New England is the birthplace of American maritime tradition, and yachting remains a favorite pastime today.
A charter here immerses you in the local lifestyle, with everything from sandy beaches to clam bakes to whaling museums. Some of the architecture dates back centuries, and cobblestone streets still guide visitors to bistros and boutiques.
This eight-day itinerary combines days of relaxation with days of exploration, and includes stops at the world-famous islands of Nantucket and Martha’s Vineyard.
Day 1: Newport, Rhode Island
Local harbor tour Cruising pace at your leisure Arriving in Newport is like stepping into the heart of the yachting culture, and you will want a day to savor the experience. Walk along the waterfront promenade where countless yachts are berthed, explore the shops full of maritime goodies, and end your first day with a leisurely harbor cruise in view of the stunning, manicured mansions.
Day 2: Newport to Block Island
16 nautical miles A little more than an hour and a half aboard a yacht that cruises at 10 knots Less than three hours aboard a sailing yacht that cruises at 6 knots Block Island combines New England style with a laid-back attitude. Victorian houses and quaint shops share the island with 17 miles of white, sandy beaches. Bicycle tours are a popular option here, with some roads running alongside beautiful stone walls that are hundreds of years old.
Day 3: Block Island to Cuttyhunk Island
30 nautical miles Three hours aboard a yacht that cruises at 10 knots Five hours aboard a sailing yacht that cruises at 6 knots Cuttyhunk is south of Cape Cod, Massachusetts, and offers exceptional hiking with bird’s-eye views that make for fantastic keepsake photos. The island is best known as a quiet, remote place to simply relax and unwind, perhaps enjoying a long lunch on your charter yacht or a clam bake onshore before a refreshing nap in the gentle sea breezes.
Day 4: Cuttyhunk Island to Martha’s Vineyard
8 nautical miles Less than an hour aboard a yacht that cruises at 10 knots Less than an hour and a half aboard a sailing yacht that cruises at 6 knots What Cuttyhunk is to nature, Martha’s Vineyard is to society. U.S. presidents are known to vcation here, and you will often see some of New England’s most impressive yachts docked in the marinas. A day at the beach is an option here, as is an afternoon of shopping and dining in Edgartown, whose cobblestone streets are lined with boutiques and bistros.
Day 5: Martha’s Vineyard to Nantucket Island
20 nautical miles Two hours aboard a yacht that cruises at 10 knots A little more than three hours aboard a sailing yacht that cruises at 6 knots How special is Nantucket? Its historic district comprises the whole of the island, making it the largest National Historic Landmark District in the contiguous United States. Nantucket was once the world’s leading whaling port, and its Whaling Museum is one of several cultural offerings you can enjoy. The island is also a haven for artists, with many galleries hosting open houses and exhibits during the summer.
Day 6: Nantucket to Hadley Harbor and Woods Hole
30 nautical miles Three hours aboard a yacht that cruises at 10 knots Five hours aboard a sailing yacht that cruises at 6 knots Hadley Harbor is one of the best-protected anchorages in the region. From your safely anchored charter yacht, you can go ashore by tender to Bull Island, which offers a short, scenic hike. Spend the rest of the day relaxing on your charter yacht, or venture to the nearby Woods Hole Oceanographic Institution for walking tours, science exhibits, and more.
Day 7: Hadley Harbor to Newport
24 nautical miles About two and a half hours aboard a yacht that cruises at 10 knots Four hours aboard a sailing yacht that cruises at 6 knots Relax in scenic Hadley Harbor over a leisurely breakfast before departing in the afternoon for Newport. Arrive in time to enjoy a celebratory farewell dinner ashore at one of the historic restaurants along Thames Street or Bannister’s Wharf.
Day 8: Newport
Depart at your leisure for the airport in Providence or Boston Do some last-minute shopping in town, or enjoy one of the many summertime festivals that take place in Newport each year. Some popular festivals celebrate jazz, folk music, clam chowder, wine, films, art, and crafts.
Each trip is tailored to your preferences and the current weather conditions of your charter. Please discuss your preferences with the captain and be open to other suggestions that may improve your charter experience.