Our Founder

Captain Jay Phillips

Capt. Jay Phillips has worked in the yachting industry since the age of 14 refinishing boats at his local boat yard in Havre de Grace, MD. Before finishing college he obtained and fixed up his first daysail charter boat getting his feet wet as a charter skipper.

After running his Stiletto Catamaran Charter for about 5 years, he moved to Annapolis MD with the objective to hone his competitive and professional sailing skills. Living in Eastport (Annapolis) just behind the Chart House and Marmandukes Pub was the ideal place in the heart of the “The Sailing Capitol of the World”, where he spent the next 10 years focusing on high performance racing yachts, multihulls and as a Sailing Coach and Charter Captain. When not on the water, he immersed himself in sailing industry related work of rigging, sailmaking, and boatbuilding to balance and improve his understanding of yacht performance and offshore safety.

Always interested in tinkering and building new things, frequent opportunities arose building new boats, refurbishing older boats, and improving existing yachts.

Through decades of boatbuilding projects, charter skippering, and yacht racing and deliveries Jay became very intimate with the waters of the Bahamas, Windward and Leeward Island, Yucatan, Chesapeake, New England, Florida Keys, Gulf of Mexico, and Bermuda. “Sailing opens doors for exploring new places, competition and meeting new friends on the water”, according to Phillips and has been a lifelong passion he has always been committed to sharing with new generations of sailors. Jay is currently the Director and Founder of the new US SAILING Community Sailing Program on Hatteras Island, NC, Hatteras Community Sailing, hatterassailing.org.

Our History

January 1, 2007

360 Yachting – Charter Yacht Management

Managed marketing, maintenance and execution of 1000’s of Bareboat and Crewed Charters in the Bahamas, Keys, Gulf of Mexico. Sailing and Power Yachts from 36 – 60 ft

January 1, 2007
January 1, 2012

Gunboat International

Rigging Team Leader for the new Gunboat 55 line of luxury all carbon epoxy resin infused performance catamarans

January 1, 2012
January 1, 2014

Stiletto-X High Performance Catamaran

Founder and Product Developer of the Stiletto X Series Catamaran Design. Founded production facility and built new prepreg carbon design demountable trailerable 33 ft high performance catamaran

January 1, 2014
January 1, 2018

Custom 72′ Schooner, Belle

Project Management of this 60′ LOD 72′ LOA Traditional Schooner. Specified, Designed and Installed all inboard systems on the vessel – Generator, Plumbing, Drivetrain, Steering, Gray/Black Water, Exhaust, HVAC. Designed Rig and Sail Plan.

January 1, 2018
November 1, 2020

New! pH850 High Performance Catamaran

Designed a new 8.5 meter demountable ultra lightweight prepreg carbon catamaran. Prototype construction, marketing, and outsourcing of parts production. Final Assembler

November 1, 2020

Boat Building Projects

  • Hatteras Memory Keepsake for Auction
    Take Home the 40 Year Old Fish House Restaurant Highway Signs! A piece of Hatteras History. The old Fish House Property on Buxton Harbor has been sold and will hopefully be put to use as a sailing and maritime education center for local and visiting youth and adults. Originally we were planning on simply flipping and re-using the signage for the new branding. But a very wise friend from Frank n Fran’s said ,”What are you doing with the road signs? I’d bet someone would really cherish having them!”. Heeding the good advice, we are offering at least one of the signs to the highest bidder!  Proceeds from the sale of this cool and historic memento will be used towards the purchase and use of the property as a sailing and maritime educational resource to the community. Details are as follows: 1) Dimensions are 8 ft long x 5 feet high x 2 inches thick […]
  • Hatteras Island – Yacht Rescue and Salvage
    Responsible and Safe Recovery from the Graveyard of the Atlantic The danger of offshore transit around Cape Hatteras and Diamond Shoals is frequently underestimated. Each year 5 – 20 vessels get stranded on the shallow bars of the Outer Banks as they approach Hatteras Point and Diamond Shoals off of North Carolina’s Barrier Islands. Especially […]
  • Used and Repair(able) Sail Sale!
    Sale on Used Sail Inventory Most of these sails will be between $100 – $300 depending on the age and extent of work that had to be done to fix them. World Sails 4.7 mast 430/400 luff 407 boom 165 sail004a.jpg sail004b.jpg Real World Sails 5.2 mast 400 luff ext 23-25 boom 174-176 sail009a.jpg sail009b.jpg […]
  • Gunboat 55 Rigging
    Leader of the Rigging Team at the Wanchese, NC Gunboat Factory. With a Team of 5 rigging team members, we worked on all stages of the rigging installations on the new Gunboat 55, all Carbon Fiber, Infused Catamaran. Nine hulls were on the floor during this time and were at all different stages of completion, […]
  • Time Flies! Are you and Your Boat Ready for 2021?
    Get your boat ready for next season….
  • Generator Installation
    Onan 13.5 kw Installation
  • Rig Development
    Rig Planning and Design
  • Lagoon 440 Catamaran
    Project Manager & Captain
  • Stiletto 27 Refits
    Owned and Refit of 5 Stiletto 27’s

Some highlights of Captain Jay’s yachting experience include:

  • 30 Years as a Licensed 50 Ton USCG Captain running Power and Sailing Yachts up to 97 Feet
  • 25 Years Teaching Sailing and Cruising Programs via ASA and US SAILING Certified Schools such as JWorld Annapolis and Colgate, certifying over 1000 sailing students through Basic Sailing, Near Coastal, Bareboat Charter, Navigation, North U, Advanced Coastal Cruising, and various specialty racing clinics.
  • Over 150,000 logged sea miles, counting all deliveries, charters, instruction, sea trials, and solo offshore passages
  • Charter Captain for over 200 Crewed Caribbean (7 day charters) Charter Vacations. 50+ Bahamas Charters, 50+ Chesapeake Charters, 35+ Fl Keys Charters
  • Franchise Owner of Quantum Sail Design Caribbean Territory
  • Founder and Owner of North Sails BVI Sail Loft in Tortola, BVI
  • Founder and Owner of 360 Yachting – Yacht Management, Bareboat Charters, Crewed Charters, and Sailing School in Fl Keys and Bahamas
  • Product Developer and Builder of the new Stiletto X Series Catamarans
  • Designer and Builder of the new pH 850 Catamaran
  • Proven Tactician, Coach and Helmsman in countless One Design and Fleet Regattas Internationally (J22, J24, J80, Melges 24, Mumm 30, Tartan 10, IC14, IC24, J105, J120, J30, J29,) One Design Classes
  • Numerous Power and Motor Yacht Captain Work ranging from Annapolis Water Taxi’s to 97 ft Broward Megayacht, including Offshore Sportfishing, Inshore Fishing Tours, 25 Passenger Ferry, 50 Passenger Tour Boats, 350 Passenger Tour Boat, 50′ Sea Ray Charters in BVI, and Sunseeker Yachts in the BVI.

Jay and his wife, Meg, and children, Noah, Beau, and Bunny live in the village of Avon on Hatteras Island, Outer Banks, NC, USA.