Hello there, I actually live in the RI area and have sailed with my
family and
kids for years to BI and know it well. Here are my thoughts:
1 - I know of very few charter companies in the NYC area though there are some sites where you can find private boats for charter. For that matter there are not many charter companies that I know of south of RI.
2 - Agree with the previous responses that it is a long trip from NYC to BI if you are only chartering for a week. you will burn up at least 2 days each way back and forth.
3 - Even though your husband is experienced and the rest are strong fit teens and parents etc. that is not a trip I would undertake with only one experienced sailor.
4 - Lastly as also mentioned above 8 people is a lot. You would at least be looking at a 46'> boat to charter with 4 cabins and those are pretty rare to find up here in the NE outside of the
Caribbean. Even if you did find one everyone would still have to double up in a small cabins. I can personally vouch for this as I did charter a 46' 3
cabin Benetteau once for a week with my
family (6) and another couple. It was very tight and we had to have people sleep in the
saloon - drop down table. While we made it
work it was less than ideal. Then there will be the provisions to consider. Even the newer boats have very limited
storage and
refrigeration space and for 8 people (and especially hungry and thirsty teens) you will have coolers bags/boxes of stuff all over the place. And then of course if you factor in your situation with 4 adults and 4 teens and most likely a boat with only 2 heads...need I say more
So what's the alternative? Well I would suggest that you charter a boat out of
Newport, RI. There are two good charter companies there,
Bareboat Charters
https://www.bareboatsailing.com/ and
https://www.bluenoseyachts.com/chart...charter-fleet/. I have chartered from Bareboat Sailing for probably ten years and they were very good and located right at Fort
Adams so you literally turn the corner and are out on the ocean in 20-30 mins.
The BI is a only about 14 miles out and an easy day sail or 4 hour
motor sail if no wind.
Easy trip for the the level of experience of your crew and they would maximize their time on BI. Additionally the other benefit is that if the
weather is good they could sail to an Island called Cuttyhunk (again a half day sail etc.) 2 nights there, then sail over to MV (again half day sail), and then to BI which would be a full day sail 2 nights there and then back to Newport. I have done this
route with my family almost every summer.
So good luck hope you can figure out a plan...it always comes down to time,
money, and experience