For boaters approaching from the north, it is easiest to enter Cuttyhunk Harbor from the east. Head for Mo(A) Bell red/white “CH”, southeast of Penikese Island, then cut between RN “2E” and GC “1E”. From there head southeast and pick up the R “6” bell just east of the jetties and follow the markers into the harbor.
From the east or south, it is easiest to enter Vineyard Sound then head into Buzzards Bay via Quicks Hole. Head west after exiting Quicks until you pick up the red/white “CH” buoy southeast of Penikese. Then head southeast to pick up the buoys leading into the inner harbor.
Note: While some boaters may be tempted to enter the harbor via Canapitsit Channel, be aware that swells from the south can make this shallow, narrow and rocky inlet tricky—even dangerous. Inexperienced boaters and those new to the area are best off arriving from the east via the directions above.
Dockage, Moorings & Service:
Anchorages:
An anchorage is located in the northeast corner of Cuttyhunk Pond, but it’s often filled in summer. Another anchorage can be found in the outer harbor, just west of Canapitsit Channel.
Harbormaster:
Provisions:
- Cuttyhunk Market: At the corner of Broadway and Post Office; open all day from Memorial Day through Labor Day. Sells basic provisions.
- Cuttyhunk Fish Market: Sells fresh fish and shellfish on the town dock.
Where to Eat:
- Bart’s Cart: An institution at the town docks; offers breakfast and lunch items in season (weather permitting).
- Cuttyhunk Fishing Club B&B Inn (508-992-5585): Serves breakfast to guests and non-guests alike.
- Cuttyhunk Shellfish Farms (508-971-1120): Floating raw bar that delivers direct to your boat; also offers lobster-bake and raw-bar catering.
Where to Stay:
- The Cuttyhunk Fishing Club B&B Inn (508-992-5585): Established in 1864, the Club now offers rooms and meals in a beautifully restored building overlooking Vineyard Sound.
- The Avalon Club (The Inn at Cuttyhunk) (508-997-8388): Located on a hill overlooking the ocean, the Avalon Club offers 11 guest rooms with kitchens.
Ferry Service:
Things to Do & See: