With summer weekends getting snatched up faster than you can say “we’re going boating,” Karen and I were determined to spend the 3-day 4th of July weekend doing some overdue cruising. So at 0700 on Friday we meandered down the Connecticut River to the Sound. We sailed against an incoming tide in very light air for the better part of an hour. Music was cranking, the sun was shinning, and all was right in the world. That is until I looked back and saw, well pretty much the exact same scenery I had been looking at an hour prior.
“OK, we tried,” I shrugged as we fired up the engine and set a more direct course to Long Island’s Gardiners Bay and our intended destination of Shelter Island. A fleet of fishing boats, a ripping tide, and ferries kept us on our toes and justified a few early afternoon beers (as if justification was really needed.)
With all the island’s slips and moorings filled thanks to the nearby Tall Ship Festival in Greenport, we were constrained to a small anchorage in the corner of Coecles Harbor. The clear-blue water looked almost drinkable and made for some serene afternoon swimming. If you’re cruising this area, I highly recommend this anchorage as the holding there is excellent.
But even the best anchoring conditions don’t totally dispel my phobia of dragging anchor, so we didn’t spend too much exploring the island; I hope to return, rent bikes and see what else Shelter has to offer. But for now, I’ll fondly remember the simplicity of swimming, reading a good book and some long dinghy rides.
The following morning, anticipating dreary weather and dreading a long day hiding in the cabin, we set out for Three Mile Harbor, East Hampton. It was a two-hour trek to the harbor but it was definitely worth it. The Harbor was well protected, and lined with lush green forest. It was a beautiful spot even in less-than stellar weather.
The early start to the day coupled with two nights on the boat left Karen and I with different cravings. She really wanted to use a bathroom/shower ashore and I wanted to find breakfast foods. Suffice it to say, the mooring line had barley kissed the cleat before we were in the dinghy bound for shore.

Once there I fired up my cell phone and typed in b-r-e-a-k-f-a-s-t. Nothing. In today’s instant gratification world we were in a fabled dead zone. We opted to set out on foot. “How far could it be until we hit town?” I foolishly wondered aloud. (Editors note: Blinded by a hunger for bacon and coffee, I neglected to think to myself “you know, just maybe they call this place Three Mile Harbor because, I don’t know…it’s three miles long?”)
In our haste we neglected to change out of the clothes we were wearing during the chilly sail over; our outfits were comprised of jeans, multiple shirts and raincoats. Our remaining essentials were stuffed into a red-drawstring bag. In short order the sun broke through the cloud cover providing a hot and humid backdrop for our quest. During our walk I would see something that looked like a diner, which would give us hope. “No, it’s only an old station wagon,” Karen would comment on my many mirages. 4.26 miles later we arrived in town.
Before us in neat little rows were stores emblazoned with names like Michael Kors, J Crew, Lululemon, Lilly Pulitzer etc. Frenzied flocks of hipsters shuffled between stores with multiple bags in hand, stopping only for triple macchiatos from one of the two Starbucks. It’s safe to say that we stuck out like, well, we stuck out like sailors in the Hamptons. We grabbed breakfast at a small deli on the outskirts of town before I relented to visiting some stores with Karen. Considering the 4th is also our anniversary, my wallet trembled with fear.
You can imagine my delight when after visiting two stores Karen suggested we skip the crowds and catch a mid-afternoon movie. “Woooo-hooo! Umm, I mean yeah ok, we can do that. Why don’t you go ahead and pick out some candy too!”
After a couple hours of relaxing and watching Ted 2 we stepped outside to realize the crowds had doubled in size. That cab ride back to the boat we were hoping for would not be in the forecast. We wrapped our blistered toes in Band-Aids and trekked back.
The glass-half-full part of this story is that we had once again earned some evening drinks and dinner at the East Hampton Point Restaurant. The pain from blistered feet seemed to melt away as we enjoyed a nice meal served with a stunning view of the sunset over the harbor (or maybe that was the alcohol, I digress). The meal was great but the weekend left a renewed appetite for cruising to new places. So, from now until October don’t be surprised to hear us say, “we can’t, we’re going boating.”

Great way to celebrate Independence Day! Thanks for sharing. Enjoy.
Thanks for reading it, Rich. I hope all is well with the Finucane family!
Dan — Sounds like a fun 4th. The east end of Long Island is my home turf, so here are my tips: 1) go back to Shelter Island and check out the Dory bar and restaurant in Dering Harbor, 2) when in East Hampton forget the cabs, call UBER, 3) visit the Lilly Pulitzer store in East Hampton and ask for my niece Bonnie, 4) next time go to Sag Harbor, lots of fun stuff there and a much shorter walk!
Hey Sally, Thanks for taking the time to read my blog. Those are all great tips that have me excited to plan my next excursion over there. AS ALWAYS, thanks for the support and advice.
We love your blog!