendar page for what we have coming up and what time is yet wide open.

Check our pricing page for prices and trip descriptions. 

Call or text me concerning the next day or email us to inquire about the future, please check our calendar to see availability, we are busy, as we are good.  We want to get you out on the water.

Come see how great it is!   ​- Capt Daniel Bennett & family

Lifetime Memories Made Fresh Daily

1 min video

Sea the Sights

Touring Maine from the sea is a great way to experience its rugged beauty. 
5 min video

Explore the Islands

Sail to local islands, hike the sights, and have a picnic. 
1 min video

Sail Among the Tall Ships

The best way to see the tall ships that roam the bay, is from aboard ours.
​Photo: Rich Hansen

 Daysails, Custom Trips, Lobsterbakes & Picnics;
from Rockland Maine, we sail Penobscot Bay.​

 Tour with us to see the Camden Hills, the islands, lighthouses, seals and schooners, lobster boats, eagles, and rocky spruce-clad shores, from the largest protected harbor in New England.

Family Business!
I'm Captain Daniel Bennett owner & operator. My daughter, Raya, has crewed aboard for 7 of her 10 years.  My wife, Amanda, helps with shoreside logistics and support as well as our early crew training program for our son, Silas, who at 3 1/2 is just starting to come out as effective crew. 

Together, we run a tight ship and its business, a bit of a homestead and a happy family. Amanda also works in the food and wine industries, as well as making jewelry, awesome food and great communications happen.

We appreciate your patronage by sailing with us and your online support by sharing your enjoyment. ​
Thank You and Welcome! 

Flexible, custom sailing tours 

Choose your own Adventure
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, even our motto is "Do What You Want."  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 best of what the day offers
​and suits you most.
​
​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.
TripAdvisor Certificates of Excellence
​2013, 2014, 2015, 2016, 2017
​
Hall of Fame Certificate
2018
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click image to watch 1min video
We run our 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.
​We tour Penobscot Bay from Rockland's historic working harbor to see islands, lighthouses, lobstering, wildlife and our local fleet of historic, working sailboats.

Imagine sailing along the rugged scenery of Maine's coast aboard Bufflehead: inhaling the tasty light spice of salt in the clean ocean air, hearing the bow splash as we smoothly cruise along the glistening water, waving to passing schooners, spotting wildlife, seeing lighthouses and exploring islands.

Every day is different and the light is always changing. Don't miss out on this authentic Maine sailing experience. Come sail and share the beauty and interest as we explore among the islands of Maine.

6 Years of 5 Stars*

*​ Ok, one 4 star review, because that sail was only "Fantastic."​ 
​Read any of our 120+ reviews, on ​
Trip Advisor, Yelp and Google+ 
because they will get you excited to sail with us!

Kid Friendly Adventure
Our policy is that, for kids 18 & under, you only pay your child's age per hour for your charter! How often can traveling with kids save you money?
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
​in Mid Coast Maine
- Your Guide 
​to Everything Kid Friendly
​in Maine
We are fully equipped to safely ensure an enjoyable day of fun.
  • lifeline netting along deck
  • child, youth and infant PFDs​
  • Extensive safety gear includes radios, multiple hand and electric pumps, signal flares, fire extinguishers, tools, spares, and an extensive first aid kit.
  • We also have coloring paper and crayons, usually some toys as well as a stereo and USB charging outlets!
  • We have a large tank of drinking water, as well as some in the fridge and room in there for your stuff too.
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 2018.