DAY 1
Stay in Hyannis.  Hyannis is a town that is rich in American History.  With the Kennedy compound on the coast, Hyannis offers the John F Kennedy Museum in downtown, a must visit site. 

DAY 2
Cruise to Nantucket.   Nantucket--one of the unique, historic, and visually stunning places in the world. Originally a booming whaling port, Nantucket has been named a National Historic District and has architecturally changed little since the 17th century, as seaside cottages and old-fashioned lamps still line its streets.  There is plenty to experience in Nantucket including endless beaches, championship golf, and incredible cuisine.

DAY 3
Cruise to Martha’s Vineyard.  Located just seven miles off the Massachusetts coastline, the beautiful island of Martha's Vineyard is a world apart, offering a vacation ambience unlike any other. Explore the diversity of six towns, take long walks along pristine shores, and step back in time to a more leisurely pace.   The busy main port, Vineyard Haven, welcomes private yachts and its guest to browse in its own array of shops. Oak Bluffs, where pizza and ice cream emporiums reign supreme, attracts diverse crowds with its boardwalk-town air and nightspots that cater to high-spirited, carefree youth.

DAY 4
Cruise to Block Island.  Block Island, an 11-square-mile seaside resort located 12 miles off the Rhode Island coast, has been heralded as "One of the Last Twelve Great Places in the Western Hemisphere." Its rolling green hills and dramatic bluffs are reminiscent of Ireland, while its beautifully restored Victorian hotels and inns preserve the elegance of a bygone era.   Long public beaches and 365 freshwater ponds are the main attractions of this tiny island, whose people are strongly devoted to preserving the ecology. The Block Island Nature Conservancy operates a large trail system on the island, offering walking and hiking paths through grassy meadows, quiet woods and along the sandy shore.   Shops and restaurants are abundant in bustling Old Harbor, which is served by frequent ferry boats from Point Judith, Rhode Island.

DAY 5
Cruise to Montauk.  Surrounded by water on three sides, Montauk is known for its distinct natural beauty. In summer the fragrance of warm honeysuckle and wild beach roses blends with the ocean air. The spectacular undeveloped beaches and parks attract surfers and hikers, and the waters are superb for fishing.  More than 50 hotels, inns, and guest houses, along with many top-notch restaurants and a sprinkling of shops, are concentrated in two distinct sections of Montauk -- the village center, including Old Montauk Highway, and the harbor area, reached by following either West Lake Drive or Edgemere Street to the end. Most lodgings and eateries here are family-friendly, and you can leave your heels and neckties at home.

DAY 6
Stay in Montauk.  Do a fishing charter, or simply relax poolside.  At the Montauk Yacht Club, there is plenty to do including tennis, volleyball, bocce ball, horseshoes, a full service spa, golf, and more.  For cuisine, stroll over to the award winning Lighthouse Grill fine dining restaurant. Their Executive Chef will tempt your palate with American cuisine featuring succulent seafood, steaks and chops in an elegant atmosphere overlooking beautiful Lake Montauk.  End your eclectic dinner with Chef Duprat's decadent homemade desserts.  For lighter fare with a Hampton's flare, enjoy casual waterfront dining and entertainment or a refreshing frozen tropical drink at Breeze's Cafe or al fresco dinning at the boardwalk.  Soak up the Montauk sun on Paradise Beach and order a cool drink or lunch.  End the evening by relaxing and enjoying a cordial at the Cohi Bar.

DAY 7
Cruise back to Hyannis.
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