Hamptons – Things to Do

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Last week I shared our trip to the Hamptons in NY and today I wanted to share the “things to do” list.  This was our first trip to the Hamptons and we will definitely return. It was absolutely gorgeous and Southampton proved to be “the place to be.” A quaint upscale town offering lots of shopping, amazing restaurants and beautiful beaches.

Things to Do / Places to Stay / Must See/ Hamptons NY

Hamptons NY – Things to Do

Hamptons NY summer vacation 2016

1708 House Bed & Breakfast

Hamptons NY Things to Do

We stayed at the 1708 House right in the center of Southampton. It’s a beautifully restored Inn offering breakfast and afternoon tea and snacks. It’s within walking distance to restaurants and shopping. Not to mention, right next door to Pottery Barn and Starbucks :).

Southampton Village Restaurants

Hamptons NY Things to Do

We dined at the following venues and I highly recommend!

Le Chef – This is a French Restaurant that serves lunch and dinner.

Tuscan House – Classic Italian that serves lunch and dinner. This is place is off the main road and about a 5 minute walk from the center of town.

75 Main – American cuisine and a busy bar with music and dancing at night. It’s right now Main Street and just a minute walk from the 1708 House. They also have outside dining which is nice weather permitting.

Little Red – American cuisine / comfort food and perfect for families. We went here 3x and loved it. Short walk from the center of town.

Tutto II – Amazing Italian food and owned by Donna Karen’s daughter. We went for lunch but they also serve dinner.

Sip ‘n Soda – Very casual / Diner style / serves a great breakfast and lunch. Great Ice Cream too.

The Golden Pear – Upscale coffee, breakfast and lunch. Delicious breakfast! Right on Main Street.

Sag Harbor 

Hamptons NY Things to Do

 (Small town about a 20 minute ride from Southampton/Main Street/1708 House – Great little shops and restaurants – Harbor Cruises too)

Beacon – Beautiful view / Perfect special occasion dinner/ A little pricey

Muse – American Cuisine. We went for lunch and it was delicious. Outdoor streetside dining too. Great fish tank for kids to view fish.

Dock House – Very casual. Great seafood

Coopers Beach

Hamptons NY summer vacation 2016

Coopers Beach is about 2 miles from the 1708 House and they Inn provided us with a pass. It’s very expensive to park unless you have a pass from a neighboring hotel.  Very private, clean and not crowded with people. Life guards, a great snack shack plus full menu for lunch. The best burgers and facilities too. You can also rent chairs and umbrella’s. The waves were amazing and the kids had a blast. Do yourself a favor and drive around the neighborhood and look at the amazing homes and landscape. Stunning! Oh and Coopers Beach also offers Drive-In movies.

Shopping & other things to do

Main Street in Southampton offers a variety of shopping. Everything from home furnishings, high-end retail clothing shops and unique boutiques. Don’t worry, there is also a bunch of souvenir shops too. On Sunday during the summer months, the local Farmer’s Market is near the park.

There are concerts in the Park (right off Main Street near Little Red and The Tuscan Restaurant). There are also many local Vineyards offering wine tasting, Museums and miniature golf. East Hamptons offers more high-end shopping, dining and horse stables for horseback riding. Love fishing? Head to Montauk at the end of the island. Montauk is an old whaling village on the bay. It offers fishing charters and whale watching cruises.  If you haven’t been to the Hamptons in NY, hopefully this “things to do list” will be helpful. It was a great trip and one for the memory books :). Be sure to check out our other trips too for more fabulous vacation spots.




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What started as a hobby, Jessica’s blog now has millions of people visit yearly and while many of the projects and posts look and sound perfect, life hasn’t always been easy. Read Jessica’s story and how overcoming death, divorce and dementia was one of her biggest life lessons to date.

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