Tiara Yachts – 39 Convertible

Connecticut, United States

Welcome aboard the 2008 39 Tiara Convertible “FIVE TOES”.  She is the epitome of a family fish/cruise/dive vessel wrapped in a premium brand owner operator package. Tiara has long been known for their quality boats built by a multi-generational family business. In a world of million-dollar center consoles, the 39 Tiara interior boasts two staterooms, a real salon, real galley, real head and all the creature comforts that accompany that. Outside, she is all business and ready to tackle any adventure your family can dream up. Her spacious cockpit lends itself perfectly to a whole array of watersports activities.  She is currently rigged for family fishing, and does so extremely well. Her twin inboard CAT diesel engines are reliable and efficient. If you are in the market for a pedigree family flybridge vessel, then look no further than the 2008 39 Tiara “FIVE TOES”. She is priced to sell and will not disappoint.  Below please find a summary of her highlights, updates and customizations.

Basic Boat Info

Tiara Yachts
Boat Hull ID
Has Hull ID


39 ft
Length Overall
39 ft
14.42 ft
Cabins Count

Engines / Speed

Engine #1 Specs:
  • Make : Caterpillar
  • Model : C9
  • Fuel : Diesel
  • Engine Power : 575 hp
  • Type : Inboard
Engine #2 Specs:
  • Make : Caterpillar
  • Model : C9
  • Fuel : Diesel
  • Engine Power : 575 hp
  • Type : Inboard
Total Engine Power
1,150 hp


Fuel Tanks
Fuel Tank Capacity
475 gal
Water Tanks
Water Tank Capacity
110 gal
Holding Tank Count
Holding Tank Capacity
38 gal


Heads Count
Boat Class
Convertible Boats, Sports Fishing Boats

Additional Info

Vessel Highlights
  • Tiara pedigree build quality
  • Reliable CAT power C9 575hp (2850 hours)
  • Great 2 stateroom layout with full head and full galley
  • Full compliment of Updated Garmin Electronics
  • Bow thruster
  • Updated salon A/C UNIT (2022)
  • CUSTOM AquaTraction cockpit and flybridge decking (grey)
  • (2) Updated Lumitech LED Underwater lights (multi color RBPGW)
  • Updated multi color LED lighting on the bridge and cockpit (2021)
  • Updated LED Lights in engine room (2023)
  • Additional rod holder installed in Gunwales
  • Updated Isinglass enclosure (2023)
  • Updated cockpit bolster cushions  (2023)
  • 6 man liferaft and cradle
  • Rocket Launcher
  • Brow mask
  • Swim platform
  • H2O Dinghy Davits for swim platform dinghy storage (NO DINGHY INCLUDED)
  • Upgraded premium queen mattress in master stateroom (2022)
  • Updated battery charger
  • Updated AGM batteries

Vessel Walkthrough


Standing in the cockpit of the 2008 39 Tiara Convertible “Five Toes” the updates and vessel care, are clear as day. She is fish rigged while keeping in mind the softer side of family cruising.  The swim platform lends itself to family water sports and with the H2O chalks, she has the capability to carry a small inflatable.  Additional cockpit features include:

  • Stand up bait prep and tackle center
  • Stern boarding door and lift gate
  • Custom AquaTraction Grey soft decking
  • Custom 4-rod rocket launcher
  • In deck macerated fish box
  • Transom livewell


The salon entrance is to starboard.  Tiara has long been known for their quality craftmanship and attention to detail.  The flooring is real teak and holly with an understated interior elegance throughout. To port there is a comfortable L-shaped sofa that pulls out to an extra sleeping berth. To starboard forward is a raised dinette seating area and high gloss teak table. The partially sunken galley is to port and features all the shipboard appliances necessary for family dining and fishing crew meal prep. Salon features include:

  • Corian counter tops
  • Deep sink
  • Refrigerator/Freezer
  • Microwave oven
  • 2-burner electric cooktop
  • Good storage


The lower accommodations are well laid out and comfortable.  To starboard is the guest bunk room.  She has an upper and lower berth with tackle/rod storage beneath the lower berth. With climate controls and a cedar lined hanging locker, this stateroom is perfect for guests or crew.

Across the hall to port, the full head is accessible.

The master stateroom is forward and features an island queen berth with en-suite head access.  Double pocket doors can be closed for privacy. Additional master stateroom amenities include:

  • Storage under the bed
  • Cedar lined hanging locker
  • Over head hatch for natural light
  • Climate controls
  • Reading lights
  • Custom updated mattress


The flybridge and helm station is accessible from the cockpit ladder on the port side. The bridge is well laid out with dual helm chairs, a port bench seat and an athwartships bench seat fwd of the helm.  Visibility from the helm is excellent both forward and backing down. Her isinglass was replaced new in 2023.  “Five Toes” has single level Palm Beach style electronic controls and a full complement of updated custom electronics.  Her extensive electronics package includes:

  • Updated ACR  RCL-100 LED Searchlight
  • Transducers (2020):
  •       Garmin-B265LM Bronze Thru-Hull Mount Transducer with Depth/Temp
  •       Garmin-B175HW Bronze Thru Hull 20 Degree Tilted Element
  •       Garmin-GSD 26 Chirp Professional Sonar Module
  • Displays (2020):
  •      (2) Garmin-GPSMAP 8617 MFD 17” Displays 
  •      Garmin-BlueChart g3 Vision HD Boston-Norfolk

2022 Additions
  • Icom M 605: added as 2nd VHF (wired as primary to hardtop speaker)
  • 2nd Shakespeare antenna added
  • Hailer
  • Intercom with 2 handheld mics (one on bridge, and one in salon)
  • Garmin AIS 800
  • Garmin GMI 20 MFD
  • Garmin Autopilot

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