Cuttyhunk Elizabeth Islands Adventure, Cape Cod

Quick Details

Private Cape Cod Charter to Cuttyhunk

This trip is a client and Captain favorite! Depart Falmouth Harbor or Menemsha Harbor and see sights seldom seen by Vineyard and Cape visitors!

Depart from Falmouth or Menemsha and view the Elizabeth Islands, owned by the Forbes family, as we sail on your private charter. This Cape Cod adventure includes plenty of scenic sailing and fun – it’s your charter, so the itinerary is up to you!

As we cruise, watch for the Scottish Highland cattle that like to hang out on the beach and take a refreshing dip or let the captain regale with you history, fun facts, and insider information. We stop in Cuttyhunk for two hours, where you can grab some lunch or treat yourself to some homemade ice cream. You won’t have to worry about traffic problems, but do keep a lookout for golf carts – the best way to get around the island. The island is home to only 17 year-round residents and is a fantastic day trip from Cape Cod. Book your private boat charter with Plan Sea to experience it for yourself!

Cuttyhunk Elizabeth Islands Adventure: Departs ANY DAY from Falmouth Cape Cod or Menemsha Martha’s Vineyard

  • Chevron down Directions to Pick-up and Drop-off Locations
  • Falmouth, Cape Cod

    Falmouth Harbor: The town dock at the Clam Shack restaurant and Patriot Party Boats

    Pickup Location:

    [227 Clinton Ave, Falmouth, MA 02540]

    There is absolutely NO PARKING in the parking lot. Drop off passengers and coolers at the dock and park on the street or at the Falmouth Harbormaster Marine Park. Do not worry about the 4-hour limit posted

    [180 Scranton Ave., Falmouth, MA 02540]


    Menemsha / Chilmark, Martha’s Vineyard

    Menemsha Chilmark Harbor – pickup area near harbormaster office, Texaco Gas Station, Larson’s Fishmarket. We will find a place to dock when we see you.

    [60 Basin Rd Chilmark, MA]