New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day by visiting the Orient Beach State Park, where you can enjoy the soft sand and beautiful sea. Take a walk along the shoreline, or rent kayaks and paddle through the calm waters.

Afternoon

Visit the Orient Country Store, a historic building that has been around for over 100 years. Here, you can browse a variety of locally made products and enjoy an ice cream cone. Next, head over to Oysterponds Historical Society to learn about the history of the area and see the stunning architecture of the buildings.

Evening

End your day with dinner at Orient by the Sea Restaurant, where you can enjoy fresh seafood while watching the sunset over the water.

Bedtime

Find amazing hotels in .

Morning

Take a scenic drive to Greenport, a charming village just a short distance from Orient. Here, you can visit the Railroad Museum of Long Island or take a stroll through Mitchell Park, which features a beautiful marina and carousel.

Afternoon

Head over to Lavender By the Bay, where you can wander through the beautiful lavender fields and pick up some lavender-based products to take home. Then, visit Kontokosta Winery for a wine tasting and enjoy the vineyard's stunning views of the Long Island Sound.

Evening

Enjoy dinner at The Halyard, located in the Sound View Hotel. This restaurant features fresh, locally sourced cuisine and breathtaking water views.

Bedtime

Find amazing hotels in .

Morning

Start your day with a visit to the historic Orient Point Lighthouse, which has been guiding ships since 1899. Take a tour of the lighthouse and enjoy the views of the surrounding water.

Afternoon

Visit the nearby town of Southold and explore its many antique shops and boutiques. Then, head over to Croteaux Vineyards for a refreshing glass of ros in their beautiful outdoor garden.

Evening

End your day with dinner at North Fork Table & Inn, a beloved restaurant that offers farm-to-table cuisine made with local ingredients.

Bedtime

Find amazing hotels in .

Morning

Take a ferry to Shelter Island, a small island located just a short distance from Orient. Here, you can rent bikes and explore the island's many trails and beaches.

Afternoon

Visit the Mashomack Preserve, a stunning nature reserve that features over 2,000 acres of protected land. Here, you can go bird watching, take a guided nature walk, or simply enjoy the peaceful surroundings.

Evening

Enjoy dinner at The Tavern at Shelter Island House, a cozy restaurant that offers classic American cuisine and a beautiful outdoor patio.

Bedtime

Find amazing hotels in .

Morning

Spend the morning at the Truman's Beach Nature Preserve, which features beautiful sand dunes and a variety of wildlife. Take a hike through the preserve's many trails and enjoy the stunning views of the Long Island Sound.

Afternoon

Visit the nearby town of Greenport and take a tour of the historic Stirling Historical Society. Then, head over to Greenport Harbor Brewing Company for a tasting of their delicious craft beers.

Evening

End your day with dinner at Noah's, a popular restaurant that offers creative American cuisine made with locally sourced ingredients.

Bedtime

Find amazing hotels in .