The Vineyard’s Original Leisure Boat Charter
Creating memories with your own private day at sea - since 2001!
Are you ready to make new memories ?
For Couples
Looking for that perfect romantic vacation idea? Let us arrange your perfect day.
Custom refreshments available
Friends & Family
Spend time like a local and have an unforgettable day with friends or family.
Island Exploration
Beachcombing on off-shore islands that are reachable only by boat.
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.
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. Interested? Click Here to learn more.
What People Are Saying
“You really know your way around that Island. Lake Tashmoo was so peaceful, I could escape there for hours!”
— M M -Walpole, MA
“Thanks for the awesome time! Its was perfect highlight of our bachellorette weekend !! The girls were Thrilled!
— Tracie C. – Boston & Oak Bluffs, MA.”
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.
- K & M, Fairfield, CT
“The perfect Zen vibe. You are really selling a relaxed chill way to spend ones time. The islands BEST KEPT SECRET !”
—Cindy & Ron, Boulder CO
“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!
M & E – Fairfield, CT
“It’s very simple, to experience a ride on board of ‘Island Time’ ……it’s just “le bonheur”..pure happiness..!”
— Francoise D. – Paris, FR.”
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
Dear Customers and Friends,
Join us this 2024 season with some new surprises including Virginia’s special onboard picnic basket option.
We don’t advertise much, you won’t find us on the major tourist sites - we book a lot by word of mouth and repeat clients. I started the leisure power boat charter idea over 20 years ago as an alternative to fishing charters, more like a daysail, but on a powerboat. Now 20 something years later we have lots of company and I am happy to see the idea grow and flourish.
Your patronage and kind words, your energy and smiles keep us going and your enthusiasm to get out and enjoy live life has made the past 20+ summers unforgettable – and we look forward to hosting you in 2024 !
Stay safe, and book with confidence.
Aloha,
Captain Ed
23 years in business !
Book Your Own Private Charter Today! Call 508-696-5252
or click on the link below