Martha’s Vineyard Charter Company
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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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!

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
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!

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

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!

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

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
Captains Mason & Lynn were such an amazing team. very professional and make each ride a soecial family experience!!

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
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.
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.
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.
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.
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.
