A Luxury Bluewater Cruiser of Exceptional Pedigree

The 2006 Island Packet 440 Second Wind represents one of the finest examples of Island Packet’s bluewater craftsmanship—an exceptional yacht built for sailors who demand offshore capability without compromising comfort or elegance. Celebrated throughout the cruising community for her robust construction, thoughtful design, and ocean‑crossing pedigree, the 440 remains one of the most respected models ever produced by Island Packet Yachts. Second Wind stands out even further as a meticulously maintained, tastefully upgraded, and truly turnkey offering for the discerning buyer.

From the moment you approach her, Second Wind conveys the unmistakable presence of a world‑class passagemaker. Her graceful sheer, full‑bodied hull form, and signature Island Packet profile speak to a yacht engineered for strength, stability, and seakindliness. The 440’s proven performance offshore is matched only by her refined interior comfort, creating a vessel equally suited for extended ocean passages or luxurious coastal cruising.

Stepping below, the craftsmanship is immediately evident. Warm teak joinery, rich fabrics, and abundant natural light create an inviting and sophisticated atmosphere. The layout is exceptionally well executed, offering the volume and comfort of a much larger yacht while maintaining the practicality and safety demanded by serious cruisers. Both staterooms feature true centerline island berths—an uncommon luxury in yachts of this size—providing private, spacious accommodations for owners and guests alike. Each cabin is paired with a large, beautifully finished head complete with a separate shower stall, enhancing onboard livability during extended voyages.

The gourmet galley is designed for real cooking at sea, with generous counter space, secure storage, and high‑quality appliances. Opposite, the forward‑facing navigation station provides a proper command center for passage planning and systems management. The salon is equally impressive, offering comfortable seating, excellent ventilation, and the kind of craftsmanship that has made Island Packet interiors legendary.

On deck, Second Wind continues to shine. Her cockpit is secure and well‑protected, with ergonomics that support both short‑handed sailing and offshore endurance. Island Packet’s Full Foil keel and cutter rig deliver balanced performance, forgiving handling, and the confidence to take on bluewater conditions with ease. Every system aboard reflects the care of knowledgeable owners who spared no expense in maintenance and upgrades, ensuring she presents today in exceptional condition.

Second Wind is more than a cruising sailboat—she is a luxury home afloat, capable of carrying her owners to the far corners of the world in comfort, confidence, and style. Rarely does a vessel of this pedigree, condition, and readiness come to market. For sailors seeking a true bluewater cruiser with timeless design and uncompromising build quality, Second Wind offers an extraordinary opportunity.

Designer’s Comments

The Island Packet 440 reflects the brand’s core principles: superior comfort, ease of handling, proven seakeeping, and exceptional safety. Designed for long‑distance passage making, she is equally capable of global voyaging or relaxed coastal cruising. Both staterooms feature true island berths, stainless steel opening ports provide excellent ventilation, and the protected rudder/prop configuration underscores Island Packet’s commitment to durability and offshore reliability.

Gourmet Galley

• Frigoboat 12V refrigeration w/ digital controls (separate fridge/freezer)
• Engle MT45F-U1 stand‑alone 12V freezer
• Force 10 gimballed 3‑burner propane stove w/ oven
• GE microwave
• Stainless steel double sink w/ retractable spray
• Corian countertops w/ sea rails
• Seagull IV water filtration system
• Acu‑Gauge tank monitoring
• Slide‑out trash bin
• Teak dish racks & cutlery drawers
• (2) 5 lb propane cylinders in dedicated locker
• Abundant cabinet & locker storage

Hull, Deck & Cockpit

• Integral bow platform w/ SeaSafe rollers
• Large chain locker w/ rode bins & fender/line hooks
• Mantus anchor bridle w/ hook
• Custom stainless arch w/ davits, solar array & bimini frame (Marine Manufacturing, Miami)
• Built‑in motor mount & lift system
• (3) Kyocera 135W solar panels w/ Xantrex XW MPPT controller
• Rocna 25 anchor (250’ chain) + Bruce 50 (200’ chain)
• Lofrans vertical windlass w/ helm remote
• Custom teak & holly cockpit table (Cruising Concepts)
• Cockpit cushions & captain’s helm seat
• Walker Bay 10’2” tender w/ Suzuki 9.9HP outboard
• Swim platform w/ ladder, emergency ladder & hot/cold shower
• Fresh & saltwater washdowns (bow)
• Sails, Canvas, Covers & Rigging
• Cutter rig w/ Doyle sails (2015)
• Selden in‑mast roller furling mainsail
• 110% roller furling genoa (Harken)
• Roller furling staysail w/ Hoyt self‑vanging boom
• Rigid boom vang & Selden Rodkicker
• (2) Electric Lewmar 54 primary winches
• Full complement of Lewmar winches for halyards, mainsheet & furling
• Custom Glebe Creek companionway screens/doors
• Dodger, bimini & connector w/ Makralon windows (2013) + mesh sunscreens

Electronics & Entertainment

• Raymarine Axiom E80 chartplotter w/ Navionics
• Raymarine ST60 wind, speed & depth
• Raymarine AIS & 4KW HD radar (mast‑mounted)
• Simrad autopilot
• Icom M422 VHF (nav station) + (2) handheld VHFs
• Clarion AM/FM/CD/MP3 stereo w/ Fusion Bluetooth (2013)
• Speakers in salon & cockpit
• Samsung flatscreen TV (forward cabin)

Mechanical & Plumbing

• Yanmar 4JH3TE 75HP diesel w/ Max folding prop
• Side‑Power 6HP bow thruster
• Northern Lights 6KW generator (2013) – 1,214 hrs
• (2) Marine A/C & reverse‑cycle heat units (16,000 BTU each)
• Dometic Vacuflush electric heads (direct overboard option offshore)
• Remote oil filter, easy priming pump & service‑friendly layout

Electrical

• (5) AGM house batteries + AGM start battery (all new 7/2026)
• Victron Multiplus 12/2000/80 inverter/charger w/ remote
• Victron battery monitor w/ Bluetooth
• Balmar 100‑amp alternator w/ DuoCharge & 612 regulator
• Isolation transformer (2022)
• LED interior lighting
• Multiple shore power cords & splitter

Ship’s Spares & Gear

• Complete manuals
• Spare prop, pumps, filters & impellers
• Rebuilt Yanmar starter
• Replacement parts for windlass, strainers, Vacuflush, etc.
• Fenders, dock lines, life jackets, jack lines
• Magma grill w/ mount
• Bosun’s chair
• Extensive consumables for engine & generator

Recent Upgrades & Professional Service

• Safe Harbor City Boatyard – Charleston, SC (2022–2023)
• Haul, clean, sand & bottom paint
• New shaft & seal
• New cutlass bearing w/ PSS dripless system
• Stern tube cleaned, inspected & reinstalled
• Rudder post serviced
• Rigging inspection; select running rigging replaced
• Complete redesign & replacement of dodger/bimini enclosure; raised height to 6’+
• Total: $45,923

2024

• Serviced windlass & all winches
• Added Rocna anchor
• Installed custom Zarcor companionway doors
• Rebuilt Vacuflush systems
• Replaced overhead bulbs w/ LED; upgraded switches
• Added LED galley lighting

Gratitude Marina, Rock Hall, MD – 2025

• Haul, clean & bottom paint
• Replaced 160‑gal fuel tank with new 100‑gal tank (all modifications completed)
• Replaced fuel lines
• Cleaned & painted bilge
• Stripped & refinished all exterior teak
• Serviced main engine & generator
• Replaced all Racor filters
• Added additional LED galley lighting

Gratitude Marina Rock Hall, MD – 2026

• Replaced motor mounts
• Replaced all AGM batteries (house & start)

Ongoing Maintenance

• Oil & fuel filters every 100 hours
• Zincs replaced regularly

Broker’s Remarks
 Second Wind stands out as one of the finest Island Packet 440s on the market today. Her systems are modern, her maintenance history is exceptional, and her cruising inventory is complete. She is truly turnkey and ready for her next owner to cast off immediately.

The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.