3-Day Coastal Adventure on Long Island: Lloyd Harbor to Montauk with the Best Lobster Rolls

Day 1: Scenic Coastal Towns

Lloyd Harbor and Northport, NY on June 27, 2025

Lloyd Harbor Beaches

Start your day with a peaceful morning walk along the quiet beaches of Lloyd Harbor. Enjoy the coastal scenery and fresh ocean air.
Free, 1h0m

Visit Northport Village

Explore Northport’s charming downtown area, featuring local shops, historic buildings, and a quaint harbour front.
Free, 2h0m

Lunch with Lobster Roll

Enjoy one of the best lobster rolls in the area at American Beech, Northport. Their freshly made lobster roll is a local favourite and perfect for a seaside town lunch.
Moderate, 1h0m

Northport Harbor Walk

Take a leisurely walk along the harbor, watch boats dock, and appreciate the marina’s atmosphere.
Free, 1h0m
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Day 2: Hamptons Exploration

Maidstone (East Hampton), Amagansett, Southampton, NY on June 28, 2025

Morning at Maidstone State Park

Explore Maidstone State Park, known for its nature trails, pond views, and peaceful environment. Perfect for a morning stroll.
Entry Free, 2h0m

Amagansett Village Visit

Walk through the historic village of Amagansett, enjoying its small-town charm and local cultural spots.
Free, 1h0m

Lunch with Lobster Roll

Savor an exceptional lobster roll at The Lobster Roll (Amagansett), renowned for its fresh seafood and beautiful ocean views.
Moderate, 1h0m

Southampton Historical Society

Visit Southampton Historical Society to learn about local history, open from 1pm to 5pm on Fridays and Saturdays.
Around USD8, 1h30m

Walk Main Street Southampton

Spend your late afternoon strolling through scenic Main Street, appreciating the architecture and atmosphere.
Free, 1h0m
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Day 3: Montauk and Sags Harbor

Sags Harbor, Springs, Montauk, NY on June 29, 2025

Morning in Sags Harbor

Explore the historic maritime village of Sags Harbor, known for its galleries and waterfront views.
Free, 1h30m

Visit Springs

Visit the Springs area to enjoy its art galleries and quiet countryside ambience.
Free, 1h0m

Lunch with Lobster Roll

Have a delicious lobster roll lunch at Clam Bar at Napeague, a well-loved spot for seafood near Montauk famous for its generous portions and fresh ingredients.
Moderate, 1h0m

Montauk Point Lighthouse

Visit the historic Montauk Point Lighthouse, open from 10am to 6pm. Explore the museum and enjoy panoramic ocean views.
USD13, 1h30m

Montauk Whale Watching Boat Trip

Join an afternoon whale watching tour (usually 3-4 hours), departing from Montauk Harbor. Check tour company times and book in advance.
Approx. USD50-70, 3h0m

Evening Walk at Montauk Beaches

Conclude your day with a relaxing walk along Montauk’s beaches, watching the sunset over the Atlantic Ocean.
Free, 1h0m
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