September 8-13, 2021
Honestly the Best Girls Trip of all Time!
I have always wanted to visit the Hamptons. Six of my dearest high school best friends got together and planned a trip to the Hamptons to visit our friend who is currently living there. This trip was filled with so many incredible memories and fun shenanigans’. The Hamptons are a popular summer destination for affluent New Yorkers and celebrities, known for its beautiful beaches, luxurious homes, and upscale dining and shopping. And lucky us we got to go visit a local who just so happens to be the most amazing Hostess with the Mostess! She really out did herself, so lets dive in.
Some of the most popular villages in the Hamptons include Southampton (where we stayed), East Hampton, Westhampton Beach, Sag Harbor, and Bridgehampton. Each village has its own unique charm and attractions.
Many of the homes in the Hamptons are second homes or vacation homes for wealthy New Yorkers and celebrities. As a result, there are many large, sprawling estates with amenities such as tennis courts, swimming pools, and private beaches.
We stayed in a beautiful newly remodeled private residence. Check out the pictures. Not only is my friend an amazing host she is also incredibly creative and an amazing interior designer. You could recreate this by renting a VRBO, there are over 100 options to choose from. Although I’m not sure they will have all the lovely added touches we had.
![Drive In](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3247-300x225.jpg)
![Welcome Commitee](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3227-225x300.jpg)
![Living Room](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3211-300x225.jpg)
![Dining Area](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3234-225x300.jpg)
![Coffee Anyone?!](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3214-225x300.jpg)
![Back Patio](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3213-225x300.jpg)
![Side Patio](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3216-225x300.jpg)
![Side Patio](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3217-225x300.jpg)
![Second Master](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3225-300x225.jpg)
![Second Master](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3224-225x300.jpg)
![Bathroom](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3226-225x300.jpg)
![Extra Room](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3223-225x300.jpg)
![Extra Room](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3221-225x300.jpg)
![Reading Spot!](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3222-225x300.jpg)
![Formal Family Room](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3218-225x300.jpg)
![Pool](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0362-300x225.jpg)
![Pool](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3215-225x300.jpg)
![View of Pool](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3281-225x300.jpg)
![thumbnail_IMG_0433](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0433-300x225.jpg)
![thumbnail_IMG_0420](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0420-300x225.jpg)
![thumbnail_IMG_3220](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3220-225x300.jpg)
![thumbnail_IMG_3219](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3219-225x300.jpg)
![thumbnail_IMG_0436](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0436-225x300.jpg)
Most people get to the Hamptons by vehicle. Transportation in a private SUV costs about $300 one way and takes around an hour and forty five minutes. If you are with the right people the ride goes by quick. Plus the drive is actually quite beautiful so relax and take it in.
Once in the Hamptons there are a number of things you can do; wander the the small villages and go shopping, visit the local beaches, explore the art scene, go wine tasting, enjoy some fine dining, or attend a cultural event. Although since we were with an fabulous group we spent a large amount of time at the house hanging out and just enjoying each others company. We also partook in a number of those options listed.
One day we went sailing on Calesi, a private charter sail boat. We sailed around and explored Sag Harbor, it was fabulous. I highly recommend for any group of people plus we became fast friends with Capt. Tom. We followed this up with a Sag Harbor Beach Picnic Dinner, complete with small fire and smores! This ambience was so beautiful and intimate. Such a thoughtful and special experience.
Another day we drove around to check everything out from shops, to estates, to Montauk. We stopped at a few places for a bite, drinks and to take in the scenery.
![Sail Calesi](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3250-225x300.jpg)
![JOY](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0455-300x225.jpg)
![Sunsets](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0484-300x225.jpg)
![Beach Picnic](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3277-225x300.jpg)
![Windmill](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3229-225x300.jpg)
![Wolffer Estate](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3274-300x225.jpg)
![Wolffer Wine](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3273-225x300.jpg)
![Cheers!](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3276-161x300.jpg)
![Gurney's](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_0511-300x225.jpg)
![Beach Entrance](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3296-300x225.jpg)
![Beach](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3297-300x225.jpg)
![Bye!](https://wonderingtheworldwithme.com/wp-content/uploads/2023/06/thumbnail_IMG_3294-225x300.jpg)
Highly Recommended Places To Try
Tutto il Giorno – Known for its authentic Italian cuisine, including homemade pasta, fresh seafood, and wood-fired pizza. The atmosphere is warm and inviting, with rustic decor and a cozy outdoor patio. It’s a great spot for a romantic dinner or a night out with friends.
Wolffer Winery – Wolffer Estate Vineyard is known for its commitment to sustainable farming practices and its use of traditional winemaking techniques. It’s a great spot to relax and enjoy some delicious wine while taking in the scenic beauty of Long Island’s East End.
Le Bilboquet – Le Bilboquet’s atmosphere is chic and sophisticated, with white tablecloths, elegant lighting, and a lively bar scene. The restaurant is popular among celebrities and socialites, who often frequent the New York City location.
Crows Nest – Known for its fresh seafood and farm-to-table cuisine. They offer both indoor and outdoor dining, with a cozy fireplace inside and a spacious deck outside overlooking Lake Montauk.
The Lobster Roll Amagansett – Casual spot, known for its classic New England-style lobster rolls, which are made with fresh lobster meat and served on a toasted bun with melted butter. The restaurant is popular among locals and tourists alike, who come for the delicious food and friendly service.
Gurney’s – A luxury resort located in Montauk, known for its beautiful setting, with panoramic views of the Atlantic Ocean and direct access to a private beach. The resort also has a variety of amenities, including multiple restaurants and bars, a spa, fitness center, and indoor and outdoor pools. Great spot to sit on the deck and take in the ocean views with a cocktail.
Topping Rose – Led by acclaimed chef Jean-Georges Vongerichten and offers farm-to-table cuisine using locally sourced ingredients. The menu features a variety of dishes, including fresh seafood, house-made pastas, and seasonal vegetables. The restaurant also has an extensive wine list with selections from around the world.
The Surf Lodge – It’s a great spot to enjoy a relaxing getaway while experiencing the best of Montauk’s beachy vibe and music scene.