Andrea is a 1962 Hinckley Bermuda 40, designed by William Tripp. She is one of the original production fiberglass boats. Initially, the Bermuda 40 was built as an ocean racer, and she has won her share of races. Nowadays she is considered a true luxury yacht.

Andrea is 40 feet 9 inches overall. She is yawl rigged. Below decks are accommodations for six, including a full galley and head (marine toilet.) There is a deep wide cockpit sheltered by a spray dodger. In addition, there are wide decks for lounging and enjoying the sun and spray. Her shoal draft allows us to enter shallow, small coves and we can get close to the beach for swimming.


Island Yacht Charters is located on Shelter Island, NY. Shelter Island is located between the two forks of Long Island approximately 2 hours from NYC. If you would like, you may park your car in Greenport on the North Fork or North Haven on the South Fork, and we will pick you up by car. If possible, we might be able to pick you up by boat.

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A full day’s cruise is $950.00. Depending on winds and tides, we will often sail around Shelter Island. This takes about six or seven hours. If the breeze is up and you’re up for it, we may stay out longer. If you’d like, we can cruise anywhere in Gardiner’s Bay or Noyac Bay. Swimming, diving, or lounging is always a possibility especially if the wind is down.

Half days begin at 2:00pm. The rate is $700.00.

Racing Charters usually occur on Wednesday at 5:00pm. We’re usually done at 8:30pm. The rate is $350.00.

Rates are payable by cash or check. If you’re staying at the Ram’s Head Inn, you can pay by credit card.

Soft drinks and water are provided. You may bring your own beer or wine. We can cater your lunch if you like. Otherwise you may bring your own lunch and snacks. The mate will be happy to serve you.

Sailing Lessons

Sailing lessons for beginners to intermediate sailors can be arranged on either your boat or on Andrea. Rates are dependent on experience and depend on boat used.

Gift Certificates

Gift Certificates are available for all that we do.

Contact Us

Contact Capt. Bill Caccese at (516) 647-7298, and join us this weekend!

Capt. Bill and mate Andrea