Our Passion under full sail on Buzzards Bay

Mattapoisett & Woods Hole · May–September

Private Sailing Charters on Buzzards Bay


Aboard Our Passion, a 42-foot ketch sailed by her owners. Up to six guests, the whole boat to yourselves.

Photo: Jillian Rollins Photography

TwoUSCG-licensed captains
Owneroperated
Nevera shared boat
Swimmingwelcome
24five-star reviews
Sixguests maximum

Our Vessel

A proper bluewater ketch, not a crowded tour boat

Our Passion is a 42-foot Pearson 422 ketch, owned and sailed by the two captains who maintain her. When you book, the whole boat is yours: just your group, up to six guests, and the water.

Main, genoa and mizzen, in whatever combination the day calls for. A 58 horsepower Westerbeke diesel takes over when there is not enough wind to sail.

Our Passion under main, genoa and mizzen

The Charters

Four ways to spend a day on the water


Full Day Charter

Cuttyhunk, at the outer end of the Elizabeth Islands. It is such a magical place.

$2,200 · 8 hours

5-Hour Charter

Hadley Harbor or Eel Pond, two of the prettiest anchorages anywhere on the bay.

$1,375 · 5 hours

4-Hour Charter (Half Day)

Across toward the Elizabeth Islands, out into the middle of the bay, or over to a harbor like Marion.

$1,100 · 4 hours

3-Hour Charter

Three relaxed hours off Ned’s Point Light, in the morning, the afternoon, or timed for sunset. For a sunset with time to explore first, choose four or five hours.

$825 · 3 hours

Every rate is for the whole boat, not per person. See all charter options

Sunset over Buzzards Bay from under sail

Where We Sail

Mattapoisett and Woods Hole

Most charters leave from Mattapoisett, centrally located along the middle of the bay’s northern shoreline. Woods Hole puts the Elizabeth Islands and Martha’s Vineyard within closer reach. Tell us which is easier for you.

Buzzards Bay is widely considered some of the best sailing grounds on the Atlantic coast of the United States. It delivers a reliable southwest breeze nearly every summer afternoon, and it never feels crowded.

★★★★★

Five stars across two dozen reviews

From guests who sailed Buzzards Bay with Captain Mason and Captain Lynne:


“Amazing private sailing charter with Capt. Lynne. She showed us all around Buzzards Bay and Woods Hole. We departed from Mattapoisett and had a beautiful and very memorable day.”

D. W.

“Our Passion is a beautiful and spacious vessel, easily accommodating our group of 6. I was very excited to go sailing for my first time and every question and curiosity was answered with pleasure.”

Steven E.

“I booked a sail with Captain Mason and Captain Lynne for my best friend’s bachelorette party and it was the best part of our whole weekend! Lynne and Mason were so accommodating and worked with us to reschedule.”

Julia L.
“I took a sunset sail from Mattapoisett and was treated like a Rockstar by Capt. Lynne and her crew. Best day of my summer!” Paula H.
“It was great fun to jump off the boat for a swim and return for some snacks under the back drop of a beautiful sky as the sun set.” Katie S.
“We left Mattapoisett and Mason and Lynn took us on a relaxed sightseeing trip. He even let me take the helm, I sailed under the Woods Hole drawbridge.” David S.
“The boat itself is a floating work of art, and the two captains were incredibly accommodating and kind.” Emilie H.
“Our sunset cruise around Buzzards Bay was smooth sailing with a great sunset on a very comfortable boat.” Linda N.
“Such an amazing experience and such a professional crew. Lovely sail boat… Sunset and full moon rise in one trip. Also got to play mermaid off the back of the boat.” Sierra R.
“Their knowledge, helpfulness, and friendly environment was the perfect night for our family.” Gabrielle S.
“Awesome attention to detail and fun, knowledgeable Captains. 10/10 would do it again!” LJ R.
“Wonderful experience: safe, relaxing, and exciting. Highly recommend!” Siddhartha S.
“Capt Mason and Capt Lynne were very attentive and the sunset cruise was spectacular!” Pamela M.
“Capt. Mason and Capt. Lynne were wonderful hosts and we got tons of pup love from Capt. Benji.” Matthew N.
“I took a sunset sail from Mattapoisett and was treated like a Rockstar by Capt. Lynne and her crew. Best day of my summer!” Paula H.
“It was great fun to jump off the boat for a swim and return for some snacks under the back drop of a beautiful sky as the sun set.” Katie S.
“We left Mattapoisett and Mason and Lynn took us on a relaxed sightseeing trip. He even let me take the helm, I sailed under the Woods Hole drawbridge.” David S.
“The boat itself is a floating work of art, and the two captains were incredibly accommodating and kind.” Emilie H.
“Our sunset cruise around Buzzards Bay was smooth sailing with a great sunset on a very comfortable boat.” Linda N.
“Such an amazing experience and such a professional crew. Lovely sail boat… Sunset and full moon rise in one trip. Also got to play mermaid off the back of the boat.” Sierra R.
“Their knowledge, helpfulness, and friendly environment was the perfect night for our family.” Gabrielle S.
“Awesome attention to detail and fun, knowledgeable Captains. 10/10 would do it again!” LJ R.
“Wonderful experience: safe, relaxing, and exciting. Highly recommend!” Siddhartha S.
“Capt Mason and Capt Lynne were very attentive and the sunset cruise was spectacular!” Pamela M.
“Capt. Mason and Capt. Lynne were wonderful hosts and we got tons of pup love from Capt. Benji.” Matthew N.

Get In Touch

Check your date


Tell us the date you have in mind, how many are coming, and which departure point suits you. We reply within 24 hours.

This field is required.
please enter (###) ###-####
This field is required.
Preferred Departure
This field is required.