42 Catalina 1999 Boat for Sale

Simpatico

ASKING PRICE: $119,900 Watch Price

Marathon, FL

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Simpatico Yacht Photos Pics Sailing yacht Catalina 42 MkII 1999 gliding on open sea under clear blue sky.

Simpatico Yacht Photos Pics Sailboat Catalina 42 MkII 1999 anchored in turquoise waters under clear blue sky.

Simpatico Yacht Photos Pics 1999 Catalina 42 MkII sailboat on land, cloudy sky background.

Simpatico Yacht Photos Pics Engine compartment of a 1999 Catalina 42 MkII sailboat, featuring mechanical components and wiring.

Simpatico Yacht Photos Pics Cozy interior of 1999 Catalina 42 MkII sailboat with wooden table and blue seating.

Simpatico Yacht Photos Pics Interior of a 1999 Catalina 42 MkII yacht with blue seating and wooden table.

Simpatico Yacht Photos Pics Interior of 1999 Catalina 42 MkII yacht with wood paneling and blue seating.

Simpatico Yacht Photos Pics Interior of a 1999 Catalina 42 MkII yacht kitchen with wooden cabinetry and modern appliances.

Simpatico Yacht Photos Pics 1999 Catalina 42 MkII yacht kitchen with stove, dual sink, and ample counter space.

Simpatico Yacht Photos Pics Cozy cabin interior of 1999 Catalina 42 MkII sailboat with nautical-themed bedding.

Simpatico Yacht Photos Pics Cozy cabin interior of 1999 Catalina 42 MkII sailboat with decorative bedding and storage baskets.

Simpatico Yacht Photos Pics Cozy cabin interior of 1999 Catalina 42 MkII sailboat with fish-themed pillow.

Simpatico Yacht Photos Pics Interior of a 1999 Catalina 42 MkII sailboat cabin with wooden cabinetry and cozy bedding.

Simpatico Yacht Photos Pics Interior of a 1999 Catalina 42 MkII sailboat, featuring wood paneling and a cozy cabin.

Simpatico Yacht Photos Pics Cozy cabin interior of 1999 Catalina 42 MkII sailboat with bed and bathroom.

Simpatico Yacht Photos Pics Bathroom interior of 1999 Catalina 42 MkII sailboat with sink and shower.

Simpatico Yacht Photos Pics Bathroom interior of 1999 Catalina 42 MkII yacht, featuring compact design and wooden accents.

Simpatico Yacht Photos Pics 1999 Catalina 42 MkII yacht bathroom with shower and storage compartments.

Simpatico Yacht Photos Pics Interior of a 1999 Catalina 42 MkII sailboat cockpit with blue cushions and storage.

Simpatico Yacht Photos Pics Sailing view from 1999 Catalina 42 MkII cockpit, open sea and sails visible.

Simpatico Yacht Photos Pics Cockpit navigation instruments on a 1999 Catalina 42 MkII sailboat at sunset.

Simpatico Yacht Photos Pics Compass on a 1999 Catalina 42 MkII sailboat, showing east direction.

Simpatico Yacht Photos Pics Open storage compartment on 1999 Catalina 42 MkII yacht, showcasing interior space.

Simpatico Yacht Photos Pics Storage compartment with wire baskets in a 1999 Catalina 42 MkII sailboat.

Simpatico Yacht Photos Pics Sea Frost control panel on 1999 Catalina 42 MkII yacht, mounted on wooden surface.

Simpatico Yacht Photos Pics Interior of 1999 Catalina 42 MkII sailboat with control panel and storage compartment.

Simpatico Yacht Photos Pics Interior view of a 1999 Catalina 42 MkII sailboat showing storage compartment and equipment.

Simpatico Yacht Photos Pics 1999 Catalina 42 MkII interior compartment with open access panel.

Simpatico Yacht Photos Pics Cockpit of 1999 Catalina 42 MkII sailboat with mesh storage bag.

Simpatico Yacht Photos Pics LiFePO4 batteries on a 1999 Catalina 42 MkII sailboat, 12.8V 200Ah capacity.

Simpatico Yacht Photos Pics Battery charging screen showing bulk charge status on Orion XS device, Catalina 42 MkII, 1999.

Simpatico Yacht Photos Pics Solar power monitoring dashboard showing energy statistics and trends for Catalina 42 MkII, 1999.

Simpatico Yacht Photos Pics Device list interface displaying solar panel data for Catalina 42 MkII, 1999 model.

Simpatico Yacht Photos Pics Close-up of a 1999 Catalina 42 MkII sailboat propeller on dry dock.

Simpatico Yacht Photos Pics Floor plan of a 1999 Catalina 42 MkII sailboat, featuring two cabin pullman layout.

Simpatico Yacht Photos Pics Sailboats anchored at sunset, featuring a 1999 Catalina 42 MkII.

Simpatico Yacht Photos Pics Sailing on a 1999 Catalina 42 MkII at sunset over calm ocean waters.

Simpatico Yacht Photos Pics Sunset over calm waters with sailboats, featuring a 1999 Catalina 42 MkII.

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Last updated Feb 15, 2026

Simpatico Boat | 42' Catalina 1999

Set sail in comfort and confidence aboard this beautifully maintained 1999 Catalina 42 MKII Two-Cabin, Shoal Draft — one of the most sought-after cruising sailboats ever built. Designed by renowned naval architect Gerry Douglas, the Catalina 42 MKII blends performance, spacious accommodations, and Catalina’s legendary build quality.

Whether you're planning coastal cruising, island hopping, or extended liveaboard adventures, Simpatico delivers comfort, capability, and timeless style. More photos forthcoming!

Vessel Highlights:

2 Cabin / 2 Head Layout
Shoal Draft Keel: Approx. 4’10” – Perfect for gunkholing & shallow waters
Beam: 13’10”
Engine: Yanmar 50 HP 4JH2E diesel engine with 7,000 hours
- ** Clean oil analysis reports for each oil change for the past 9 years **
Off-grid capabilities: Lithium battery bank, solar array, genset & watermaker!
Fuel Capacity: 46 gallons
Water Capacity: 110 gallons
Solid fiberglass hull construction
Balanced sailing performance
Comfortable motion underway
Strong owner community and resale value

On Deck:

Spacious cockpit
Walk-through transom with boarding ladder
Dodger, bimini and connector - Sunbrella Seamark canvas full enclosure with Strataglass windows (2023)
Phifertex panels that can fully enclose the entire cockpit while allowing air flow - but NO BUGS
Zarcor companionway doors with 3 different sets of inserts
Fresh hot/cold water outdoor shower
Maxwell windlass (2019) with up foot control (remote up/down at the helm)
Rocna 45# anchor with 135’ of 5/16” chain & 140’ of rode
Spare Fortress FX 37 & additional 25’ of chain/125’ of rode
Anchor wash down
Kato dinghy davits system
Magma grill
Wide side decks for safe movement forward

Sails and Rigging:

Air draft is 58’ 6”
Rigged for single-handing
Newer Running rigging
Furling Genoa in very good condition (Quantum)
In mast furling Main in excellent condition (Quantum)
Double Vinyl coated lifelines
Boom vang
Line control Lewmar whisker pole
Custom sheet bags in cockpit

Engine and Mechanical:

Yanmar 50 HP 4JH2E diesel engine with 7,000 hours
** Clean oil analysis reports for each oil change for the past 9 years **
Portable Honda 2200i generator (2018)
6 gallon Kuuma water heater with engine heater hoses with on/off valve (2023)
RainMan 36/gal hour water maker included (2018)
16,000 BTU Marine A/C with vents in salon, master stateroom and aft
2,000 gal/hr primary bilge pump
3,000 gal/hr backup high water bilge pump

Electrical:

(3) 180 watt solar panels mounted on dinghy davits each with a dedicated Victron MPPT Bluetooth enabled controller (2019)
(3) 85 watt solar panels mounted atop the Bimini with their own dedicated MPPT Bluetooth enabled controller
(3) 200 AH LiFePO house batteries (Bluetooth) (2026)
(1) 105 AH AGM Start Battery (2026)
Victron 12V/50 amp Orion XS 50amp DC to DC charger (2026)
Victron Multiplus 2,000 watt Inverter/charger (2025)
Victron Smart Shunt (Bluetooth) (2020)
(1) 30 amp 25’ shore power cord (2025)
(1) 30 amp 50’ shore power cord (2024)
Zinc Saver galvanic isolater
All running and navigation lights have been converted to LED

Electronics:

Garmin GPSsx 11” chartplotter (2019)
Garmin radar (2024)
Wind/ Depth/Speed/Course ST6000+ display
Auto pilot
Vesper 800 WiFi enabled AIS Transponder/Receiver (2024)
Radar Reflector
Autohelm wind system
Clarion am/fm/USB/bluetooth stereo with cockpit speakers
Horizon Intrepid VHF with mics in cabin and RAM in cockpit
Original Raytheon VHF
Ritchie 5" compass at helm

Galley :

12v front and top loading refrigerator with new compressor (2024)
Dedicated Seafrost freezer with digital controls (2019)
Double stainless-steel sink
3-burner gimballed Princess propane stove with oven
Ninja Flip air fryer (2025)

Other:

Replaced 3 overhead hatches
Jabsco marine heads
LED interior lighting and 12-volt Caframo fans
Weems and Plath ships clock and barometer
9 1/2’ Defender Hypalon RIB (2018)
Mercury 8 hp 2 stroke outboard **RELIABLE**
Spare prop onboard
Complete and detailed maintenance records from previous 3 owners
*Simplified* water impeller replacement system
2 spare halyards
2 stern rail perch seats
Winch covers
Wheel and Binnacle cover
Detailed electrical and wiring diagrams
A multitude of spare parts and tools

Denison Yachting - San Francisco is pleased to assist you in the purchase of this vessel. This boat is centrally listed by Sunshine Cruising Yachts.

Denison Yacht Sales offers the details of this yacht in good faith but can’t guarantee the accuracy of this information nor warrant the condition of this boat for sale. This yacht for sale is offered subject to prior sale, price change, or withdrawal from that yacht market without notice. She is offered as a convenience by this yacht broker to its clients and is not intended to convey direct representation of a specific yacht for sale.