Oyster Bay

Day Trips

Make the most of your day with our curated plans, packed with Oyster Bay's hidden gems and unique experiences!

day 1
Oyster Bay Adventure 1
morning
:

Start your day with a delicious breakfast at a local cafรฉ before heading to the Oyster Bay Town Park for a refreshing morning walk. Enjoy the serene views of the water as you take in the fresh air.

afternoon
:

After lunch, visit the Oyster Bay Historical Society to delve into the area's rich history and cultural heritage. Spend some time exploring the charming shops in town for unique finds.

evening
:

Conclude your day with a casual dinner at a waterfront restaurant, enjoying the sunset over the bay. Take a leisurely stroll along the waterfront to bask in the evening vibe.

day 2
Oyster Bay Adventure 2
morning
:

Kick off your morning with a kayak rental to explore the beautiful Oyster Bay. Paddle around the calm waters and appreciate the natural beauty surrounding you.

afternoon
:

Have a picnic lunch at the beach after your kayak adventure, soaking up the sun. Spend the afternoon lounging on the sand or playing beach games.

evening
:

Wait for the sunset as you enjoy a seafood dinner at a popular local spot. Cap off your night with a bonfire on the beach if permitted.

day 3
Oyster Bay Adventure 3
morning
:

Start with a hike at the nearby Planting Fields Arboretum, where you can enjoy stunning gardens and natural landscapes. It's a perfect way to wake up and get energized for the day.

afternoon
:

After lunch, visit the historic Tate's Bakeshop for some delightful pastries and treats. Enjoy a leisurely afternoon exploring local art galleries in the area.

evening
:

Dine at an Italian restaurant in town and savor authentic dishes. After dinner, take a walk around the quaint streets of Oyster Bay to relax.

day 4
Oyster Bay Adventure 4
morning
:

Grab breakfast at a diner and then head to the beach for fishing. Spend the morning casting your line and enjoying the peaceful surroundings.

afternoon
:

After lunch, visit a local farm or market to pick up fresh produce and handmade goods. Engage with the vendors and learn about local farming.

evening
:

Prepare a dinner with your market finds back at your accommodation. Enjoy a cozy evening in, perhaps catching up on a good book.

day 5
Oyster Bay Adventure 5
morning
:

Rent a bicycle and explore the scenic bike paths around Oyster Bay. Enjoy the crisp morning air while discovering new sights.

afternoon
:

Have lunch at a casual burger joint, then take some time to relax at the local library. Browse through books or enjoy a quiet moment reflecting on the morning.

evening
:

Check out a local theater production or live music event in town. Enjoy dinner at a nearby restaurant that has a vibrant atmosphere.

day 6
Oyster Bay Adventure 6
morning
:

Visit the local farmer's market to enjoy fresh produce and baked goods. Take some time to interact with the local farmers and learn about their offerings.

afternoon
:

Have lunch at a picnic table in the park, savoring the local products you've gathered. Spend the afternoon exploring more of the townโ€™s boutiques and shops.

evening
:

Dine at a cozy bistro serving farm-to-table cuisine. Enjoy the relaxed ambiance and perhaps stay for trivia night or live local music.

day 7
Oyster Bay Adventure 7
morning
:

Enjoy a leisurely breakfast before heading out for a sailing trip in the bay. Experience the thrill of windswept seas and calming waters.

afternoon
:

Return to shore for a seafood lunch at a marina restaurant. Spend some time visiting the local lighthouse and enjoying the breathtaking views.

evening
:

As the day winds down, enjoy a sunset cruise if available. Conclude with a relaxed dinner featuring sweet treats for dessert.

day 8
Oyster Bay Adventure 8
morning
:

Spend your morning at the Nature Conservancy, exploring trails and enjoying wildlife sightings. This area is perfect for nature lovers and offers a peaceful setting.

afternoon
:

After lunch, take a guided tour to learn more about the local ecosystem and conservation efforts. Spend the rest of the afternoon sketching or photographing the beautiful scenery.

evening
:

Have a delightful dinner at a farm-to-table restaurant that specializes in seasonal dishes. Reflect on the beauty of nature from the comfort of your seat.

day 9
Oyster Bay Adventure 9
morning
:

Start your day with a trip to a local art studio for a painting class. Explore your creativity while surrounded by inspiring views.

afternoon
:

Enjoy lunch at a cafรฉ nearby before visiting art galleries that feature local artists. Spend your afternoon getting to know the artistic community.

evening
:

Dine at an upscale restaurant and indulge in their chef's specials. You could also catch an art showing or performance in town if available.

day 10
Oyster Bay Adventure 10
morning
:

After breakfast, visit a local vineyard for a tour and tasting session. Discover the wine-making process and enjoy sampling their selections.

afternoon
:

Have lunch in the vineyard's restaurant, enjoying a meal with a view of the grapevines. Post-lunch, explore the charming nearby towns for additional artisan shops.

evening
:

End your day with a candlelit dinner in a cozy spot known for its wine pairings. Relax and reflect on your memorable experience.

Discover Oyster Bay

Read more in our Oyster Bay 2024 Travel Guide.

Oyster Bay Travel Guide