3 day itinerary for Long Island

Itinerary

Day 1: Exploring the North Fork

Start your Long Island adventure by heading to the North Fork, known for its picturesque vineyards and charming small towns. Begin your day with a visit to one of the many wineries in the area. Enjoy a wine tasting and take a leisurely stroll through the vineyards, soaking in the beautiful scenery.

Afterward, make your way to Greenport, a quaint village with a vibrant maritime history. Explore the charming streets lined with boutique shops, art galleries, and local eateries. Don't miss the opportunity to indulge in some fresh seafood at one of the waterfront restaurants.

In the afternoon, take a scenic drive along the coastline to Orient Point State Park. This hidden gem offers stunning views of the Long Island Sound and is a great spot for a picnic or a leisurely walk along the beach.

Day 2: Discovering the Hamptons

On your second day, venture to the Hamptons, a playground for the rich and famous. Start your day in Southampton, a charming village known for its beautiful beaches and upscale boutiques. Take a stroll along Main Street, where you'll find a mix of high-end shops, art galleries, and cozy cafes.

Next, head to East Hampton, another picturesque town with a rich history and stunning architecture. Explore the historic district, visit the local museums, or simply relax on one of the pristine beaches.

In the afternoon, make your way to Montauk, the easternmost point of Long Island. Known for its laid-back vibe and beautiful beaches, Montauk offers plenty of outdoor activities. Take a hike along the scenic trails of Montauk Point State Park, visit the iconic Montauk Lighthouse, or simply unwind on the sandy shores.

Day 3: Long Beach and Fire Island

On your final day, head to Long Beach, a vibrant coastal city known for its beautiful boardwalk and lively atmosphere. Spend the morning soaking up the sun on the beach, or take a stroll along the boardwalk, lined with shops, restaurants, and entertainment options.

In the afternoon, catch a ferry to Fire Island, a car-free barrier island known for its pristine beaches and charming communities. Explore the quaint towns of Ocean Beach or Cherry Grove, where you can enjoy a leisurely lunch at one of the local eateries or browse through the unique shops.

If you're feeling adventurous, take a hike through the Sunken Forest, a unique maritime forest that is home to a variety of plant and animal species. End your day by watching the sunset over the Great South Bay, a truly magical experience.

With this itinerary, you'll get a taste of the diverse landscapes and vibrant communities that Long Island has to offer. Enjoy your three days of exploration and create lasting memories in this beautiful part of New York!