Martha’s Vineyard Charter Company 

5.0/5 (9 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 (9 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!

Our Passion
Captain
Our Passion
ID & credentials verified
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
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Number of days
1
Group Size
2 adults • 0 children
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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
In high demand Last booked: 4 days ago
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 7 people looking at this charter.

Customer reviews

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Rating

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

Customers' gallery (30)

All reviews (9)

Showing 15 of 9 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!

Our Passion
Response from Captain

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

Lisa Kay Henry
Lisa Kay Henry
us
Mesa, AZ, US
Member since 2026
5.0
Verified
Amazing experience!
3 Hour – Sunset Sail on July 27, 20262 adults

My teen and I sailed at sunset with Mason and Lynn and they are amazing people with a passion for sailing. Mason helped my young budding sailor to understand more about the sport and also let her be at the helm under his supervision. The vessel is in great condition and has all the amenities. They made sure we got great photos and memories. I would sail with them again and again!

Our Passion
Response from Captain

You guys are great and we would have you back every and any night of the summer. Thank you for the great review :)

Natohya Mallory
Natohya Mallory
us
Jacksonville, FL, US
Member since 2026
5.0
Verified
Excellent!
3 Hour – Sunset Sail on August 4, 20266 adults

it was a wonderful ride! The Captin and Co-captin were a wealth of knowledge and made sure we knew where to meet them. The weather was bad the day we scheduled and the Captin reached out to me to give me options days before so we could reschedule and fit it into our plans. Excellent communication and wonderful views!

Our Passion
Response from Captain

Thank you so much for the excellent review. We had a great time showing you and your friends around Martha’s Vineyard by sailboat and we are very happy that you all enjoyed yourselves so much. Thank you for adding photos of the boat. We got quite a chuckle when you told us that you didnt think the photos in the listing were actual photos. They are the 100% untouch real-McCoy from a wonderful suprise engagement that we did last year. Please come back and sail with us again! Capt. Mason and Capt. Lynne

Peter Moglia
Peter Moglia
us
California, US
Member since 2026
5.0
Verified
New
Fun time with great people
4 Hour – Sail Around The Bay on September 19, 20262 adults

Captains Lynne and Mason were very engaging and willing to expertly answer all of our questions about sailing. thisnis a great experience!

Our Passion
Response from Captain

Peter and Shelly, thank you so much for this wonderful review! Capt. Lynne and I loved having you aboard and answering all of your sailing questions. It is always fun when a charter turns into a bit of a sailing lesson along the way. Lake Tashmoo is one of our favorite hidden spots on Martha's Vineyard, and those photos you shared are beautiful. We hope to welcome you both back aboard Our Passion for another sail soon! — Capt. Mason & Capt. Lynne

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!!

Our Passion
Response from Captain

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

FAQs about Martha’s Vineyard Charter Company

Martha’s Vineyard Charter Company offers the following trips to customers:
  • US $945 per group - 3 Hour – Sunset Sail (3 hours)
  • US $1,250 per group - 4 Hour – Sail Around The Bay (4 hours)
  • US $2,470 per group - 8 Hour – Sail Around The Bay (8 hours)
When you book a trip with Martha’s Vineyard Charter Company, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Radar
  • Chart Plotter
  • Depth Finder
  • Bow Thruster
  • Autopilot
  • Anchor
  • Dinghy
  • Wheel Steering
  • Life Jackets
  • Bimini
  • Kitchen
  • Shower
  • Bow Sundeck
  • Aft Sundeck
  • Bathing Platform Hot/cold/warm shower on full width swim platform.
  • WiFi
  • TV
  • Ice Box
  • Grill
  • Galley Stove and Oven
Martha’s Vineyard Charter Company offers the following activities:
  • Boat & Yacht Tours
  • Sailing, Catamaran & Gulet Tours
  • Sunset Dinner Cruises
  • Birthday Celebrations
  • Bachelorette & Bachelor Parties
  • Proposal & Engagement Trips
  • Corporate & Group Events

Your operator

Our Passion
Our Passion
Our Passion

Martha's Vineyard, Massachusetts, United States

ID & license verified
9 Customer reviews
Response time within an hour
Member since July 2025

Martha's Vineyard Charter Company offers unforgettable sailing experiences aboard a classic Pearson 422 Sailing Yacht, departing from the scenic harbor of Vineyard Haven. Specializing in private sailing tours and breathtaking sunset cruises, they provide guests with a relaxed and memorable way to explore the beauty of Martha's Vineyard by sea. Whether you're looking for a romantic evening or a daytime adventure, their experienced crew ensures an exceptional journey.

ID & license verified
9 Customer reviews
Response time within an hour
Member since July 2025

Martha's Vineyard Charter Company offers unforgettable sailing experiences aboard a classic Pearson 422 Sailing Yacht, departing from the scenic harbor of Vineyard Haven. Specializing in private sailing tours and breathtaking sunset cruises, they provide guests with a relaxed and memorable way to explore the beauty of Martha's Vineyard by sea. Whether you're looking for a romantic evening or a daytime adventure, their experienced crew ensures an exceptional journey.

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

Which kind of activities are offered

Boat & Yacht Tours
Sailing, Catamaran & Gulet Tours
Sunset & Dinner Cruise
Birthday Celebrations
Bachelorette & Bachelor Parties
Proposal & Engagement Trips
Corporate & Group Events

Which amenities are available onboard

GPS
VHF Radio
Radar
Chart Plotter
Depth Finder
Bow Thruster
Autopilot
Anchor
Dinghy
Wheel Steering
Life Jackets
Bimini
Kitchen
Shower
Bow Sundeck
Aft Sundeck
Bathing Platform
Hot/cold/warm shower on full width swim platform.
WiFi
TV
Ice Box
Grill
Galley Stove and Oven

What's included in the trip price

What’s allowed on the boat

Child Friendly
Kids love being on our vessel. All children 12 and under need to wear a lifejacket at all times when on deck or in the cockpit of the vessel (per Mass and USCG law). We have life jackets in all sizes but encourage you to bring one if you have one.
Alcohol
Glass Bottles
No red wine please.
Shoes
Pets
Small dogs are ok.
Swimming
If the conditions are safe we will allow swimming.

What additional terms you should be aware of

Security deposit of US $1,000 per tour is required

A refundable deposit of US $1,000 per tour is required at boat pick-up and will be returned to you when the boat is returned without damage. Security deposit is to be paid directly to the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Pay online in full

Pay online in full through BoatBooker and save on credit card fees at the dock.

No additional fees.

Reserve with a 10% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Visa

 Mastercard

 PayPal

 Bank transfer

When paying the remaining balance with a credit card, an additional 3% charge will apply.

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Martha’s Vineyard Charter Company
Martha’s Vineyard Charter Company
5.0
/5
(9 reviews)
42 feet
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4 hour trip • up to 6 persons
US $1,250