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A charter boat's wake at dusk off Martha's Vineyard
The Actual List

Who runs charters here

Everyone we have called and checked, and then everyone else we know is out there. Ring them yourself — we make nothing either way, and there is nobody in between.

Read this first. We have no arrangement with anybody on this page. These are independent businesses, listed because they exist and because being told “contact us and we’ll connect you” when you could just phone them is a waste of your afternoon.

Almost every boat here takes six passengers maximum. That is a federal Coast Guard limit on uninspected vessels, not a preference, and it applies no matter how big the boat looks. Two operators below hold an inspection certificate and can take more; the rest cannot, at any price. For a group of ten, the answer is two boats leaving together.

Details change — boats get sold, captains retire, rates move. Everything here was accurate when we last checked, but the operator’s own site is the authority. If you find something wrong, tell us and we’ll fix it.

Island Girl ExcursionsOak Bluffs
Motor. Sunsets, Aquinnah, Elizabeth Islands, family days.
6 guests
Their site →(774) 563-8323
Martha's Vineyard Charter Co.Vineyard Haven
“Our Passion”, a 42ft Pearson ketch. Capt. Mason and Capt. Lynne, both USCG 100T. Leaves from Vineyard Haven, Oak Bluffs or Lake Tashmoo.
6 guests
Their site →(508) 456-7245
Witch of Endor SailingVineyard Haven
42ft Tayana. Morning, afternoon and sunset sails.
6 guests
Their site →(508) 685-1212
Sea Witch Sailing ChartersVineyard Haven
58ft Pearson ketch with Capt. John. Two, four and eight-hour sails, mid-June to mid-September. Winters in St Thomas.
6 guests
(508) 650-0466
Sail the VineyardEdgartown
Sailing tours, all-female crew.
6 guests
Catboat ChartersEdgartown
Restored 1927 Cape Cod catboat, 30ft. Private sails.
6 guests
Their site →(508) 524-6903
Island Sailing ToursVineyard Haven
“Tandemeer”, a restored 60ft ketch. Two to ten hours, day sails and sunsets. Launch out from Black Dog Wharf.
6 guests
Their site →(203) 246-1369
Nauti Girl ExcursionsEdgartown
24ft pontoon. Harbor rides and sunset cruises.
6 guests
Their site →(508) 939-1421
Alewife ChartersEdgartown
53ft Hatteras motor yacht. Custom cruises.
6 guests
MV Leisure ChartersMartha's Vineyard
Private cruises, couples and small groups. Running since 2001.
6 guests
Their site →(508) 696-5252
Plan Sea Adventure ChartersUSCG inspectedFalmouth + Edgartown
The Cape-to-Vineyard run, plus island cruises. Confirm current capacity when you call.
18 guests
Their site →(508) 687-2003
Cottage City OystersUSCG inspectedOak Bluffs
31ft. Oyster-farm tours on the water — not a private charter.
30 guests
Their site →(508) 299-7745
MV SkipperOak Bluffs
Party and head fishing boat. Per-person trips.
Group trips
Boylermaker ChartersMartha's Vineyard
Fly fishing and light tackle with Capt. Jaime Boyle. Bass, albies, bonito.
6 guests
Found, Not Called

Another dozen we know are out there

The list above is everyone we have actually spoken to. These we have not — we found them, read their pages, and confirmed the sites are live, but we have not rung the number or checked a licence. They are here because leaving them off would have made the list above look more complete than it is.

Treat them exactly as you would a name off a search: worth a call, worth asking what the boat is and how many it takes. If you go out with one, tell us how it went and we will move them up.

Tomahawk ChartersAquinnah
35ft Carolina Classic with Capt. Buddy Vanderhoop, of the Wampanoag Tribe of Aquinnah. Bass, tuna, half day to overnight offshore.
6 guests
Menemsha Blues ChartersMenemsha
“Mary Sea” with Capt. Jonathan Boyd. Half and full days, and they clean what you keep.
6 guests
Local Tide ChartersMartha's Vineyard
A 32ft Regulator for the shoals and a 17ft Yellowfin skiff for sight-fishing the flats. Fly and light tackle.
6 guests
Fishsticks ChartersVineyard Haven
26ft Jones Brothers Cape Fisherman. Light tackle and fly, four to eight hours.
6 guests
North Shore ChartersMartha's Vineyard
Capt. Scott McDowell, fishing these waters longer than most. Bass, blues, tuna, sharks.
6 guests
Done Deal ChartersLake Tashmoo
Custom sportfisher that will pick you up from most island landings. Quarter, half and full days.
6 guests
no site we could find
High Tide ChartersEdgartown
Light tackle and fly around the Vineyard and Nantucket Sound.
6 guests
no site we could find
Great Harbour Sport FishingEdgartown
“CayLee”, a 26ft Fortier. Nantucket Sound and Wasque Shoals.
6 guests
no site we could find
Beamish ChartersMartha's Vineyard
35ft Henriques Maine Coaster. Fishing, but also diving, sightseeing and picnic runs.
6 guests
MV SportfishingChilmark
27ft Shamrock center console out of Menemsha and around the Sound.
6 guests
no site we could find
Steady As She Goes ChartersVineyard Haven
“Dream Catcher”, a catamaran, with Capt. Gary Staples. Three and five-hour sails; takes bigger groups than most.
Ask
Mad MaxEdgartown
49-passenger catamaran, USCG inspected. Priced accordingly — see the note above about what more than six costs.
49 guests
no site we could find
If Nobody Answers

Two things worth knowing

In July and August the good boats stop having Saturdays by about mid-June, and several of these captains run the boat themselves — which means they are on the water, not by the phone. Email usually beats calling, and a weekday usually beats a weekend.

If you have tried the list and come up empty, write to us with your date and headcount. We cannot conjure a boat, and we will not pretend to — but we know who has been quiet lately and who just added a second vessel, and that is sometimes enough.

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