• Slide: The Image of 1986 Westwind 38 sailboat docked at marina under clear blue sky. - 2The Image of 1986 Westwind 38 sailboat docked at marina under clear blue sky. - 2
  • Slide: The Image of 1986 Westwind 38 sailboat docked in marina, featuring sleek design and blue canopy. - 3The Image of 1986 Westwind 38 sailboat docked in marina, featuring sleek design and blue canopy. - 3
  • Slide: The Image of Cockpit of 1986 Westwind 38 sailboat with blue cushions and nautical equipment. - 4The Image of Cockpit of 1986 Westwind 38 sailboat with blue cushions and nautical equipment. - 4
  • Slide: The Image of Cockpit view of a 1986 Westwind 38 sailboat docked at a marina. - 5The Image of Cockpit view of a 1986 Westwind 38 sailboat docked at a marina. - 5
  • Slide: The Image of 1986 Westwind 38 sailboat docked at marina under clear blue sky. - 6The Image of 1986 Westwind 38 sailboat docked at marina under clear blue sky. - 6
  • Slide: The Image of Cockpit of 1986 Westwind 38 sailboat with seating, steering wheel, and marina view. - 7The Image of Cockpit of 1986 Westwind 38 sailboat with seating, steering wheel, and marina view. - 7
  • Slide: The Image of Interior of 1986 Westwind 38 sailboat with wooden finishes and cozy seating area. - 8The Image of Interior of 1986 Westwind 38 sailboat with wooden finishes and cozy seating area. - 8
  • Slide: The Image of Interior of 1986 Westwind 38 yacht kitchen with stove, sink, and wooden cabinetry. - 9The Image of Interior of 1986 Westwind 38 yacht kitchen with stove, sink, and wooden cabinetry. - 9
  • Slide: The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden accents and bedding. - 10The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden accents and bedding. - 10
  • Slide: The Image of Interior of 1986 Westwind 38 yacht bathroom with sink, toilet, and wooden accents. - 11The Image of Interior of 1986 Westwind 38 yacht bathroom with sink, toilet, and wooden accents. - 11
  • Slide: The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden finish and comfortable bedding. - 12The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden finish and comfortable bedding. - 12
  • Slide: The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden paneling and skylight. - 13The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden paneling and skylight. - 13
  • Slide: The Image of Interior of 1986 Westwind 38 sailboat, featuring wooden cabin and stairs. - 14The Image of Interior of 1986 Westwind 38 sailboat, featuring wooden cabin and stairs. - 14
  • Slide: The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and skylight. - 15The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and skylight. - 15
  • Slide: The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden paneling and comfortable bedding. - 16The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden paneling and comfortable bedding. - 16
  • Slide: The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden furnishings and bed. - 17The Image of Cozy cabin interior of 1986 Westwind 38 sailboat with wooden furnishings and bed. - 17
  • Slide: The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and windows. - 18The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and windows. - 18
  • Slide: The Image of Interior of a 1986 Westwind 38 sailboat, featuring wooden cabinetry and cozy sleeping area. - 19The Image of Interior of a 1986 Westwind 38 sailboat, featuring wooden cabinetry and cozy sleeping area. - 19
  • Slide: The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and natural light. - 20The Image of Interior of 1986 Westwind 38 sailboat with wooden cabinetry and natural light. - 20
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1986 Westwind 38

$70,000

Used

Boat in Fort Monroe, VA 23651 US

builtBuilt in 1986
Year the boat was built
model

38

Boat model
engine

1 Engine (Yanmar)

Engine type and count
length

38 feet

Overall boat length
fuel

Diesel

Fuel type
material

Fiberglass/Reinforced

Hull material

Introducing the Westwind 38 Cutter, a remarkable vessel from 1986 that combines classic design with modern functionality. With an overall length of 38 feet, this monohull features a sleek fiberglass hull and a fin keel, ensuring stability and performance on the water. Powered by a reliable 30 hp Yanmar diesel engine, it offers a cruising speed of 7.5 knots, making it perfect for leisurely voyages or spirited adventures. The interior accommodates two cabins and one head, providing comfort for you and your guests. Equipped with an electric windlass, the Westwind 38 enhances your sailing experience, making anchoring effortless. This used boat has been well-maintained, showcasing its enduring quality and charm. Whether you're exploring coastal waters or embarking on extended journeys, the Quesencia is ready to deliver unforgettable memories on the open sea.

Nominal Length
38ft
Length Overall
38ft
Length at Waterline
33ft
Length on Deck
38ft
Beam
12ft
Max Bridge Clearance
54ft
Max Draft
4.92ft
Cabin Headroom
7ft
Displacement
19200lb
Ballast
7500lb
Cruising Speed
7.5kn
Cabins
2
Heads
1
Fresh Water Tanks
80gal
Fuel Tanks
30gal
Windlass
electric-windlass
Electrical Circuit
12v
Hull Material
fiberglass
Hull Shape
monohull
Engine 1
Engine Make
Yanmar
Total Power
30hp
Fuel Type
diesel
Drive Type
direct
Cockpit Shower
✓
Outboard Engine Brackets
✓
Davits
✓
Wind Generator
✓
Solar Panel
✓
Cockpit Cushions
✓
Cockpit Table
✓
Swimming Ladder
✓
Electric Bilge Pump
✓
Microwave Oven
✓
Air Conditioning
✓
Battery Charger
✓
Depthsounder
✓
Radar
✓
Log Speedometer
✓
Radar Detector
✓
Wind Speed And Direction
✓
Autopilot
✓
Compass
✓
Gps
✓
Vhf
✓
Flat Screen Tv
✓
Bimini Top
✓
Mainsail Cover
✓
Genoa Cover
✓
Hard Top
✓
Shore Power Inlet
✓
Steering Wheel
✓
Fully Battened Mainsail
✓
Spinnaker
✓
Furling Genoa
✓
Trisail
✓
Additional Information

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.

Price History

DateEventPrice
4/23/26Initial price$70,000

Overview from around the web 1986 Westwind 38

Customers praise the 1986 Westwind 38 for its solid construction and classic design, highlighting its spacious interior and comfortable accommodations for extended cruising

Many appreciate the boat's reliable performance under sail, ease of handling, and well-thought-out layout, making it suitable for both coastal and offshore sailing. Owners often note the quality craftsmanship typical of Westwind yachts, as well as the vessel's timeless appeal and seaworthiness. Maintenance and parts availability are generally rated as manageable, contributing to the boat’s enduring popularity among sailing enthusiasts.

The Biggest Pros and Cons

The 1986 Westwind 38 offers a range of advantages and some considerations to keep in mind:

Pros

Sturdy Construction: Built with solid fiberglass, the Westwind 38 is known for its durability and longevity.

Classic Design: Its timeless lines and traditional styling appeal to sailors who appreciate classic aesthetics.

Comfortable Interior: The layout provides ample living space for extended cruising, with good headroom and practical accommodations.

Good Sailing Performance: With a well-balanced sail plan and moderate displacement, it handles well in various wind conditions.

Reliable Systems: Many models come equipped with dependable mechanical and electrical systems that have stood the test of time.

Cons

Aging Components: Being a 1986 model, some systems and fittings may require updating or maintenance.

Heavier Displacement: Compared to modern designs, the boat may be slower in light winds due to its weight.

Limited Modern Amenities: The original design may lack some of the conveniences and technology found on newer yachts.

Maintenance Requirements: Older fiberglass boats often need regular upkeep to address issues like gelcoat wear or deck hardware corrosion.

Made For

The 1986 Westwind 38 is ideal for sailors seeking a classic, well-crafted cruising yacht that combines solid construction with comfortable accommodations. Perfect for couples or small families, this boat offers reliable performance for coastal cruising and weekend getaways, as well as the durability needed for longer passages. Its thoughtful design and spacious interior make it a great choice for those who appreciate traditional styling alongside practical functionality on the water.

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 1986 Westwind 38. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Cutter cost in today's market, or how much does a Westwind cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
Monthly payment
$443.27/mo
$
$
%
Principal Loan Amount$ 59,500
Total Payment$106,383.79

Finance your dream boat!

Use our boat payment calculator to estimate monthly payments for 1986 Westwind 38. Enter your down payment, choose a loan term, and adjust the interest rate to see an instant payment estimate — ideal if you're calculating boat payments before you enquire. Wondering how much does a Cutter cost in today's market, or how much does a Westwind cost for similar models? This boat financing calculator helps you compare scenarios in seconds, whether you're considering used boat financing or a new purchase.
Monthly payment
$443.27/mo
$
$
%
Principal Loan Amount$ 59,500
Total Payment$106,383.79

Contact Hawkins Boat Brokerage

170 Green's Cove Rd, Deltaville, VA, 23043

By checking this box, I consent to receive recurring marketing text messages, phone calls, and emails from Hawkins Boat Brokerage at the number and email provided, including messages sent using an autodialer or prerecorded voice. Message frequency varies. Message and data rates may apply. Reply STOP to opt out or HELP for assistance. Consent is not a condition of purchase. We'll also send helpful email updates about your boat search. You can unsubscribe whenever you like. See Terms of Use and Privacy Policy.

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Address

170 Green's Cove Rd
Deltaville, VA 23043

Boat Location

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Contact Hawkins Boat Brokerage about 1986 Westwind 38

170 Green's Cove Rd, Deltaville, VA, 23043

By checking this box, I consent to receive recurring marketing text messages, phone calls, and emails from Hawkins Boat Brokerage at the number and email provided, including messages sent using an autodialer or prerecorded voice. Message frequency varies. Message and data rates may apply. Reply STOP to opt out or HELP for assistance. Consent is not a condition of purchase. We'll also send helpful email updates about your boat search. You can unsubscribe whenever you like. See Terms of Use and Privacy Policy.

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