Maine

Come join us for a week of sailing and exploring the majestic, rocky coast of Maine!  Be on constant whale watch as we navigate our way to uninhabited islands, lighthouses and small, picturesque towns. Go ashore to tour the Maine Maritime Museum, view naval ships at Bath Ironworks from our anchorage, or go ashore to search for the best pizza and ice cream in town!  Kayak with seals in quiet anchorages and enjoy a traditional "Lobster Bake" on board Boundless after a day of hiking thickly wooded, island trails.

Boundless sails Maine each summer,

July thru September. 

Chesapeake Bay

Spend a long weekend or a week sailing aboard Boundless as we explore the coastal towns and islands of the Chesapeake Bay! Enjoy a great seafood dinner ashore at one of the Chesapeake's finest seafood restaurants, then watch the sunset from the deck of your floating home. You will have time to read, relax, or stroll historic towns like St. Michael's, Crisfield, or St. Mary's to stretch your legs or look for ice cream. 

Boundless sails the Chesapeake Bay in the

spring and fall months

New York City

Sailing into New York City is an experience of a lifetime! We will sail past Ellis Island where 12 million immigrants arrived to find a better life in America. Then we sail past the Statue of Liberty and anchor behind her for a night of viewing the Manhatten Skyline. We will travel the length of the infamous East River through "Hell Gate" and into Long Island Sound passing the United Nations and the Empire State Building along the way. Anchoring in Port Washington on Long Island, we will take the train to Times Square, the 9/11 Memorial, Central Park, Rockefeller Center, and in the evening, catch a Broadway Show! This 7-day sailing adventure is not to be missed.

New York City trips aboard Boundless take place in early summer and early fall each year. 

Washington, DC

Join us for a 7-day historic sail from the mouth of the Potomac River into the heart of our Nation's Capitol and live history each day of your trip! Our first stop will be to visit Historic St. Mary's City, Maryland, to be greeted by its inhabitants in 17th century costume! From there we sail north on the Potomac to St. Clement's Island to search for buried treasure! Then it's onward to tour George Washington's home in Mount Vernon where will we anchor for the night follwed the next day by a short sail into Washington DC to take in the sights. All the monuments, the Smithzonian Institution, art and history museums are yours to explore! 

Washington, DC trips take place April thru June and September thru October.

Bahamas

There are over 700 islands in the Bahamas waiting for you to explore! Each day on Boundless we will set sail to a different, uninhabited island to explore its white, sandy beaches, leaving only your footprints behind.

You will snorkel over coral reefs and towering coral heads observing tropical fish, aquatic plants, sponges and more! 

After your incredible day of exploration, enjoy a delicious dinner aboard, watch the sunset over the ocean, and wait for the stars to fill the night sky!

Our week-long Bahamas sailing adventures

take place November thru May.

Transporting Boundless

Sail with Captain Jeff and learn the ropes of what it takes to deliver Boundless from one geographical area to another.

These extended trips are usually 2-4 weeks in length and are ideal for an experienced sailer seeking greater sailing, route planning, and weather routing experience and/or for adventurous novices! Voyage planning, meal prep, offshore considerations, heavy weather sailing, chart study, weather sources, watch keeping, and offshore communications may be some of the topics covered. Trips typically are from Virginia to Maine and return, or Virginia to the Bahamas and return. 

Boundless delivery trips take place early summer and early/late fall.