This was one of those long weekends that should never end. Bo and I joked that we wish we could bottle up the weekend as it was wonderful in so many ways. Neither of us realized until Thursday morning just how stressed we were about the move as we’ve been avoiding some of the stressful thoughts and just focusing on the positive. But, by the time we hopped in Theodora’s red Volvo convertible we were ready to just let the wind blow through our hair, sing at the top of our lungs and relax for the weekend!

We left New York City around 7am after some last minute repacking due to the fact that Bo and I tend to over pack and we didn’t take into consideration the amount of space a case of wine and some other gifts would take within the small car. Oh well. We were still able escape the city before any traffic which means that we made it to The Hamptons in about 2.5 hours and then all the way out to Montauk Point in another hour or so.

We decided that we’d allow our dear hosts time with their family during the day Thursday and instead would spend a few hours touring the area since no one in the car had been out to this part of Long Island before. We didn’t have an agenda which felt very liberating and instead we decided to stop anywhere that interested us.

We took in the scenic overlooks along the highway on our way out to Montauk while also enjoying the sights and sounds of the holiday.

We started by driving to Montauk Point Light House, the oldest Light House in New York and the eastern most point of New York. We paid to park our car and explore the beach area before hiking up Montauk Point Light House! It was a fun activity including some fun history and wonderful views though we were all disappointed that you couldn’t walk along the light house balcony after the climb to the top. 

Next we headed to the The Clam Bar at Napeague for lunch per Blake and JP’s suggestion!A lobster roll and Blue Point Summer Ale were the perfect vacation kick off lunch! The sword fish sandwich was amazing and the clams were superb but the lobster roll still was second fiddle to Luke’s Lobster. As you can see from the menu board below, the prices were steep but we figured that higher prices are pretty normal in the Hamptons. Though, as an FYI, we learned last night from Blake’s father that swordfish has such high amounts of mercury that any female interested in conceiving should steer clear.

Our last stop before heading to our home for the weekend was 100% random but a great detour. When Theodora and Bo saw the Wolffer Estate Vineyard sign they both thought it would be fun to stop for a quick tasting. We soon found out that their tasting room was situated on beautiful land and featured a gorgeous terrace, perfect for sipping and enjoying the sunshine.

We spent the next hour and a half enjoying the “Summer in a Bottle” tasting which featured 4 pours from refreshing, light wines. My favorite of the day was their Rose Table Wine!

If you’re heading out to The Hamptons this summer I’d suggest a stop at any of these three places as we enjoyed each thoroughly! Together, they made for a perfect afternoon itinerary and allowed us to see different parts of the island while driving from destination to destination.

In the Summer, what’s your beer or wine of choice?