The Jeanneau Sun Fast 20 1993 vs Jeanneau Sun Odyssey 39 DS 2006 comparison sits squarely in the category of decisions where specs alone won't tell the whole story — intended use, storage, and long-term ownership costs all factor in.
Size is the most obvious dividing line here. The Jeanneau Sun Odyssey 39 DS 2006 measures 38,1 feet overall (2006), giving it roughly 17,1 additional feet of deck space compared to the Jeanneau Sun Fast 20 1993 at 21,0 feet (1993). Weight tells a clearer story for trailering families: the Jeanneau Sun Odyssey 39 DS 2006 tips the scales at 17 196 lbs — 15 476 lbs less than the Jeanneau Sun Fast 20 1993 at 1 720 lbs. That difference is meaningful if you're working within a half-ton or three-quarter-ton truck's tow rating, especially once you factor in a motor, gear, and fuel.
The power gap is worth calling out. Rated to 40 hp, the Jeanneau Sun Odyssey 39 DS 2006 has a 35-hp advantage over the Jeanneau Sun Fast 20 1993's 5-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load.
For family outings this is probably the sharpest distinction between the two. The Jeanneau Sun Odyssey 39 DS 2006 is rated for 11 passengers, while the Jeanneau Sun Fast 20 1993 caps at 6. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Jeanneau Sun Odyssey 39 DS 2006 could be the deciding factor.
Displacement is where these two sailboats genuinely part ways. The Jeanneau Sun Odyssey 39 DS 2006 displaces 17 196 lbs — a 15 476-lb difference over the Jeanneau Sun Fast 20 1993 at 1 720 lbs. That gap separates two entirely different categories of sailing: the heavier boat is built for offshore passage-making and load-carrying, while the lighter hull rewards performance sailing and easier handling in lighter air.
Draft is a practical consideration that many buyers underestimate until they're already at the marina. The Jeanneau Sun Odyssey 39 DS 2006 draws 6,7 ft, compared to 4,4 ft for the Jeanneau Sun Fast 20 1993. That 2,3-foot difference affects which anchorages you can access, which haul-out facilities will take you, and how carefully you need to read the tide tables in shallower cruising grounds.
The Jeanneau Sun Fast 20 1993 uses Sloop rigging. Helm style differs too: the Jeanneau Sun Fast 20 1993 uses a 1 tiller versus a 2 wheels on the Jeanneau Sun Odyssey 39 DS 2006. Wheel helms give better leverage and visibility on larger boats; tillers offer direct feedback and simplicity on smaller ones. For auxiliary power the Jeanneau Sun Odyssey 39 DS 2006 carries a 40-hp engine against 5 hp on the Jeanneau Sun Fast 20 1993. Motoring range and ability to punch through a foul current or enter a tight marina under power will favour the more powerful installation.
The Jeanneau Sun Fast 20 1993 is trailerable, giving it a significant lifestyle advantage for sailors who want to move between lakes, rivers, and coastal waters without committing to a marina slip. Hull speed is rated at 7,9 knots for the Jeanneau Sun Odyssey 39 DS 2006 and 5,8 knots for the Jeanneau Sun Fast 20 1993.
Bottom line: The Jeanneau Sun Odyssey 39 DS 2006 is the offshore and bluewater choice — at 17 196 lbs displacement and 38 ft it has the load capacity, range, and seakeeping for extended passages. The Jeanneau Sun Fast 20 1993 at 1 720 lbs is the more nimble, accessible option and is trailerable — easier to single-hand and better suited to coastal and inland sailing.