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Last updated: 2024 Jun 14

Exploring the Island's Charm

Morning
Start your day with a delicious breakfast at Brownstones Coffee in Port Jefferson. Fuel up with a cup of their signature coffee and enjoy a freshly baked pastry. After breakfast, head to The Hamptons for a scenic drive along the coastline and admire the beautiful mansions and stunning beaches.
Afternoon
For lunch, make your way to The Lobster Roll in Amagansett. Indulge in their famous lobster roll and savor the flavors of the sea. After lunch, visit Montauk Point Lighthouse, the oldest lighthouse in New York State. Climb to the top for panoramic views of the Atlantic Ocean.
Evening
In the evening, explore the vibrant downtown area of Patchogue. Enjoy dinner at Hoshi Hibachi, where you can experience the art of teppanyaki and enjoy delicious Japanese cuisine. After dinner, catch a live performance at the The Paramount, a historic theater known for its concerts and shows.
Bedtime
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Beaches and Wineries

Morning
Start your day with a relaxing morning at Jones Beach State Park. Take a stroll along the boardwalk, soak up the sun on the sandy beach, or go for a swim in the Atlantic Ocean. Afterward, grab a quick breakfast at The Shack for some tasty beachside eats.
Afternoon
Head to the North Fork region of Long Island, known for its wineries. Visit Bedell Cellars for a wine tasting experience and enjoy the scenic vineyard views. For lunch, stop by Love Lane Kitchen in Mattituck for farm-to-table cuisine and delicious sandwiches.
Evening
As the sun sets, make your way to Fire Island. Enjoy a relaxing evening on this barrier island, known for its pristine beaches and charming communities. For dinner, try The Blue Point in Blue Point for fresh seafood and waterfront dining. After dinner, take a stroll along the beach and enjoy the peaceful atmosphere.
Bedtime
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Choco-Story, the Chocolate Museum

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History and Culture

Morning
Start your day by visiting the Vanderbilt Museum in Centerport. Explore the historic mansion and its beautiful gardens. Afterward, grab a coffee and pastry at Kilwins in Huntington Village.
Afternoon
Head to The Cradle of Aviation Museum in Garden City for an immersive journey through the history of aviation. Discover fascinating exhibits and learn about Long Island's contributions to flight. For lunch, try Salumi Tapas & Wine Bar in Massapequa for a variety of small plates and a glass of wine.
Evening
In the evening, explore the vibrant downtown area of Port Washington. Enjoy dinner at DiMaggio's Trattoria, a cozy Italian restaurant known for its homemade pasta and warm atmosphere. After dinner, relax with a drink at The Wild Goose, a popular waterfront bar with live music.
Bedtime
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Nature and Adventure

Morning
Start your day with a visit to Montauk Point State Park. Explore the park's trails and enjoy breathtaking views of the ocean. Don't miss the chance to spot seals at the seal observation area. For breakfast, grab a bagel and coffee at Bagel Boss in Merrick.
Afternoon
Head to Planting Fields Arboretum State Historic Park in Oyster Bay. Take a leisurely stroll through the beautiful gardens and admire the diverse plant species. For lunch, try Taby's Burger House in Oyster Bay for juicy burgers and tasty milkshakes.
Evening
End your day with a visit to Cradle Beach in Angola. Enjoy a relaxing evening on the beach, watch the sunset, and listen to the sound of the waves. For dinner, try The Snapper Inn in Oakdale for waterfront dining and fresh seafood.
Bedtime
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Shopping and Dining

Morning
Spend the morning exploring the Roosevelt Field Mall in Garden City. Shop at a variety of stores and enjoy a leisurely breakfast at The Cheesecake Factory.
Afternoon
For lunch, head to The Capital Grille in Garden City for a luxurious dining experience. Indulge in their mouthwatering steaks and elegant ambiance. Afterward, visit Sagamore Hill National Historic Site, the former home of President Theodore Roosevelt, and learn about his life and legacy.
Evening
In the evening, explore the charming village of Port Jefferson. Enjoy dinner at The Fifth Season, a farm-to-table restaurant known for its seasonal dishes. After dinner, relax with a drink at The Steam Room, a popular waterfront bar with live music.
Bedtime
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