Trip to New York Pack for New York: visa or ESTA timing, real medical insurance, tipping and taxes, tap-to-ride subway and sunset observation decks booked ahead. Includes a kids option. [ ] Sort out your visa or ESTA early Visa Waiver nationals just need an ESTA a couple of days ahead; everyone else needs a B1/B2 visa — interview slots in some countries take months. Check your country's wait times first thing. [ ] Buy serious medical insurance US healthcare is ruinous: an ambulance costs thousands, a hospital night tens of thousands. Coverage of $100k+ isn't overkill, it's necessary. [ ] Prepare cards and a little cash The city runs on cards. Keep a working credit card plus small-bill cash for tips, food trucks and the odd cash-only slice joint. [ ] Budget for tips: 18–22% In restaurants and taxis tipping isn't optional — it's part of wages. Under 18% makes a statement; counter-service screens will prompt you anyway. [ ] Remember: sales tax isn't on price tags Checkout adds ~8.9% tax on top of the sticker. Clothing and shoes under $110 are tax-exempt in NYC — a nice shopping bonus. [ ] Set up tap-to-ride subway (OMNY) Just tap a contactless card or phone at the turnstile — no MetroCard needed. After enough rides in a week, the rest of that week rides free. [ ] Learn express vs local trains The same line runs express and local trains: an express will sail past your stop. Check the circle/diamond on the bullet and listen to announcements. [ ] Plan your airport transfer From JFK the cheap way is AirTrain + subway. Yellow cabs to Manhattan charge a flat rate plus tip — no surprises; rideshare prices surge with demand. [ ] Pack a US plug adapter Type A/B sockets at 120V: European plugs need an adapter. Phone and laptop chargers handle the voltage on their own. [ ] Arrange a US data eSIM Public wi-fi is patchy while navigation, transit and tickets live in your phone. A one-two week eSIM is cheap and installs before you fly. [ ] Book observation decks ahead Summit, Edge, Top of the Rock, Empire State — sunset slots sell out days ahead and walk-up costs more. One sunset session gives you both day and night views. [ ] Scout Broadway tickets The TKTS booth in Times Square sells same-day seats up to half off, and most shows run digital lotteries for a few dozen dollars. For the hottest musicals at full price, book ahead. [ ] Plan days by neighborhood Manhattan is longer than it looks: plan one or two neighborhoods a day, not 'all of midtown'. The free Staten Island Ferry gives the best Statue of Liberty view for zero dollars. [ ] Dress for the season Winter is windy and raw — hat and windproof jacket required; summer is humid 90°F heat with arctic AC indoors. Layers win. [ ] Bring shoes for 20k steps New York is a walking city: museums, the High Line, the bridges. Broken-in sneakers matter more than anything else in your bag. [ ] Know: tap water is drinkable NYC tap water is famously good. A refillable bottle saves real money — bottled water at kiosks adds up fast. [ ] Make copies of your documents Photos of passport, visa/ESTA and insurance to the cloud; paper copies separate from originals. [ ] Plan Central Park the kids' way Zoo, carousel, rowboats and dozens of playgrounds — the park fills an entire kids' day. In summer pack swim gear: many playgrounds run sprinklers. [ ] Visit the Natural History Museum Dinosaurs, the blue whale and the planetarium — a guaranteed hit. Buy timed-entry tickets online to skip the sidewalk line. [ ] Sort out the stroller question The city is stroller-friendly, but not every subway station has an elevator — check accessibility in your maps app. A light folding stroller beats a bulky one. [ ] Carry snacks and water for your kid Distances are long, lines happen, and a hungry kid in the ferry queue is a natural disaster. A water bottle and snacks in the backpack save nerves and money. Checklist from Unload: https://unloads.me/c/new-york