I have a renowned reputation for pool-hopping. My lifelong dream includes an in-ground pool in my manicured backyard and a frozen drink dispenser in said backyard. Dreams will be dreams.
Barring a Powerball victory, pool-hopping will have to suffice. Here are five Montauk pools where you can get both your grub and swim on.
Breakers, an old school motel in the Hither Hills section of Montauk, has undergone a renovation this season. The property now includes an outpost of its New York City restaurant Seamore’s. The adorable pool—you don’t need to be a guest of the hotel to use it—overlooks the ocean (does it get better than this?) and the restaurant serves up an expansive menu of fish-centric selections, including fish sandwiches and tacos. The bikini-minded can get a kale salad, too, for what it’s worth. Seamore’s serves tasty lunches and dinners daily, so you can sun it up over lunch and stay well into sunset. Check this place out before it gets so unbearably cool that the lounge chairs are all taken.
Seamore’s at Breakers MTK, 769 Old Montauk Highway, Montauk, seamores.com, open daily 12 p.m. to 10 p.m.
Another hotel with a lenient swim policy (you don’t even need to order food or drink to hang here, though you should), Solé East’s Backyard Restaurant and lounge area also allows you to bring your dog—though the furry friends are not allowed on the furniture, they stress. Cushioned loungers surround serene perennials and a lovely pool. Aside from Sunday’s loud-ish Brazilian Bossa Nova brunch, this is a chill place to dip your toes in the water and to order a locally sourced burger with all the fixins or a refreshing Greek salad with grilled shrimp. Since Solé East is outside of town (unlike its sibling property, Solé Beach), swimmers can enjoy the best of Montauk, minus the crowds.
The Backyard at Solé East, 90 Second House Road, Montauk, (631) 668-2105, open daily from 8 a.m. to 10 p.m.
Despite the parking issues (those not staying at the hotel cannot park in the lot, and street parking is scarce in this part of Montauk), I love this pool because it provides the best of both worlds. The pool overlooks the ocean and the newly imagined café, A.T. Eatery, serves up both breakfast and lunch care of Montauk local, Chef Robert Prado. I’m a shrimp taco girl myself, but you can also indulge in all manners of flatbread, salad, quesadilla, and sandwich. When the pool gets boring, take the stairs down to the surf break that is literally just steps from the hotel. Chaises are available for those lucky enough to snag them. This isn’t the ritziest pool in Montauk, but it’s one of the friendliest.
A.T. Eatery at Atlantic Terrace, 21 Oceanview Terrace, Montauk, (631) 668-2050, open daily from 7 a.m. to 6 p.m.
It’s not really a looker, but the Star Island Grille at Star Island’s Yacht Club serves up truly affordable food overlooking a serviceable pool as well as the bay. You can eat breakfast, lunch, and early bird dinner (hey, stay all day!) at the Grille, so start your day with a delicious egg sandwich, progress to the baked stuffed clams, and finish it off right with the broiled flounder platter. Drinks arrive in plastic cups, perfect for drinking poolside. There’s a lack of poolside seating, admittedly, but bring a towel and a book and you’re set for a day of no-fuss, no-muss pool enjoyment.
Star Island Grille at Star Island Yacht Club and Marina, 59 Star Island Road, Montauk, (631) 668-5052, open daily from 7 a.m. to 5 p.m.
Tucked back on Star Island off of Westlake Drive, this yacht club is a family-friendly place where guests and visitors can cool off by the pool while enjoying oysters on the half shell, steamed mussels, or a lively burger. Service at the pool is generally reserved for guests, but the bar and restaurant are just a few steps away, and they cater to everyone. The pool juts out into the bay, offering up a spectacular view—possibly one of the best on The End. Steel yourself for the kid-heavy vibe. The view is worth it.
The Alley and the Deck at the Montauk Yacht Club Resort and Marina, 32 Star Island Road, Montauk, (631) 668-3100, open daily from 7 a.m. to 10 p.m.