S&P Oyster Restaurant and Bar: Upscale restaurant with a patio overlooking the water Oyster Club: If you haven't had your seafood fix, come here for more oysters and views! The Shipwright's Daughter: Another yummy seafood restaurant (I'm sensing a theme here) Sea View Snack Bar: Lobster and clam rolls with picnic tables on the water Mystic Pizza: Yes it does exist in real life! No promises that you'll see Julia Roberts
Mystic Seaport Museum Mystic Aquarium Olde Mistick Village Historic Downtown Mystic Local boat tours or kayak rentals Watch Hill (and other local beaches) Check out this guide from Mystic B&B The Mermaid Inn: https://www.mermaidinnofmystic.com/things-to-do/
If you can get a reservation: L'Artusi and Don Angie (both Italian), Laser Wolf (Israeli), Gramercy Tavern (American) For the views: Westlight (American), Peak Restaurant (American, a splurge but comes with free access to the observation deck) More casual (by NY standards): Soothr and Pranakhon (both Thai), Fairfax (specifically for the burger), La Pecora Bianca Nomad (Italian), Saint Tropez Soho (French) Vegetarian (but meat eater approved as well): Dirt Candy (American, splurge tasting menu but worth it), Jajaja West Village (for the nachos and tacos), Planta Queen Nomad (Asian fusion)
Sagaponack (Seafood/Oysters), Ama Raw Bar West Village (Asian Fusion), Amelie Wine Bar (French), Mareluna Flatiron and Il Fiorista (both Italian) Most of these have both food and drinks specials
The Metropolitan Museum of Art Wandering in Central Park The Natural History Museum Wandering in the West Village Shopping in Soho High Line and Chelsea Market Walking across the Brooklyn Bridge Wandering in Brooklyn Heights 9/11 Memorial Ellis Island MoMA The Met Cloisters
The Flatiron Room: Live jazz most nights (check their website for the calendar) with no cover and great whiskey. Reserve a table in advance online. Dizzy's Club at Lincoln Center: Where we had our third date (at the late night set, back when we were cooler and stayed up until 1 am on a weeknight)! Buy tickets in advance online. Comedy Cellar and The Village Underground: Sister comedy clubs. Buy tickets in advance online.