Sample Itinerary – 4 days
Day 1 : Depart Newport for Martha’s Vineyard. Sailing out the scenic East Passage of Narragansett Bay and turning east, along Ocean Drive, we pass numerous grandiose “Summer Cottage” which proliferate along the waterfront. The pristine beach and protected anchorage at Quick’s Hole on Nashawena Island is a favorite stop for lunch. After a quick swim, we continue on past Nobska Point and West Chop to Edgartown, arriving in the late afternoon. The protected anchorage and classic New England atmosphere make this a popular favorite for all charter guests. This would be a good night to dine ashore as the variety of restaurants is extensive. Distance: 55 miles
Day 2 : After a relaxing breakfast aboard, we set sail for Trapaulin Cove on the South shore of Naushon Island, another of the classic picnic stops in the Elizabeth Islands. A brisk afternoon sail across Buzzards Bay brings us to Padanaram Harbor, home of the New Bedford Yacht Club and Concordia Yacht Yard. Dinner will be enjoyed aboard, where you will delight in the opportunity to view the sunset in unsurpassed tranquility. Distance: 35 miles.
Day 3 : Another leisurely start to the day has us setting sail for Woods Hole and Hadley’s Harbor. This is an easy sail and allows us to enjoy the prettiest harbor within 100 miles. After lunch the Sou’wester usually perks up and afford the opportunity to have a spanking sail down the bay to Cuttyhunk, a quaint village at the western end of the chain separating Buzzards Bay from Vineyard Sound. Going ashore, you will be struck by the feeling that you have retreated in time to the turn of the century or before. Cuttyhund has several inns where the dining is family style and concentrates on the wholesome, simple specialties of New England cooking. Distance: 35 miles.
Day 4 : Departing Cuttyhunk, we head westwards again, back to Narragansett Bay and Newport. Depending on the time available, we will make a luncheon stop at Third Beach in Middletown, a few miles up the Sakonnet River. Distance: 25 miles
(Thanks to Tom Rowe and Distinctive Charter Yacht publications for the above itinerary).