After a great night at the Surf Lodge (see 72 Hours in the Hamptons: Part I), time to go exploring. Grab a coffee at the No. 50 Café at the Montauk Beach House (where they serve Stumptown coffee) and make your way westward towards Southampton. First pit stop: the Serena & Lily Beach Market to start the day in the happiest way possible. Beyond their regular offerings, grab exclusive accessories, beach toys and artwork stemming from collaborations with local emerging artists.
Once you’ve worked out an appetite perusing S&L‘s every nook and cranny, stop by Pierre’s in Bridghampton for a quintessentially French petit déjeuner. Order a homemade lemonade and fresh croissants from their pâtisserie, en français s.v.p!
Make your way to the Hampton Designer Showhouse. Bask in the glory of this impeccably designed estate and chat with the designers on site. My favorite rooms this year were by Katie Leede and Henry & Co.
After the showhouse, it’s time to put your credit card to good use. Head to Southampton’s Main Street and explore the shops, each more beautiful than the next — from straw hats and Rolex watches at Aerin to beautiful modern organic homewares and furniture at Homenature and Adrianna Shamaris and hand blocked textiles at Roberta Roller Rabbit. Stop by Club Monaco flagship store which features vintage homewares, Turkish rugs and Coqui Coqui candles.
By now, you’ll likely be hungry again. Stop for lunch at Sant Ambroeus or 75 Main. If you’re feeling particularly frivolous (and have made reservations in advance) you can also dine at Topping Rose House in Bridgehampton on your way back, one of the finest establishments the Hamptons have to offer.
Once you’re back in Montauk, take a change of scenery at Sloppy Tuna, Montauk’s only occeanfront bar. Show up in nothing fancier than a pair of Birks, destroyed cutoffs and a pair of aviators. Head up to the top floor terrace, order a Montauk Summer Ale and soak up the views.
If you need to soak up the alcohol before hitting the next stop (or even if you don’t) — stop by 668 the Gig Shack for the most delicious tuna taquitos you have ever tasted. The lobster sliders served on a croissant aren’t bad either.
But don’t linger too much as you don’t want to miss the sunset at Crow’s Nest. It’s best to make dinner reservations in advance to have a guaranteed way in. The place in one those rare still magical spots in Montauk — part boho, part sophisticated. I’ve heard the place turns into a dance party on Saturdays, but I’ll let you be the judge of that.