Martha’s Vineyard Charter Company 

5.0/5 (6 reviews)
 Owen Park Way 19, Martha's Vineyard, MA 02568, United States

Martha’s Vineyard Charter Company 

Martha's Vineyard, MA, United States
42 feet
6
5.0/5 (6 reviews)

Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company. Departing from charming Vineyard Haven, this classic sailing vessel accommodates up to six guests for unforgettable private charters. Powered by a reliable 58 HP Westerbeke diesel engine, she cruises comfortably at 7 knots and is fully equipped for both leisurely sails and fun-filled adventures.

Captains Lynne and Mason are passionate sailors who specialize in authentic sailing experiences. If the wind is right and you’re up for it, they’ll hoist the sails and let you feel the thrill of true wind-powered travel.

The boat features all the essentials for a relaxing trip, including a bow and aft sundeck, bimini, bathing platform, fully equipped kitchen, one cozy cabin, grill, icebox, fridge, and WiFi. Guests are welcome to bring alcohol (glass bottles permitted), and kids and pets are always welcome. While smoking, red wine, and marijuana products are not allowed, swimming is encouraged!

Safety is a top priority with onboard features like radar, GPS, autopilot, chart plotter, depth finder, life jackets, and more.

Whether you’re craving a serene sail or a sun-soaked swim stop, Our Passion delivers the perfect blend of island charm and open-ocean adventure. Book your Martha’s Vineyard escape today!

Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company. Departing from charming Vineyard Haven, this classic sailing vessel accommodates up to six guests for unforgettable private charters. Powered by a reliable 58 HP Westerbeke diesel engine, she cruises comfortably at 7 knots and is fully equipped for both leisurely sails and fun-filled adventures.

Captains Lynne and Mason are passionate sailors who specialize in authentic sailing experiences. If the wind is right and you’re up for it, they’ll hoist the sails and let you feel the thrill of true wind-powered travel.

The boat features all the essentials for a relaxing trip, including a bow and aft sundeck, bimini, bathing platform, fully equipped kitchen, one cozy cabin, grill, icebox, fridge, and WiFi. Guests are welcome to bring alcohol (glass bottles permitted), and kids and pets are always welcome. While smoking, red wine, and marijuana products are not allowed, swimming is encouraged!

Safety is a top priority with onboard features like radar, GPS, autopilot, chart plotter, depth finder, life jackets, and more.

Whether you’re craving a serene sail or a sun-soaked swim stop, Our Passion delivers the perfect blend of island charm and open-ocean adventure. Book your Martha’s Vineyard escape today!

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Customer reviews

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Rating

5.0
(6 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (7)

All reviews (6)

Showing 15 of 6 reviews
Michael Uhlar
Michael Uhlar
us
Washington State, US
Member since 2026
5.0
Verified
Great Experience!
3 Hour – Sunset Sail on May 28, 20262 adults
My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly. The weather forecast was a little touch and go, but Captain Mason amd Captain Lynne were excellent to work with. They contacted us and suggested that if we were flexible they could monitor the weather and adjusted the departure time accordingly. We are very glad they did. We went out a little earlier and had beautiful weather. Overall experience was great from start to finish. Beautiful boat, great sail, and Captain Mason and Captian Lynne were great company throughout. Highly recommend!
Response from Captain
May 30, 2026
Michael, thank you for taking the time to leave this review. We are so glad the morning worked out the way it did. The storm rolled in about an hour after we dropped you off, so the early call was absolutely the right one. Weather management is honestly one of the bigger parts of running a private sailing charter out of Martha's Vineyard. Vineyard Sound can turn fast, and we would much rather have a conversation with guests ahead of time and find a window that works than go out in conditions that are going to make for a miserable sail. The fact that you and your wife were flexible made it easy to find that window, and the morning light on the Sound made it worth the adjustment. We hope to see you back on Martha's Vineyard. If you are ever looking to book a last-minute sail again, do not hesitate to reach out directly. We keep an eye on the forecast every day and we will always work to find you the best water we can. Captain Mason and Captain Lynne Martha's Vineyard Charter Company
Sridhar Chigurupati
Sridhar Chigurupati
us
Chicago, IL, US
Member since 2025
5.0
Verified
Outstanding sailing experience
3 Hour – Sunset Sail on August 7, 20256 adults
Captain Mason and First Mate Lynne offered a very convenient pick up point next to the draw bridge in Woods Hole. From there, the experience got even better as they related their knowledge of the local harbor and surrounding waters. They have vast sailing experience and it shows. The boat is 42 ft, with sails and an engine. The navigational equipment is sophisticated. We were able to swim, eat a nice dinner, and watch the amazing sunset.
Response from Captain
August 8, 2025
Thank you for the review. We had a wonderful time hosting you and your lovely family, we very much enjoyed your company. The weather could not have been better and we are very glad you enjoyed the sunset and full moon. We hope to sail with you all again next time you are in the area.
Kelly Stepto-Royston
Kelly Stepto-Royston
us
Chicago, IL, US
Member since 2026
5.0
Verified
New
The highlight of our vacation
3 Hour – Sunset Sail on July 15, 20265 adults1 child
Captain Lynne and Captain Mason were great! They were very welcoming, flexible and professional.
Response from Captain
July 17, 2026
Kelly, Thank you so much for the five stars. Hosting guests aboard Our Passion for private sailing charters around Martha’s Vineyard allows us to share the beautiful natural environment that we are blessed with here on MV. Hosting your family for a special outing was our pleasure. We hope you all return to enjoy another day on the water. Capt. Mason and Capt. Lynne Martha’s Vineyard Charter Company
Vance Merhoff
Vance Merhoff
us
North Carolina, US
Member since 2026
5.0
Verified
Captains Mason & Lynn: Great Team
3 Hour – Sunset Sail on June 21, 20264 adults
Captains Mason & Lynn were such an amazing team. very professional and make each ride a soecial family experience!!
Response from Captain
June 22, 2026
Hi Vance, It was a pleasure taking your family out for a picturesque private sunset charter on Martha’s Vineyard. Your trip was exactly what we had in mind when we started to do sailing charters and named our boat “Our Passion”. Being able to share our boat and the island we love is what we like to do and you really lucked out with a great sunset. We hope you enjoy the rest of your stay and we look forward to taking you back out for another adventure at sea next time you come to visit MV. Capt. Mason and Capt. Lynne
Valerie Sirota
Valerie Sirota
us
New York, US
Member since 2025
5.0
Verified
Amazing experience
3 Hour – Sunset Sail on September 5, 20252 adults
Capt Owen and Capt Lynn were fantastic! Felt like we were friends . The boat was beautiful and they made sure we were happy and comfortable . Highly recommend them!
Response from Captain
September 6, 2025
Thank you so much for the positive feedback Valerie! It was a pleasure to spend the evening giving you and your husband a private tour around Martha’s Vineyard. We are so glad you enjoyed it and we hope we can be your go-to captains in the future.

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
July 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour – Sunset Sail
FREE Cancellation 3 days notice
3 hour trip starts at 6:00 PM
Seasonal trip
May 20 - Oct 2
US $945
Private tour: up to 6 people
4 Hour – Sail Around The Bay
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
Seasonal trip
May 20 - Oct 2
US $1,250
Private tour: up to 6 people
8 Hour – Sail Around The Bay
FREE Cancellation 3 days notice
8 hour trip starts at 8:00 AM
Seasonal trip
May 20 - Oct 2
US $2,470
Private tour: up to 6 people
There are 9 people looking at this charter.

Customer reviews

Loading...

Rating

5.0
(6 reviews)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (7)

All reviews (6)

Showing 15 of 6 reviews
Michael Uhlar
Michael Uhlar
us
Washington State, US
Member since 2026
5.0
Verified
Great Experience!
3 Hour – Sunset Sail on May 28, 20262 adults
My wife and I booked a last minute sunset sail and were pleasantly surprised to get a confirmation so quickly. The weather forecast was a little touch and go, but Captain Mason amd Captain Lynne were excellent to work with. They contacted us and suggested that if we were flexible they could monitor the weather and adjusted the departure time accordingly. We are very glad they did. We went out a little earlier and had beautiful weather. Overall experience was great from start to finish. Beautiful boat, great sail, and Captain Mason and Captian Lynne were great company throughout. Highly recommend!
Response from Captain
May 30, 2026
Michael, thank you for taking the time to leave this review. We are so glad the morning worked out the way it did. The storm rolled in about an hour after we dropped you off, so the early call was absolutely the right one. Weather management is honestly one of the bigger parts of running a private sailing charter out of Martha's Vineyard. Vineyard Sound can turn fast, and we would much rather have a conversation with guests ahead of time and find a window that works than go out in conditions that are going to make for a miserable sail. The fact that you and your wife were flexible made it easy to find that window, and the morning light on the Sound made it worth the adjustment. We hope to see you back on Martha's Vineyard. If you are ever looking to book a last-minute sail again, do not hesitate to reach out directly. We keep an eye on the forecast every day and we will always work to find you the best water we can. Captain Mason and Captain Lynne Martha's Vineyard Charter Company
Sridhar Chigurupati
Sridhar Chigurupati
us
Chicago, IL, US
Member since 2025
5.0
Verified
Outstanding sailing experience
3 Hour – Sunset Sail on August 7, 20256 adults
Captain Mason and First Mate Lynne offered a very convenient pick up point next to the draw bridge in Woods Hole. From there, the experience got even better as they related their knowledge of the local harbor and surrounding waters. They have vast sailing experience and it shows. The boat is 42 ft, with sails and an engine. The navigational equipment is sophisticated. We were able to swim, eat a nice dinner, and watch the amazing sunset.
Response from Captain
August 8, 2025
Thank you for the review. We had a wonderful time hosting you and your lovely family, we very much enjoyed your company. The weather could not have been better and we are very glad you enjoyed the sunset and full moon. We hope to sail with you all again next time you are in the area.
Kelly Stepto-Royston
Kelly Stepto-Royston
us
Chicago, IL, US
Member since 2026
5.0
Verified
New
The highlight of our vacation
3 Hour – Sunset Sail on July 15, 20265 adults1 child
Captain Lynne and Captain Mason were great! They were very welcoming, flexible and professional.
Response from Captain
July 17, 2026
Kelly, Thank you so much for the five stars. Hosting guests aboard Our Passion for private sailing charters around Martha’s Vineyard allows us to share the beautiful natural environment that we are blessed with here on MV. Hosting your family for a special outing was our pleasure. We hope you all return to enjoy another day on the water. Capt. Mason and Capt. Lynne Martha’s Vineyard Charter Company
Vance Merhoff
Vance Merhoff
us
North Carolina, US
Member since 2026
5.0
Verified
Captains Mason & Lynn: Great Team
3 Hour – Sunset Sail on June 21, 20264 adults
Captains Mason & Lynn were such an amazing team. very professional and make each ride a soecial family experience!!
Response from Captain
June 22, 2026
Hi Vance, It was a pleasure taking your family out for a picturesque private sunset charter on Martha’s Vineyard. Your trip was exactly what we had in mind when we started to do sailing charters and named our boat “Our Passion”. Being able to share our boat and the island we love is what we like to do and you really lucked out with a great sunset. We hope you enjoy the rest of your stay and we look forward to taking you back out for another adventure at sea next time you come to visit MV. Capt. Mason and Capt. Lynne
Valerie Sirota
Valerie Sirota
us
New York, US
Member since 2025
5.0
Verified
Amazing experience
3 Hour – Sunset Sail on September 5, 20252 adults
Capt Owen and Capt Lynn were fantastic! Felt like we were friends . The boat was beautiful and they made sure we were happy and comfortable . Highly recommend them!
Response from Captain
September 6, 2025
Thank you so much for the positive feedback Valerie! It was a pleasure to spend the evening giving you and your husband a private tour around Martha’s Vineyard. We are so glad you enjoyed it and we hope we can be your go-to captains in the future.

FAQs about Martha’s Vineyard Charter Company

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What the boat is like

Boat category
Other
Boat type
Sailing
Boat manufacturer
Pearson
Boat Model
422
Year built
1983
Boat length
42 ft
Capacity
6 persons
Engine model
Westerbeke
Max crusing speed
7 knots
Powered by
1 x 58HP
Engine Type
Inboard
Fuel Type
Diesel
Number of cabins
1 cabin
Number of berths
2 berths
Number of heads
2 heads
Number of full baths
2 full baths
Number of toilets
2 toilets
Boat category
Other
Boat type
Sailing
Boat manufacturer
Pearson
Boat Model
422
Year built
1983
Boat length
42 ft
Capacity
6 persons
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