Captain's log: August 13th, 2019

     Ahoy there! Welcome.  Summer is rolling along. I've been sailing daily to make memories for our guests.  I am taking a few days off this week to be with family that is visiting.  My next availability is Sunday Aug 18th, before 11:30 or after 4:30, then Monday and onwards as indicated on the calendar page here.  

     Come sail with me to catch our local sights on the quickest, quietest, prettiest of them.
     We've been top rated for the last seven years, come see why.

     This summer I am aiming for a bit more family time and some projects ashore, so I'm bound to have a bit less work time sailing available.  There's much more info on this site for you About Rockland+ and Before and After pages, as well as -

Check our calendar page to check availability or make a booking for 2019.

Check our Charter Options page for prices and trip descriptions. 

Come see how great it is!   My kids and I welcome you.   ​- Capt Daniel Bennett

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!
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Occasionally we sail for pleasure. Off on a family jaunt here, Raya is trying her new wetsuit while we're anchored.
I'm Captain Daniel Bennett owner & operator. My daughter, Raya, has crewed aboard for 8 of her 11 years.   Silas, my son, at 4 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. 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 dad and run this business.

We appreciate your patronage by sailing with us and your online support by sharing your enjoyment. ​
Thank You and Welcome! 
We look forward to hosting you on your unique experience.

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, 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 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
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.
​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.

8 Years of 5 Stars*

*​ Ok, one 4 star review, because that sail was only "Fantastic."​ 
​Read any of our 140+ 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? 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
​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 2019.