Oyster Bay,
Oyster Bay is a charming town located on the North Shore of Long Island in New York, United States. It boasts a picturesque waterfront setting, with quaint streets lined with historic buildings and shops. Visitors can explore the local beaches, nature preserves, and parks, offering opportunities for outdoor activities such as hiking and birdwatching.
The town is also known for its rich history, including landmarks like the Sagamore Hill National Historic Site, former home of President Theodore Roosevelt.
Places to visit
Day plans
Spend a day exploring around
Exploring the Bay
morning:Start your day with a peaceful walk along the Oyster Bay waterfront, enjoying the beautiful views of the bay. Then stop by The Shack for a delicious breakfast sandwich and a cup of fresh coffee.
afternoon:Visit the Oyster Bay Historical Society to learn about the rich history of the area and spend some time exploring the exhibits. For lunch, head to Canterbury Ales Oyster Bar & Grill for excellent seafood and a cozy atmosphere.
evening:In the evening, head to Beckett's for dinner and enjoy their innovative cocktails and delightful dinner menu. After dinner, take a leisurely stroll along the bay at sunset to end the day on a peaceful note.
Outdoor Adventures
morning:Start the day with an invigorating bike ride through the scenic trails of Sagamore Hill National Historic Site, enjoying the picturesque landscapes. Consider grabbing a quick and healthy bite at Sweet Tomato before continuing your adventure.
afternoon:Explore the stunning Planting Fields Arboretum State Historic Park, where you can wander through the beautiful gardens and enjoy a relaxing picnic. Be sure to visit Coe Hall for a glimpse into the estate's history.
evening:For a delightful evening, head to Wild Honey for a cozy dinner featuring seasonal and local ingredients. After dinner, unwind with a relaxing stroll through the picturesque Mill Pond Park.
Cultural Excursion
morning:Embark on a cultural morning with a visit to the Raynham Hall Museum to explore its intriguing exhibits and learn about the history of the area. While there, indulge in a delightful brunch at Storyville American Table.
afternoon:Discover the exquisite art at the Chelsea Mansion, wandering through its impressive galleries and taking in the beauty of the historic estate. Consider indulging in afternoon tea at 16 Handles to recharge for the rest of your day.
evening:In the evening, head to Osteria Leana for a delightful Italian dinner infused with local ingredients and a cozy atmosphere. After dinner, head to the nearby Vintage Prime Wine Bar for a sophisticated nightcap.
Seaside Relaxation
morning:Begin your day with a peaceful beach walk at Theodore Roosevelt Memorial Park, taking in the serene views of the tranquil bay. Grab a refreshing smoothie at Taby's Burger House to kick start your morning.
afternoon:Enjoy a relaxing afternoon at Oyster Bay Beach, where you can soak up the sun, go for a swim, or simply unwind with a good book. For lunch, head to Bonanza Stand for beachside snacks and hearty sandwiches.
evening:For a laid-back evening, head to Canterbury’s Oyster Bar & Grill for a delectable seafood dinner and live music. After dinner, take a moonlit beach walk and enjoy the calming sounds of the waterfront before ending your day.
Oyster Bay Famous Food
Must-Try local dishes
Oyster Po' Boy Sandwich
A classic dish featuring fried oysters served on a baguette or French bread with lettuce, tomato, and a tangy remoulade sauce. Best enjoyed at The Fisherman's Wharf restaurant overlooking the bay.
Must-Try!
Clam Chowder
A creamy and hearty soup made with local clams, potatoes, and onions, often served in a bread bowl. The Oyster Bay Chowder House is renowned for its delicious clam chowder.
Lobster Roll
A quintessential seaside delicacy, consisting of fresh lobster meat mixed with mayonnaise and seasonings, served in a buttered and grilled split-top bun. Head to Pearl's Seafood Shack for an exceptional lobster roll experience.
Food Markets & Street Food
A food market and street food guide
Oyster Bay Farmers' Market
Open every Saturday, the market offers a vibrant selection of organic produce, local cheeses, freshly baked goods, and artisanal crafts. Visitors can also indulge in delectable street food such as gourmet tacos and artisanal ice cream.
Seafood Festival
The annual seafood festival is a must-visit event, featuring an array of food stalls offering freshly shucked oysters, grilled fish tacos, and other seafood delicacies. Live music and entertainment add to the festive atmosphere.
Pet sitters in Oyster Bay
Relax and unwind while your furry friend enjoys making a new companion!