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PRIVATE & SHARED CHARTERS

The Vineyard’s Original Leisure Boat Charter

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Creating memories with your own private day at sea - since 2001!

Are You Ready To Make New Memories ?

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    For Couples

    Looking for that perfect romantic vacation idea? Let us arrange your perfect day. Custom refreshments available

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    Friends & Family

    Spend time like a local and have an unforgettable day with friends or family.

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    Island Exploration

    Beachcombing on off-shore islands that are reachable only by boat.

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    Clothing Optional

    Discover Clothing Optional Cruising - Stay away from the crowds. Learn More

The Island’s Best Kept Secret

For over 20 seasons find out why clients keep coming back to kick back, relax and enjoy the island like a local on your own private charter.

Love MV

You Will LOVE it

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Book Your Own Private Charter on the Vineyard’s Original Powerboat Day Sail

  • Experience the island of Martha’s Vineyard from the water, a unique view.

  • Enjoy the sun and water from your own private USGC captained charter – like a day sail but with power.

  • Safe, Clean, Comfortable, Relaxing, FUN! – Ideal for singles, couples, families, friends.

Book one of our popular trips or create your own plan -
Just about anything you want to do in a full or half day time frame

  • Dream it - Looking for that perfect romantic vacation idea? Call and let us arrange that perfect day for you.

  • Fun / Adventure - Sun, fun, boat drinks, good music, great friends…what more could you ask for?

  • Zen - Chill with a good book, the salt air, hypnotic rhythm of the sea. Doing nothing is our favorite thing to do.

  • Discover Topfree Clothing Optional Cruising - Stay offshore, away from the crowds. Clothing optional? Still available.
    A celebrated throwback to Vineyard summers past—now a quieter tradition, but always welcome here.
    Interested? Click Here to learn more.

Two overlapping photos: one of a coastline with cliffs and blue ocean under a clear sky, and the other of a sailboat on the water during sunset with a bright orange sun.
Group of five friends smiling on a boat with a clear blue sky background.
Four women sitting on a boat during sunset with an ocean backdrop.
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Two people sitting on a boat, facing the camera, holding drinks, with a scenic view of water and forested hills in the background. A digital overlay of a leaf covers part of the image. Text "LOVE BOAT MV" is at the bottom left.
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Four women in swimwear sitting on a boat with a lake and forested shore in the background on a sunny day.
Silhouette of a sailing ship on the sea during sunset with a gradient sky from orange to blue.
Family sitting on a boat watching sunset over water
Boats docked at a marina with wooden buildings and calm water under blue sky.
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Person jumping off a boat into the sea with a beach and trees in the background.
Two women in bikinis relaxing on a boat, holding drinks, with an ocean background.
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What People Are Saying

  • K & M - Fairfield, CT Karen Herzog

    "Captain Ed - Thanks again for the great day yesterday. You made it comfortable for my wife. I didn’t think she’d go that far with the naturist option. I think she overcame a few fears. We head down to the nudist beach today for a couple hours before we get on the ferry. We will see you again."

  • M M - Walpole, MA

    “You really know your way around that Island. Lake Tashmoo was so peaceful, I could escape there for hours!”

  • M & E - Fairfield, CT

    “If you’re looking for a great place to bare it all for the first time, this is a MUST Amazing how good it feels!"

  • Francoise D. - Paris, FR.

    “It’s very simple, to experience a ride on board of ‘Island Time’ ……it’s just “le bonheur”..pure happiness..!”

  • Tracie C. - Boston & Oak Bluffs, MA

    “Thanks for the awesome time! Its was perfect highlight of our bachellorette weekend !! The girls were Thrilled!”

  • Renaldo C. - Boston, MA

    “We really enjoyed the whole experience. It was very nice to celebrate our anniversary on your boat, free of clothes and surrounded by beautiful nature. You made it very comfortable for us. We will most definitely come back again. Thank you for everything!”

  • Cindy & Ron - Boulder CO

    “The perfect Zen vibe. You are really selling a relaxed chill way to spend ones time. The islands BEST KEPT SECRET !”

Island Sourced

Refreshment Basket

Looking to make your
couples excursion really special?

Add a customizable Island sourced refreshment basket.

Fresh fruits, vegetables, wine, water, crackers, cheese, fresh baked baguettes - all sourced from local island farms and vendors.

From $250 - inquire

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Gold and silver ribbon with "Celebrating 24 Years Anniversary" text.

24 Years In Business!

Dear Friends and Fellow Adventurers,

A Note from Captain Ed

As we head into the 2025 season—our 24th year (can you believe it?)—I’m excited to welcome you back aboard.

When I started this charter over two decades ago, there were no leisure powerboat charters on the Vineyard—just one lovely sailboat, the Ayuthia. The idea was simple: offer something different from the usual fishing trips—more like a laid-back daysail, but on a classic powerboat. A new way to experience the island, with comfort, quiet coves, and good company.

Now, with a lot less hair and a bit more sun-kissed mileage, I’m proud to see how the idea has grown. There are several leisure charters out there these days, and I’m happy to have helped kick-start what’s become a beloved part of Vineyard summers.

We’ve never relied on big booking sites or flashy ads. Most of our guests find us the old-fashioned way—through kind words, shared memories, and repeat visits. I still answer the telephone! It’s your energy, your laughter, and your love of life that keep this thing going. For that, I’m truly grateful.

Whether you’re joining us for the first time or one of the many who return annually for another round of sun, swims, secret coves—and maybe the opportunity to bare it all in privacy, something that takes me back to the Vineyard of the ’70s—I look forward to seeing you on the water in 2025.

Stay safe, and book with confidence.

Aloha,
Captain Ed

P.S. Don’t forget to check out our LoveBoatMV page for those looking to add a little romance (or cheeky adventure) to their day at sea.

Book Your Own Private Charter Today!

Call 508-696-5252

or click on the link below