Explore Montauk

As Labor Day approaches and summer slows down, we enter the best part of the season: Local Summer. As Montauk locals know, the best beach days await in September. This is the perfect time for a weekend getaway with smaller crowds, bigger surf, cooler temps and easier reservations. Pack up your coziest beach sweater and head East– read on for our guide to an end of summer escape to Montauk.

Stay At: Marram Montauk

Photo courtesy of Marram Montauk

Check into Marram Montauk, our favorite place to stay in town. This boutique hotel offers a serene coastal escape nestled in the dunes along the Atlantic Ocean for you to unwind and revel in the wild, natural beauty of Montauk.

Daytime Activities

There are plenty of local markets to grab a healthy breakfast before hitting the beach. Our favorites are Naturally Good for coffee and smoothies, Joni’s for a breakfast wrap, and Round Swamp for fresh local produce (and s’mores cookies).

Photo courtesy of Round Swamp Farm

Joni’s also hosts a backyard flea market every Saturday in the summer, offering goods by local female artisans.

After grabbing breakfast, head to the beach. Take a surf lesson if you’re feeling adventurous or enjoy a leisurely stroll along the cliffside beaches.

Dining & Drinks

After a long day on the beach, take advantage of Montauk’s wide array of outdoor dining options. For a quick bite, pick up a lobster roll from The Clam Bar, a local institution. For an elevated vibe, go to Duryea’s for a dockside dinner that will transport you to Saint-Tropez.

The Clam Bar, often crowned as the best lobster roll in the Hamptons.

Duryea’s famous lob-cobb salad.

Following an al fresco dinner, it’s time to embrace another of Montauk’s renowned features: its sunsets (and cocktails). Head to the Montauket or Crow’s Nest, our two favorite spots for sunset drinks.

The sunset view from Crow’s Nest.

Live music and sunset at the Montauket.

After sunset drinks, stop by Surf Lodge or Salivar’s for live music. For a quieter option, pack up some beach blankets and head to the beach for a bonfire.

Live music and sunset at the Montauket.

For the drive out East, be sure to listen to our Coastal Cowgirl Playlist, best played while driving down Old Montauk Highway with the windows down.