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1990 Herreshoff 37 Diddikai
$44,350
Boat in Niagara On The Lake, ON L0S1J0 CA
37 Diddikai
1 Engine (Yanmar)
37 feet
Diesel
Fiberglass/Reinforced
Stock #391951
Video of this vessel available at www.popsells.com/view/391951
Reason for selling is "Moving to Canada".
ANY and ALL offers will be put in front of our seller! Submit your offer today!
Custom built Herreshoff Diddikai! One owner! Meticulously maintained! Ready to cruise!
This 37-foot Herreshoff features a custom-made interior by the owner.
The boat has a full keel with a transom-hung rudder with a long tiller.
The boat's best feature is the shape of the hull and the keel.
This boat is designed for the deep ocean and blue waters.
This boat is perfect for single-person sailing.
The boat is very easy to operate and it is very maneuverable with a single hand onboard.
The interior features a Shipmate stove in the galley with a foot pump for the sink water.
The V-Berth is very spacious and the boat has lots of storage space.
While we will always attempt to provide you with a TRUE representation of every vessel we market, during any purchase from Pop you will be encouraged to schedule an inspection from an independent, accredited surveyor and every purchase WILL ALWAYS BE subject to your satisfaction with the results from your independent survey and your own personal trial run.
We have several more Gulfstar, Hunter, Catalina, and Morgan vessels for sale. If you're in the Niagara On The Lake area, please contact us to let us know what you're looking for and we'll get back with you today about any other sloop sailboat options we have locally that may meet your needs.
You have questions? We have answers. Call us at (941) 538-7803 to discuss this vessel today.
Video of this vessel available at www.popsells.com/view/391951
Reason for selling is "Moving to Canada".
ANY and ALL offers will be put in front of our seller! Submit your offer today!
Custom built Herreshoff Diddikai! One owner! Meticulously maintained! Ready to cruise!
This 37-foot Herreshoff features a custom-made interior by the owner.
The boat has a full keel with a transom-hung rudder with a long tiller.
The boat's best feature is the shape of the hull and the keel.
This boat is designed for the deep ocean and blue waters.
This boat is perfect for single-person sailing.
The boat is very easy to operate and it is very maneuverable with a single hand onboard.
The interior features a Shipmate stove in the galley with a foot pump for the sink water.
The V-Berth is very spacious and the boat has lots of storage space.
While we will always attempt to provide you with a TRUE representation of every vessel we market, during any purchase from Pop you will be encouraged to schedule an inspection from an independent, accredited surveyor and every purchase WILL ALWAYS BE subject to your satisfaction with the results from your independent survey and your own personal trial run.
We have several more Gulfstar, Hunter, Catalina, and Morgan vessels for sale. If you're in the Niagara On The Lake area, please contact us to let us know what you're looking for and we'll get back with you today about any other sloop sailboat options we have locally that may meet your needs.
You have questions? We have answers. Call us at (941) 538-7803 to discuss this vessel today.
Nominal Length
37ft
Length Overall
37ft
Length at Waterline
28ft
Beam
9ft
Max Draft
5.42ft
Dry Weight
18000lb
Cruising Speed
5.21kn
Max Speed
6.95kn
Max Passengers
6
Fresh Water Tanks
50gal
Fuel Tanks
25gal
Hull Material
fiberglass
Hull Shape
v
Engine 1
Engine Make
Yanmar
Engine Model
3 Cly
Total Power
30hp
Engine Type
Inboard
Fuel Type
diesel
Engine Year
1985
Propeller Material
bronze
Anchor Locker
✓
Anchor Rode
✓
Bbq Grill
✓
Bell
✓
Bench Seat
✓
Beverage Holders
✓
Bimini
✓
Bolster Seat
✓
Bow Dodger
✓
Bow Ladder
✓
Bow Pulpit
✓
Bow Rail
✓
Bow Scuff Plate
✓
Built In Cooler
✓
Cleats Fixed
✓
Cockpit Seating
✓
Compartment Storage
✓
Dinghy Lift
✓
Full Enclosure
✓
Hatch Covers
✓
Helm Light
✓
Isinglass
✓
Non Skid Deck
✓
Passenger Seat
✓
Raw Water Washdown
✓
Sea Cocks
✓
Self Bailing Cockpit
✓
Spreader Lights
✓
Windlass
✓
Windlass Locker
✓
Windshield One Piece
✓
Cabinets
✓
Dinette
✓
Ice Box
✓
Mirror
✓
Nav Station
✓
Pressurized Water System
✓
Salon
✓
Settee
✓
Shower
✓
Sink Galley
✓
Stove / Oven
✓
V Berth
✓
Ac Electric Panel
✓
Battery Switch
✓
Circuit Breaker Panel
✓
Courtesy Lights
✓
Fuel Gauge
✓
Fuse Panel
✓
Galvanic Isolator
✓
Oil Pressure Gauge
✓
Parallel Capability
✓
Shore Power
✓
Shower Sump Pump
✓
Tachometer
✓
Volt Meter
✓
Water Heater
✓
Water Pressure Gauge
✓
Water Temp Gauge
✓
Backstay
✓
Blocks
✓
Boom
✓
Boom Vang
✓
Chain Plates
✓
Forestay
✓
Lifelines
✓
Mast
✓
Pennant Flag Halyard
✓
Rigging Hardware
✓
Running Rigging
✓
Sloop Rig
✓
Spinnaker Pole
✓
Standing Rigging
✓
Whisker Pole
✓
Winches Manual
✓
Covers Sail
✓
Dodger
✓
Downhaul
✓
Genoa
✓
Main Sail
✓
Reefing Mainsail
✓
Rigged For Single Handed
✓
Spinnaker Sheets
✓
Staysail
✓
Storm Trysail
✓
Bilge Blower
✓
Bilge Pump
✓
Carbureted
✓
Engine Alarms
✓
Holding Tanks
✓
Oil Changing System
✓
Throttle/shift: Mech
✓
Autopilot
✓
Compass
✓
Covers Display
✓
Fish Finder
✓
Hailer
✓
Masthead Light:
✓
Navigation Lights
✓
Radar Array
✓
Separate Depth Sounder
✓
Tower Light
✓
Vhf
✓
Vhf Antenna
✓
Wind Instrument
✓
Carbon Monoxide Detector
✓
Emergency Tiller
✓
Engine Kill Switch
✓
Fume Detector
✓
Horn
✓
Life Sling
✓
Propane Storage Locker
✓
Searchlight
✓
Spotlight
✓
Sump Pump
✓
Yacht Certified
✓
Bottom Paint Antifouling
✓
Tagline
Custom built Herreshoff Diddikai! One owner! Meticulously maintained! Ready to cruise!
Condition detail
The boat is in good working condition.
The bottom could use a good scraping and thats about it.
The engine starts right up as long as you know what to do.
Per the owner, all of the sails and all the rigging are in good condition and ready for sailing the ocean blue.
Selling reason
Moving to Canada
Storage
Status
tied to a dock at a private residence
Price History
| Date | Event | Price |
|---|---|---|
| 2/3/26 | Initial price | $44,350 |
Videos from Pop Yachts on this 1990 Herreshoff 37 Diddikai
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Meet the Broker

Address
5717 Bessie Drive
Sarasota, FL 34233
Contact Pop Yachts
5717 Bessie Drive, Sarasota, FL, 34233
































































