In my sailing life it has always been daysailing or racing which pretty much means no wind no boating , and depending on were you are on Long Island can that change a LOT
With the change from the J24 to the Cal 29 as we slowly shift in to cruise mode we have made four overnight trips this season to places within a reasonable distance of Northport
Trip one to Port Jefferson
Keep in mind we have done many Stratford Shoal Races of 34 miles and on a bad day its and 8 hour deal and on a really bad day you TLE at 10 hours
We sail off the mooring and into the sound and things look OK but the wind is still out of the east from Fridays storm
I now have two picks 3 knots VMG heading way to much north to CT or ZERO knots VMG south ,now its 5 PM and 23 miles into a 21 mile trip with 9 miles left to the harbor foul current and no wind on goes the motor
Sunday for the trip home there is NO WIND all day
Trip one score 23 miles of sailing 29 miles of motoring
Trip two Oyster Bay
We sail off the mooring and into the sound and things look great and stay great and we sail to the mooring field and run the motor 5 minutes to grab the mooring
Sunday again NO WIND ,we kill as much time as we can and even walk through town 3 miles to eat and we kind of sort got to sail about 1/2 way home
Trip Three Northport to Northport
Things look marginal so we bring plenty of supplies as we figure if the wind disappoints there is not much point taking a motorboat trip
Things stay bad we never leave the mooring and the only the wind was some kind of 3 AM freaky windy deal that goes flat by 9 AM
Trip three zero sail zero motor
Trip Four
We had planned four day weekend and figured the wind had to blow at some point NOT
We had a plan B as we also do a lot of hiking and it came in handy as there was no wind Thursday or Friday
Trip four did involve motoring in a car BUT we knocked off another goal which was climbing Mount Marcy

It was to bad the dam failed leaving no more Lake Marcy
I would NOT do this trip in wet weather as it was very muddy and there were way to many slippery rocks
And some nice person took a great summit shot for us
I can conclude if you want to go anyplace on LIS in August you have to be pretty lucky to not need the motor AND arrive in daylight

as i think we were only able to sail about 35 miles out of about 100 when trying to go anyplace