3-Day Scenic and Coastal Adventure on Long Island: Lloyd Harbor to Montauk Lighthouse

Day 1: Explore Lloyd Harbor & Northport

Lloyd Harbor and Northport, Long Island, USA on June 16, 2025

8:00am

Breakfast at The Painted Mermaid

Enjoy a hearty breakfast featuring local ingredients and seafood specialties in Lloyd Harbor, open from 7:30am to 11am.
USD25, 1h

9:30am

Stroll around Lloyd Harbor and Town Dock Park

Relax with a scenic walk through Lloyd Harbor’s peaceful waterfront parks, taking in local flora and views of the harbor.
Free, 1h30m

11:30am

Visit Northport Village

Explore the charming historic village of Northport, visit local galleries and shops, and check out the harbor views along Main Street.
Free, 2h

1:30pm

Lunch at The Liberty Tavern

Dine at this popular Northport restaurant known for fresh, locally sourced American cuisine with excellent harbour views. Open from 11:30am.
USD35, 1h30m

3:00pm

Visit the Vanderbilt Museum & Planetarium

Discover historic exhibits and beautiful estate grounds, open 10am–5pm on weekdays and Sunday.
USD15, 2h

5:30pm

Dinner at The Royal Olive

Enjoy Mediterranean-inspired cuisine in Northport’s vibrant restaurant scene, open from 5pm.
USD40, 1h30m
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Day 2: Montauk Lighthouse & East Hampton

Montauk and East Hampton, Long Island, USA on June 17, 2025

7:30am

Breakfast at Love Lane Kitchen

Start your day in East Hampton with fresh, farm-to-table breakfast options, open from 7am.
USD20, 1h

8:30am

Drive to Montauk Lighthouse

Travel east towards Montauk, approximately 1 hour drive; enjoy coastal scenery along the way.
Fuel cost approx. USD15, 1h

9:45am

Visit Montauk Lighthouse State Park

Tour the historic lighthouse and enjoy panoramic ocean views; open 9am–5pm with an entry fee.
USD8, 1h30m

11:30am

Explore Maidstone and Amagansett

Explore scenic Maidstone Park with its protected natural areas and Amagansett village’s boutique shops and beaches.
Free, 2h

1:30pm

Lunch at Clam Bar at Napeague

Enjoy classic Long Island seafood dishes by the beach in Amagansett area; open daily from 11am.
USD30, 1h

3:00pm

Visit Springs Village

Walk around Springs, known for its artist community and charming country atmosphere with galleries and cafes.
Free, 1h30m

5:00pm

Dinner at East Hampton Grill

Dine in this lively, classic American grill in East Hampton with extensive menu and patio seating; open from 5pm.
USD40, 1h30m
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Day 3: Southampton, Sag Harbor & Boat Trip

Southampton and Sag Harbor, Long Island, USA on June 18, 2025

7:30am

Breakfast at The Lounge

Begin your day with breakfast in Southampton’s popular café offering fresh pastries and coffee, open from 7am.
USD18, 1h

9:00am

Explore Southampton Village

Visit Southampton’s historic district, check out boutique shops and the quaint Old Town Marina area.
Free, 2h

11:30am

Drive to Sag Harbor

A short 15-minute drive west to Sag Harbor, famed for its maritime history and small-town charm.
Fuel cost approx. USD5, 15m

12:00pm

Lunch at American Hotel

Enjoy a riverside lunch at this historic Sag Harbor landmark serving refined American cuisine, open from noon.
USD35, 1h30m

1:45pm

Whale and Seal Watching Boat Trip

Depart from Sag Harbor Marina for a 3-hour guided boat trip to see whales and seals, seasonal availability June–September, book in advance.
USD75, 3h

5:00pm

Relax at Sag Harbor Waterfront Park

After your boat trip, unwind with a stroll or sit by the waterfront park and enjoy harbour views at sunset.
Free, 1h

6:30pm

Dinner at The Dock House

Finish your day with fresh seafood and craft cocktails at this popular Sag Harbor restaurant, open from 5pm.
USD45, 1h30m
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