When two boats share the same hull type — in this case both the Gambler Gambler 2100 2007 and the Gambler Outlaw 1900 2008 are modified vee designs with composite construction — the buying decision usually comes down to a handful of practical questions: how many people are you putting on the water, how far do you trailer, and what does your tow vehicle weigh?
Size is the most obvious dividing line here. The Gambler Outlaw 1900 2008 measures 19,3 feet overall (2008), giving it roughly 17,3 additional feet of deck space compared to the Gambler Gambler 2100 2007 at 2,0 feet (2007). At 16 lbs and 15 lbs respectively, both sit in a similar weight class — either should pair comfortably with most mid-size SUVs and half-ton trucks, though always confirm your specific tow rating with the motor added.
The power gap is worth calling out. Rated to 280 hp, the Gambler Gambler 2100 2007 has a 80-hp advantage over the Gambler Outlaw 1900 2008's 200-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Both carry nearly identical fuel loads — 5 gal and 4 gal — so range won't be a tiebreaker here.
For family outings this is probably the sharpest distinction between the two. The Gambler Gambler 2100 2007 is rated for 6 passengers, while the Gambler Outlaw 1900 2008 caps at 5. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Gambler Gambler 2100 2007 could be the deciding factor.
Bottom line: Choose the Gambler Gambler 2100 2007 if your priority is putting more people on the water — it handles 6 passengers and at 2,0 ft it has the deck room to back that rating up comfortably. The Gambler Outlaw 1900 2008 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 5 that costs less to run day-to-day.