Day Itinerary
5 Activities
Day 2
20 mi0.1 mi
Lounge, Lunch, Shop, and Sip
Start the day lounging on the beach in front of your resort, then head for lunch at one of Montauk's most popular seafood spots. Afterwards, take a stroll through Amagansett, New Yourk, and peruse the posh boutiques and shops there. As you head out of town, spend an hour or so in Bridgehampton, New York, at Channing Daughters Winery, sampling local varietals, then enjoy dinner at a nearby Greek restaurant.
0.1 mi
5 min
09:303 hrs
Napeague Beach
Beach
Open Details
Have breakfast in your room (that muffin and fruit salad you got to go from Harbor Market), then spend the morning lounging on the quiet, pristine beach in front of the resort. The Amagansett Napeague stretch of beach here is spectacularly serene and feels worlds away from the bustle of Manhattan.
1.1 mi
5 min
13:001 hr
Lobster Roll
Restaurant
Open Details
After hours at the beach, it's time for another lobster roll. Check out of your hotel, pack your bags, and head to the suitably-named Lobster Roll with its beach-shack vibe and fabulously-fresh seafood. Yum!
5.4 mi
10 min
14:151 hr
French Presse
Furniture / Home Store
Open Details
After lunch, engage in a little retail therapy at Amagansett's posh boutiques. Pop into French Presse for luxury linens and Nellie's of Amagansett, Tiina the Store, and Botanica Bazaar for clothing and other sundries.
11.5 mi
25 min
15:451 hr 30 min
Channing Daughters
Winery
Open Details
With a car full of shopping bags and suitcases, steer your way over to Channing Daughters Winery on the South Fork where you can sample a variety of wines. Channing grows a range of grapes not otherwise seen on Long Island. Taste a few delicious vintages (be sure to designate a driver) then drive ten minutes south to your dinner spot.
2.6 mi
10 min
17:301 hr 30 min
Elaia Estiatorio
Greek Restaurant
Open Details
This beautifully-appointed restaurant offers a selection of tasty Greek tapas. You may just mistake Montauk, New York, for Santorini while you're there!
From Elaia Estiatorio to Manhattan, it's about a two-hour drive on 495 W. Reflect on your breezy, beachy weekend as you cruise back to the city at dusk.
From Elaia Estiatorio to Manhattan, it's about a two-hour drive on 495 W. Reflect on your breezy, beachy weekend as you cruise back to the city at dusk.