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Ultimate 11-Day Long Island, NY Adventure

Viewed by 140 travelers

Day 1: City Excursion

New York City, NY

9:00AM

Breakfast at Sarabeth's

Start your day with a classic New York breakfast at Sarabeth's, known for their legendary French toast.
Walk to Times Square.
USD30, 1.5 hours

10:30AM

Explore Central Park

Stroll through the iconic paths of Central Park and enjoy a visit to the Central Park Zoo.
Walk through the park to the zoo.
USD20, 2.5 hours

1:00PM

Lunch at Chelsea Market

Savor a variety of artisanal foods for lunch at the vibrant Chelsea Market.
Take subway from 59th Street to 16th Street.
USD25, 1.5 hours

3:00PM

Visit the High Line

Walk along the High Line park, an elevated rail-turned-park, with beautiful views of the city.
Walk to the nearby High Line entrance.
Free, 1.5 hours

5:00PM

Evening Departure to Long Island

Take the LIRR to Long Island from Penn Station, ready to start exploring the beautiful coast.
Penn Station to Long Island.
USD15, 1 hour
Find Hotels in New York City

Day 2: Cultural Stop

Long Island City, NY

9:00AM

Breakfast at The Bagel Store

Treat yourself to a famous rainbow bagel and cream cheese at The Bagel Store.
Car or public transport to Long Island City.
USD10, 1 hour

10:30AM

Visit MoMA PS1

Explore contemporary art at the MoMA PS1, one of the largest and oldest nonprofit contemporary art institutions.
Walking distance from breakfast spot.
USD10, 2 hours

1:00PM

Lunch at Cookshop

Enjoy a farm-to-table lunch at Cookshop, known for its seasonal dishes.
Travel by subway from Long Island City to Chelsea.
USD30, 1.5 hours

3:00PM

Rooftop Views at the LIC Bar

Relax at the LIC Bar with beautiful city views and a laid-back atmosphere.
Return to Long Island City.
USD15, 2 hours

6:00PM

Dinner at The Creek and the Cave

Enjoy a casual dinner with a mix of Tex-Mex food alongside live entertainment.
Walk over to the restaurant.
USD25, 1.5 hours
Find Hotels in Long Island City

Day 3: Wine Country

North Fork, NY

9:00AM

Travel to North Fork

Drive or take a bus to the beautiful North Fork, a famous wine region.
Rent a car from Long Island City.
USD20, 1 hour

10:30AM

Breakfast at Love Lane Kitchen

Indulge in fresh and locally sourced ingredients for breakfast at this cozy spot.
Short drive to Mattituck.
USD20, 1.5 hours

12:00PM

Wine Tasting at Bedell Cellars

Savor the exquisite flavors of locally produced wines at Bedell Cellars.
15-minute drive from Love Lane Kitchen.
USD30, 1.5 hours

2:00PM

Lunch at The Lobster Roll

Dine on fresh seafood and lobster rolls at this charming eatery.
Short drive from Bedell.
USD40, 1.5 hours

4:00PM

Visit Greenport Village

Explore the quaint village of Greenport featuring shops and waterfront views.
Easy drive to Greenport.
Free, 2 hours

6:30PM

Dinner at Claudio’s

Enjoy a sunset dinner on the bay at Claudio's, serving fresh catches and classic fare.
Walk to the bayfront restaurant.
USD50, 2 hours
Find Hotels in North Fork

Day 4: Ocean Escapade

Montauk, NY

9:00AM

Travel to Montauk

Drive to scenic Montauk, the easternmost point of Long Island.
1 hour and 15 minutes drive from North Fork.
USD20, 1.5 hours

10:30AM

Breakfast at Montauk Bake Shoppe

Enjoy fresh pastries and coffee by the sea at this local favorite.
Drive from your accommodation.
USD15, 1 hour

12:00PM

Visit Montauk Lighthouse

Explore the historic Montauk Lighthouse and enjoy stunning ocean views.
Short drive to the lighthouse.
USD10, 1.5 hours

1:30PM

Lunch at The Crow’s Nest

Indulge in a delightful lunch with a menu focused on local ingredients.
Drive from the Lighthouse.
USD35, 1.5 hours

3:00PM

Relax at Montauk’s Beaches

Spend your afternoon lounging on the sandy beaches or take a quick dip.
Short drive to the beach area.
Free, 3 hours

6:00PM

Dinner at Navy Beach

Settle down for dinner overlooking the water, with a renowned menu of coastal cuisine.
Drive to Navy Beach.
USD45, 2 hours
Find Hotels in Montauk

Day 5: Historic Getaway

Southampton, NY

9:00AM

Travel to Southampton

Head to Southampton, where historic charm meets coastal beauty.
A picturesque 30-minute drive from Montauk.
USD20, 1 hour

10:30AM

Breakfast at The Golden Pear

Start your day with fresh coffee and delicious breakfast options at this local gem.
Short drive to the café.
USD15, 1 hour

12:00PM

Visit the Southampton Arts Center

Explore the local cultural scene with engaging exhibits at the Southampton Arts Center.
Easy drive to the center.
Free, 1.5 hours

1:30PM

Lunch at 75 Main

Dine on light and flavorful dishes at 75 Main right in the heart of Southampton.
Walking distance from the Arts Center.
USD40, 1.5 hours

3:00PM

Explore Cooper’s Beach

Relax at one of the top-rated beaches in the U.S., soaking up the sun.
Short drive to Cooper's Beach.
USD12, 3 hours

6:30PM

Dinner at The 1770 House

Wrap up your day at the 1770 House, a charming inn serving upscale American food.
Drive back to Southampton center.
USD55, 2 hours
Find Hotels in Southampton

Day 6: Island Adventure

Fire Island, NY

9:00AM

Travel to Fire Island

Catch a ferry to idyllic Fire Island, known for its beautiful beaches.
Drive to Patchogue and take the ferry.
USD30, 2 hours

11:00AM

Breakfast at a Local Café

Upon arrival, head to one of the cozy cafes for a light breakfast.
Walk to the nearest café.
USD15, 1 hour

12:30PM

Beach Time at Ocean Beach

Relax and enjoy the sun at Ocean Beach, famous for its soft sands and vibrant atmosphere.
Walk from the café to the beach.
Free, 3 hours

3:00PM

Lunch at Fire Island Pizza

Grab a quick bite of delicious pizza at a popular local spot.
Short walk from the beach.
USD20, 1 hour

4:30PM

Exploration of Lighthouse Point

Take a stroll to the iconic Fire Island Lighthouse and picture-perfect views.
Walk or bike from the pizza place.
Free, 2 hours

6:30PM

Dinner at The Fire Island Inn

Dine at this inviting inn where old nautical themes meet comfort cuisine.
Take a short walk back.
USD40, 2 hours
Find Hotels in Fire Island

Day 7: Nature Exploration

Riverhead, NY

9:00AM

Travel to Riverhead

Board the ferry back and drive to Riverhead, a hub for nature lovers.
Ferry back to Patchogue and drive to Riverhead.
USD30, 2 hours

11:30AM

Breakfast at The Riverhead Diner

Enjoy a classic diner breakfast with hearty options at the Riverhead Diner.
Drive to the diner.
USD15, 1 hour

1:00PM

Visit the Long Island Aquarium

Explore marine life at the acclaimed Long Island Aquarium located nearby.
Drive from the diner.
USD30, 2 hours

3:00PM

Lunch at Brewology

Enjoy a beer-driven lunch at Brewology, featuring a selection of local brews.
Short drive to Brewology.
USD25, 1.5 hours

4:30PM

Explore the Indian Island County Park

Enjoy the beauty of nature while exploring the trails and waterfront views.
Drive to the park.
Free, 2 hours

7:00PM

Dinner at The Seafood Barge

Enjoy a waterfront dinner featuring fresh seafood from local waters.
Drive to the restaurant.
USD50, 2 hours
Find Hotels in Riverhead

Day 8: Cultural Deep Dive

Westbury, NY

9:00AM

Travel to Westbury

Head to Westbury, a suburban oasis known for its cultural venues.
Drive from Riverhead to Westbury.
USD15, 1 hour

10:30AM

Breakfast at The Great American Eatery

Enjoy a hearty breakfast at this well-loved local eatery.
Short drive from your accommodation.
USD15, 1 hour

12:00PM

Visit the Nassau County Museum of Art

Explore beautiful art collections in a stunning outdoor setting.
Drive to the museum.
USD20, 2 hours

2:00PM

Lunch at La Bottega

Dine at La Bottega for delectable Italian dishes made with fresh ingredients.
Short drive from the museum.
USD35, 1.5 hours

3:30PM

Check out the Westbury Gardens

Experience the beauty and tranquility of the Westbury Gardens.
Drive to the gardens.
USD12, 2 hours

6:00PM

Dinner at Mamma's Italian Specialties

Enjoy authentic Italian comfort food at Mamma's, a true neighborhood favorite.
Drive back to Westbury.
USD30, 2 hours
Find Hotels in Westbury

Day 9: Coastal Encounter

Huntington, NY

9:00AM

Travel to Huntington

Journey to Huntington, a coastal town rich with culture and natural beauty.
Drive from Westbury to Huntington.
USD15, 1 hour

10:30AM

Breakfast at the Harbes Family Farm

Start your day with farm-fresh breakfast options while overlooking the fields.
Drive to the farm.
USD20, 1.5 hours

12:00PM

Visit the Cold Spring Harbor Fish Hatchery

Learn about local aquatic life at the hatchery, perfect for families.
Short drive to the hatchery.
USD10, 1.5 hours

1:30PM

Lunch at The Cottage

Dine in a lovely setting with seasonal menus at The Cottage.
Drive to the cottage.
USD35, 1.5 hours

3:00PM

Relax at Huntington Beach

Spend the afternoon by the beach, where you can sunbathe or take a swim.
Short drive to Huntington Beach.
Free, 3 hours

6:30PM

Dinner at Black and Blue

Indulge in a delicious dinner known for its grilled specialties in a vibrant atmosphere.
Drive to Black and Blue.
USD50, 2 hours
Find Hotels in Huntington

Day 10: Beach Day

Jones Beach, NY

9:00AM

Travel to Jones Beach

Take a short drive to Jones Beach, known for its vast sandy shores.
Drive from Huntington to Jones Beach.
USD15, 1 hour

10:30AM

Breakfast at The Pavilion

Enjoy beachside breakfast with ocean views at The Pavilion.
Drive to the restaurant.
USD20, 1 hour

12:00PM

Relax on Jones Beach

Spend the day soaking up the sun or perhaps indulging in some beach games.
Beachfront relaxation.
Free, 5 hours

5:00PM

Dinner at The Fishery

Cap off the beach day with fresh seafood and casual dining at The Fishery.
Drive to the restaurant.
USD40, 2 hours
Find Hotels in Jones Beach

Day 11: Farewell NYC

New York City, NY

9:00AM

Travel Back to NYC

Drive or take the train back to New York City for your last day in the region.
Return to NYC from Jones Beach.
USD15, 1.5 hours

11:00AM

Breakfast at Clinton St. Baking Company

Savor the famous pancakes at this renowned breakfast spot in the Lower East Side.
Head to the Lower East Side from your hotel.
USD25, 1.5 hours

1:00PM

Explore Lower Manhattan

Stroll around iconic Lower Manhattan locations including Wall Street and One World Trade Center.
Walk through the streets of NYC.
Free, 2 hours

3:00PM

Lunch at Eataly NYC

Indulge in authentic Italian cuisine at this bustling food market.
Take a short walk to Eataly.
USD40, 1.5 hours

5:00PM

Last Visits to Times Square

Capture your final views of Times Square before bidding farewell.
Head back to Times Square.
Free, 1 hour

6:30PM

Dinner at The Modern

Enjoy a swanky farewell dinner with modern takes on American cuisine at The Modern.
Walk or take a taxi to The Modern.
USD150, 2.5 hours
Find Hotels in New York City
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