From Manhattan to Brooklyn: The Perfect 3 Days in NYC

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Advisor - Alaina Gallagher
Curated By

Alaina Gallagher

  • New York City

  • City Travel

  • Arts & Culture

  • Weekend Getaways

  • Sightseeing

Advisor - From Manhattan to Brooklyn: The Perfect 3 Days in NYC
Curator’s statement

New York City is one of the unique cities that can adjust to the traveler and provide a new experience no matter how often you have visited. This can be overwhelming for those embarking on a trip to NYC, which is why I have created a three-day itinerary that can adjust to your travel style as needed to make the trip everything you want and more!

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Day 1: Touchdown, take it easy & city lights

ART Midtown: Rooftop at Arlo Midtown

Arrival and afternoon:

  • Arrive at LaGuardia Airport or other NYC area airport.

  • Take Uber Shuttle (book through app), subway, taxi, or rideshare to your hotel.

  • Walk to hotel, check in, and rest/unpack.

Evening:

  • Sunset drinks at a rooftop bar for city views.

  • Dinner at nearby restaurant (Zoob Zib Thai near Midtown or explore your neighborhood).

  • Early night to prepare for full exploration days.

Why I recommend it:

  • Rest period: Starting with rest instead of rushing prevents burnout and jet lag from ruining your weekend.

  • Rooftop bar: Gives you a chance to orient yourself with the city layout while enjoying your first proper NYC moment

  • Casual dinner: Keeping it reservation-free removes pressure and lets you settle in at your own pace

Insider tips:

The Uber Shuttle from LaGuardia is a game-changer—regular Ubers run $95+ and taxis around $80, but the shuttle gets you to Midtown in a clean Sprinter van with AC and power outlets for a fraction of the cost. There's no convenient bus or subway route from LaGuardia, so this is your best budget-friendly option.

Day 2: Culture, Central Park & evening choices

Arms & Armor Exhibit at the Metropolitan Museum of Art

Morning:

  • Coffee at a nearby café.

  • Subway to Metropolitan Museum of Art.

  • Explore the Met (focus on 2–3 specific galleries).

Lunch:

  • Pick up sandwiches at a nearby deli.

  • Lunch in Central Park (30-minute people-watching break)

Afternoon:

  • Visit The Frick Collection.

  • Walk back through Central Park (grab ice cream if desired).

  • Return to hotel for rest period.

Evening:

Choose your entertainment: baseball at Citi Field, Broadway show, comedy club, or rooftop bars. Nightcap at local bar or lounge.

Why I recommend it:

  • The Met: One of the world’s greatest museums with unparalleled collections across multiple cultures and time periods.

  • Central Park lunch: Strategic energy management between museums—not wasted time, essential recharging.

  • The Frick: Offers an intimate art experience that prevents museum fatigue after the Met’s grandeur.

  • Flexible evening: Lets you choose based on your interests and what tickets are available.

Insider tips:

The Met houses over two million artifacts across 2.2 million square feet—it’s literally impossible to see everything in one visit. Before you go, pick 2–3 specific galleries that most interest you (Egyptian Art, European Paintings, Arms & Armor, etc.) and see those first, then let yourself wander. This prevents museum overwhelm and ensures you actually remember what you loved instead of everything becoming a blur.

For evening entertainment that requires tickets (Broadway shows, Comedy Cellar, etc.), book in advance—these often sell out and waiting until the day-of limits your options.

Day 3: From Washington Square to Williamsburg

Manhattan Skyline view from Pebble Beach in Brooklyn

Morning—West Village:

  • Coffee from corner bodega.

  • Subway to West Village.

  • Breakfast at Murray’s Bagels (outdoor seating for people-watching).

Mid-morning—village exploration:

  • Stroll to Washington Square Park.

  • Browse Goods for the Study and grab coffee at Stumptown Coffee on your way to sit in the park.

  • Stop at Strand Books for browsing.

Late morning/early afternoon—Brooklyn:

  • Subway to DUMBO, Brooklyn.

  • Walk to Pebble Beach for Manhattan and Brooklyn Bridge views.

  • Walk to Brooklyn Bridge Park.

  • Take the ferry to North Williamsburg.

  • Explore artist flea markets and local plant/paper shops.

  • Lunch at Teddy’s or nearby neighborhood spot.

Afternoon:

  • Return to hotel for rest time.

  • Pack and prepare for tomorrow’s morning departure.

Evening:

  • Final dinner at Capizzi or neighborhood restaurant of your choice

Why I recommend it:

  • West Village: Represents classic Manhattan charm with tree-lined streets, independent shops, and authentic New York energy.

  • Washington Square Park: Central gathering place that captures the neighborhood’s bohemian character.

  • Strand Books: Iconic NYC bookstore (plus excellent bathrooms for neighborhood exploring).

  • Ferry to Williamsburg: Both practical transportation and scenic experience that most tourists miss

  • North Williamsburg: Showcases Brooklyn’s creative side with artist markets and innovative shops—less crowded than DUMBO.

  • Afternoon rest: By day three, you need time to recharge and process everything you’ve experienced

  • Final dinner: End on a high note with a special-but-not-pretentious meal.

Insider tips:

Sometimes authentic beats Instagram-worthy—that bodega coffee is part of the real NYC experience. The Strand Books bathroom stop is strategic; when exploring neighborhoods all day, knowing where clean restrooms are located saves stress. The ferry from Brooklyn Bridge Park to North Williamsburg is a local secret that most tourists miss—it offers incredible views while getting you to a less crowded part of Brooklyn.

Need to know

Additional tips and information:

  • Pre-trip planning: Create a custom Google Map before your trip with restaurants, shops, bars, parks, and attractions you’ve researched. This isn’t a rigid itinerary—it’s your decision-making tool for when you have extra time or energy. When you find yourself with a free hour or looking for nearby options, pull up your map instead of frantically Googling or standing on the street wondering what to do next.

  • Pacing strategy: This itinerary is designed around 2–3 major activities per day with intentional flex time built in. This approach prevents the exhaustion that comes from over-scheduling while ensuring you hit key attractions. The rest periods aren’t optional luxuries—they’re strategic recharge moments that make active exploration more enjoyable and sustainable.

  • Budget for spontaneity: Build in a flexible “serendipity budget” for unexpected opportunities—last-minute show tickets, extended bar conversations, interesting market finds, or spontaneous experiences. Having this mental (and financial) buffer means you can say yes to authentic moments without stress.

  • Best time for museums: Plan museum visits for the morning when your mental energy is highest. Art fatigue is real—afternoon museum visits after you’re already tired rarely do justice to world-class collections.

  • Neighborhood mixing: Manhattan and Brooklyn offer completely different energies. Experiencing both gives you a more complete picture of NYC beyond the typical tourist corridor. Don’t be afraid to venture outside Manhattan—Brooklyn is accessible, safe, and incredibly rewarding.

Advisor - Alaina Gallagher

Travel Advisor

Alaina Gallagher

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