Head east from the Hamptons to Nantucket with this guided east coast cruise. Begin your cruise at Sag Harbor Yacht Club, in the historic whaling village of Sag Harbor, NY, and continue east with stops including Montauk, Newport, Martha’s Vineyard, and more.

  1. - Estimated Mileage: 0

    Sag Harbor Yacht Club

    Sag Harbor, NY



    A historic whaling town, Sag Harbor prides itself on being “unHamptons.” The Sag Harbor Whaling & Historical Museum promotes the area’s rich culture. Foster Beach on Noyack Bay is a great place to unwind after a long day of fishing, clamming, or paddle-boarding in the harbor. Walking distance to town, there is an abundance of restaurants nearby, including the American Hotel, the Corner Bar, Dockside Bar & Grill, Nello Summertimes, and Cittanuova.

  2. Montauk, NY



    As a quintessential beach town, Montauk offers expansive beach access stretched across miles of coastline featuring vintage boutique shopping and exquisite surf cuisine at popular eateries such as The Gig Shack and The Hideaway Restaurant. Montauk, or “The End” as locals call it as the easternmost part of Long Island, has morphed from fisherman’s enclave to a polished surf town. IGA Grocery is located about 3 miles away from Montauk Yacht Club.

  3. - Estimated Mileage: 20

    Champlin’s Marina & Resort

    Champlin's Marina & Resort - Block Island, Rhode Island - Marinalife

    Block Island, RI



    Whatever you are searching for, Block Island seems to have it: art galleries, hiking, fishing, bars, food, and shopping are all available within arm's reach, and you'll be no farther than a 20-minute bike ride from the southern and northernmost points of the Island. You'll find most of the island's cafés and inns near Water Street in Old Harbor. If you're in search of oysters, steamers or lobster, you almost can't go wrong with any of the local restaurants. Finn's Seafood Restaurant is a popular place for seafood, and its fish market below the restaurant emphasizes its commitment to getting you a fresh meal. Take-out is also available. The Salty Dog on Water Street is a local institution and offers a wonderful view of Old Harbor. The Orange Cat Café offers a variety of baked goods and some excellent coffee. For those with a sweet tooth, look for Blocks of Fudge on Chapel Street.

  4. - Estimated Mileage: 20

    Mystic River Marina

    Mystic, CT



    Mystic River Marina is a fantastic full-service facility that has been family owned and operated since 1957. Located on the secluded Mason's Island in Mystic, Connecticut, guests will enjoy beautiful views of Long Island Sound. The marina is in a protected area below the bridges, allowing boaters to rest easy on calm waters. Mystic River Marina has awesome amenities for the vacationing boater to enjoy. It is home to a swimming pool, laundromat, a beautiful picnic area, and a clubhouse. There is also a delicious restaurant on the property, Kitchen Little. Here guests can dine on amazing breakfast dishes and also a variety of awesome sandwiches. There are additional restaurants nearby as well. Groceries, rental cars, and bike rentals are all within a short distance to the marina too. Last, but not least, Mystic River Marina prides themselves on providing guests with the highest quality marine services. The 165-slip, full-service facility specializes in repowers, diesel, and gasoline engines and generators, engine repairs, custom canvas work, underwater hardware repair, complete hull repairs, fiberglass repairs, interlux authorized yard, and bottom blister repair. For basic boating needs, there is a Ship Store on location as well. There is a gas dock with both gas and diesel, as well as a pump-out station.

  5. - Estimated Mileage: 31

    Newport Yachting Center

    Newport, RI

    (800) 653-3625 ext. 1


    The site of world-class festivals — music, seafood, tennis, polo and more. Visit Cliff Walk, the 3.5-mile path that traces the edge of the sea, the famous mansions of the Gilded Age, and the storied Tennis Hall of Fame. Explore the Coastal Wine Trail, or visit Rhode Island’s only operating rum distillery before dining on dishes made from ingredients from local farmers, foragers, and fishermen at such places as Midtown Oyster Bar, Brick Alley Pub & Restaurant, Tallulah on Thames and Pasta Beach. Dockage is available right in the heart of town at the Newport Yachting Center for vessels up to 180 feet (22-foot dock depth).

  6. - Estimated Mileage: 37

    Vineyard Haven Marina

    Vineyard Haven, MA



    Martha's Vineyard, known for its crystalline green shores, Atlantic breezes, fabulous shops, eateries and pubs, scenic and historic towns. Vineyard Haven Marina is known for the numerous amenities and privacy it ensures its guests. Additionally, their deep water moorings and dockage can accommodate vessels up to 200ft in length. The marina will arrange shoreside accommodations, dining reservations, special Island tours, and air or ground transportation, to name a few.

  7. - Estimated Mileage: 29

    Nantucket Boat Basin

    Boats at nantucket boat basin

    Nantucket, MA



    Nantucket is noted for its dune-backed beaches and stunning shingled buildings. Steepled churches, designer boutiques, and phenomenal eateries line the cobblestone streets and old wharves. Visiting yachts have many restaurant options, such as CRU and Slip 14. The centrally located Nantucket Boat Basin can handle boats up to 300 feet (12-foot dock depth). Grab a bicycle to explore the island or catch a cab to visit Cisco Brewers, Triple Eight Distillery and Nantucket Vineyard. Rent a 4x4 SUV for an off-road adventure along the 16 miles of sand roads and beach at Coskata Coatue Wildlife Refuge.