3-Day Long Island Coastal Journey: From Lloyd Harbor to Montauk with Iconic Experiences

Day 1: Northport Coastal Charm

Lloyd Harbor and Northport, NY on June 27, 2025

Explore Lloyd Harbor Beaches

Enjoy a peaceful walk along Lloyd Harbor’s sandy beaches, taking in the tranquil sea views and fresh coastal air.
Free, 1h0m

Visit Northport Village

Explore Northport’s charming downtown with its shops, historic buildings, and scenic harbour front, perfect for a leisurely stroll.
Free, 2h0m

Walk Northport Harbor

Relax with a walk along Northport Harbor to enjoy the boat-filled marina and scenic waterfront ambiance.
Free, 1h0m

Evening at Stephen Talkhouse

Spend your evening at the legendary Stephen Talkhouse, a renowned live music venue and bar offering great local vibes and occasional performances.
Varies by event, 2h0m
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Day 2: Hamptons Highlights

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

Explore Maidstone State Park

Discover the tranquil trails and pond views of Maidstone State Park for a refreshing start to your day.
Entry Free, 2h0m

Stroll through Amagansett Village

Experience the quaint charm and coastal atmosphere of historic Amagansett village.
Free, 1h0m

Visit Southampton Historical Society

Delve into the area’s rich heritage at the Southampton Historical Society (open 1pm – 5pm on Fridays).
Around USD8, 1h30m

Walk Main Street Southampton

Unwind with a gentle walk along Main Street, admiring local shops and charming architecture.
Free, 1h0m
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Day 3: Montauk and Harbour Life

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

Explore Sags Harbor

Discover historic and artistic flare in Sags Harbor, renowned for galleries and picturesque waterfront.
Free, 1h30m

Visit Springs

Explore the tranquillity and cultural sites of Springs, including local galleries and peaceful surroundings.
Free, 1h0m

Visit Montauk Point Lighthouse

Explore the historic Montauk Point Lighthouse and its museum, enjoying stunning sea views (open 10am – 6pm).
USD13, 1h30m

Montauk Whale Watching Boat Trip

Join a 3-4 hour whale watching boat trip departing from Montauk Harbor; pre-booking advised to confirm tour availability.
Approx. USD50-70, 3h0m
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