Charters & Cruises

Nantucket Charter

Enjoy direct access from the Inn’s private dock to Nantucket, reaching the island in just about an hour for a full-day experience designed around your schedule. Stroll charming cobblestone streets, explore local shops and galleries, and dine at one of the Grey Lady’s many seaside restaurants.

• Primarily offered as private charters aboard Starlight, Starbright, or Starlight Express (Valhalla V-46)
• Guests choose their own departure time, allowing for a fully customized day on the water
• Ideal for full-day island escapes, combining scenic coastal cruising with time to explore ashore

Charter Options:

• Private Nantucket Charter (Full Day): The most popular option, offering more flexibility
• Shared Nantucket Charter (Select Days): Up to 6 guests with set departure times, ideal for those seeking a more structured day trip

Martha's Vineyard Charter

Experience a seamless, full-day escape to Martha’s Vineyard departing directly from the Inn’s private dock, where pristine beaches, dramatic clay cliffs, and a rich mix of cultural attractions, dining, and boutiques create the perfect island day trip.

• Available exclusively as a private charter aboard Starlight, Starbright, or Starlight Express (Valhalla V-46)
• Ideal for guests seeking a more private, elevated island experience

Seal & Harbor Cruises

Enjoy a relaxed, one-hour cruise through Aunt Lydia’s Cove and along the Chatham coastline, departing aboard BarTender with up to 18 guests.

• Morning Seal Cruise (9:00 AM Daily): Explore one of the region’s most active wildlife habitats, home to hundreds of gray and harbor seals. Observe seals basking on sandbars at low tide or playing in the water at high tide, while learning about their feeding and migratory habits, with passing views of Tern Island, Chatham Lighthouse, and the Chatham Fish Pier.
• Evening Harbor Cruise (5:00 PM Daily): Unwind with a scenic early evening cruise along the picturesque Chatham coastline, passing Chatham Lighthouse and North Beach Island while taking in the soft light and colors of golden hour.