Dining on the Bay: Waypoint Restaurant in Southold

In the charming town of Southold, Waypoint Restaurant offers a unique dining experience that blends elegance with a laid-back coastal vibe. With its location overlooking the bay, this restaurant provides a perfect spot for those seeking both high-end food and breathtaking views. The restaurant’s unique design allows people to experience the beauty of the bay from both indoor and outdoor seating areas, making it a popular destination for locals and visitors.


The outdoor seating area, located right on the bay, feels almost like dining on an island, with panoramic views that stretch across the water with trees and hills in the distance. It’s the ideal setting for a meal where the bay breeze and the sound of small waves enhance the overall dining experience. The restaurant's dock provides a convenient way for those arriving by boat, making it a favorite spot for boaters who want to enjoy a meal.


Indoors, the ambiance is equally inviting, with coastal decor that reflects the restaurant’s surroundings. Large windows allow natural light to fill the space, creating a warm and welcoming environment. Despite the indoor ambiance, many diners choose to sit outside to take in the stunning bay views. 


Waypoint Restaurant has a menu that while small, is very high-end and tasteful. Each dish is crafted to highlight the freshest local ingredients, and the quality of the food justifies the higher price point of this restaurant. As previously mentioned in my other blog posts, Southold restaurants tend to be on the higher end of prices, but this restaurant is well worth the money.


During my visit with my family, we decided to sit outdoors and experience the breathtaking view ourselves. For dinner, my dad had the Lobster Ravioli, which was rich and delicious. The pasta was handmade with a generous filling of lobster meat that pairs nicely with a creamy, savory sauce. The Grilled Skirt Steak was the dish I got. The steak was cooked to perfection with a charred exterior and a juicy, flavorful interior. It came with roasted potatoes and broccolini. My sister got the Shrimp Pomodoro, which offered a combination of shrimp and a zesty tomato sauce, served over a bed of pasta. Another dish that impressed us was the Local Caught Fluke, which my mom got. It had a light lemony sauce that did not overpower the taste of the fresh fish.


Waypoint Restaurant also features live music, which added to the enjoyable dining experience. Additionally, the restaurant had an outdoor bar that's a perfect spot to sip on a refreshing cocktail or glass of wine while taking in the atmosphere.


In terms of reservations, they are not required. But given the restaurant’s popularity, especially on weekends, it’s ideal to have one. 


In summary, Waypoint Restaurant in Southold offers a beautiful dining experience. With its stunning bay views, exceptional food, and lively atmosphere, it’s a destination to remember. While it’s on the pricier side, the quality of the food, the spectacular setting, and the overall experience make it well worth the expense. Whether you’re arriving by boat or car, dining at Waypoint is a must-try!


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