Day 1: Spend the night at the Navtours Newport base located at Christie’s Landing. Grab dinner and drinks at one of the many downtown Newport restaurants on Thames Street, a central hub for restaurants, bars, nightlife and shops.
Day 2: Depart the Navtours Newport base and sail for Menemsha, located on Martha’s Vineyard. Menemsha is known as the filming location for Steven Spielberg’s summer-thriller, Jaws. This quiet fishing village features many delicious seafood restaurants and beautiful sandy beaches with dunes aplenty. While visiting Menemsha Beach, check out the Swordfish Harpooner sculpture.
Day 3: Sail in the morning from Menemsha to Nantucket, an old whaling port just 20 or so miles from Cape Cod. The Nantucket area is known for its pristine beaches, cobblestone streets, historic homes and wine festivals.
Day 4: After experiencing Nantucket, set sail towards Oak Bluffs, a small, charming Martha’s Vineyard town. The Oak Bluffs area features tiny shops, restaurants and bars along with beautiful beach. Be sure to check out the “Campground” a small neighborhood featuring small, colorful cottages that look straight out of a storybook.
Day 5: Carry on with your New England sailing adventure by heading towards Cuttyhunk Island, the outermost of the Elizabeth Islands in Massachusetts. This small island has a population of only around 52 people and features many places to grab a bite to eat and relax. While there, be sure stop by Church’s Beach, one of Buzzards Bay’s most beautiful sandy spots.
Day 6: Your journey continues on to Jamestown, on Conanicut Island, the second largest island in Narragansett Bay. The area is known as being the filming location for many movies including Wes Anderson’s Moonrise Kingdom, which perfectly captures New England’s sleepy seaside vibe. Jamestown has a wide variety of restaurants and bars to choose from along with some great beaches and cliffs to relax at.
Day 7: On your final day return back to Newport.