Yacht Delivery

Our commercial boat / private yacht delivery captains and crews specialize in power boat and sailboat delivery from anywhere to anywhere.

Book your delivery NOW and save on all Captain and Crew fees.

Our Service Locations
We serve New England, Middle Atlantic & Florida, the Great Lakes, the New York Canal System, and Inland Waterways.

On The Water Yacht Deliveries has a talented team of captains and mates.
Among them are experienced boat delivery captains, who can deliver your
boat through coastal and Intercoastal (Intracoastal) Waterway routes from
Corpus Christi, Texas to Nova Scotia, Canada, and, on the Western River
System from Lake Erie, Welland Canal, Lake Ontario, the Erie Canal and
Hudson River.

Our offshore yacht delivery service includes Trans Atlantic, Trans Pacific, the
Bahamas, the Caribbean Islands, and Bermuda locations.

We can also relocate your boat through Intercoastal (Intracoastal) Waterway
routes from New York Harbor, Chesapeake Bay, Maryland, Virginia, North
Carolina, South Carolina, Georgia, Florida to Key West, and on to Texas.

Contact On The Water Training: 978-281-3023 or (cell) 508-284-7445

On The Water Training is located in Gloucester, MA, just northeast of Boston, MA and serves New England and the east coast.

Why Use Us?

All of our captains have the qualifications, licensing and experience necessary to operate power and sailing vessels offshore and on the inland waterways. We also have catamaran specialists in our group who have extensive offshore delivery experience on multi-hulls.

Our collective wisdom and respect for the sea, your vessel and the safety of the people aboard will ensure the attention to detail that sets us apart from other delivery skippers.

Let our professionally experienced licensed captain and crew take care of your next boat or yacht delivery.

There are thousands of captains to choose from when having your yacht transported by water so why choose our team?
  • Our captains & crew-members have made hundreds of successful deliveries "safely & on time".
  • Our captains spend considerable time (before the voyage ) familiarizing themselves with your yacht, it's systems and capabilities.
  • We provides you with continual updates during the voyage and a post voyage written report of the vessels performance as well as detailed expense documentation.

Give us a call today and let us tell you how we can take care of your "Pride
and Joy". If you are in the market for a new pride and joy and are in need of
assistance in just the right purchase for your boating needs, let Captain Phil
help you make the right decision for the right boat for you.

Customer service and satisfaction is our #1 priority!

Contact On The Water Training: 978-281-3023 or (cell) 508-284-7445

On The Water Training is located in Gloucester, MA, just northeast of Boston, MA and serves New England and the east coast.

Captain Phil Cusumano is available to travel anywhere on all yacht deliveries.



Captain Phil Cusumano is a U.S.C.G. Licensed 100 ton Master with over 50 years experience. Captain Phil is patient and understands that there is a big difference between knowing how to run a boat and teaching someone else to do so. Whether it's docking, maneuvering, or running your boat or basic safety and seamanship, Captain Phil has done it all from Maine to Key West, to the tropical water of the Florida Gulf coast on boats from 15 ft. to 150 ft. For details of Captain Phil's background and training, visit RESUME.